diff --git a/docs/html/conf.py b/docs/html/conf.py
index 683ea7b87d8..ddc332122cf 100644
--- a/docs/html/conf.py
+++ b/docs/html/conf.py
@@ -1,4 +1,5 @@
 """Sphinx configuration file for pip's documentation."""
+from __future__ import annotations
 
 import glob
 import os
diff --git a/docs/pip_sphinxext.py b/docs/pip_sphinxext.py
index fe3f41e8b79..f076d73fb2a 100644
--- a/docs/pip_sphinxext.py
+++ b/docs/pip_sphinxext.py
@@ -1,21 +1,24 @@
 """pip sphinx extensions"""
+from __future__ import annotations
 
 import optparse
 import pathlib
 import re
 import sys
 from textwrap import dedent
-from typing import Dict, Iterable, Iterator, List, Optional, Union
+from typing import TYPE_CHECKING, Dict, Iterable, Iterator, List, Optional, Union
 
 from docutils import nodes, statemachine
 from docutils.parsers import rst
 from docutils.statemachine import StringList, ViewList
-from sphinx.application import Sphinx
 
 from pip._internal.cli import cmdoptions
 from pip._internal.commands import commands_dict, create_command
 from pip._internal.req.req_file import SUPPORTED_OPTIONS
 
+if TYPE_CHECKING:
+    from sphinx.application import Sphinx
+
 
 class PipNewsInclude(rst.Directive):
     required_arguments = 1
diff --git a/news/12488.feature.rst b/news/12488.feature.rst
new file mode 100644
index 00000000000..4ac19b6f97a
--- /dev/null
+++ b/news/12488.feature.rst
@@ -0,0 +1 @@
+No longer import type hint only objects at runtime
diff --git a/noxfile.py b/noxfile.py
index 878dbbd0ad6..5d8c539ab56 100644
--- a/noxfile.py
+++ b/noxfile.py
@@ -1,5 +1,6 @@
 """Automation using nox.
 """
+from __future__ import annotations
 
 import argparse
 import glob
diff --git a/pyproject.toml b/pyproject.toml
index 7496a08ee2c..9963a1b2fe9 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -168,6 +168,7 @@ select = [
     "W",
     "RUF100",
     "UP032",
+    "TCH",
 ]
 
 [tool.ruff.isort]
@@ -175,6 +176,7 @@ select = [
 # the docs and tests directories.
 known-first-party = ["pip"]
 known-third-party = ["pip._vendor"]
+required-imports = ["from __future__ import annotations"]
 
 [tool.ruff.mccabe]
 max-complexity = 33  # default is 10
diff --git a/setup.py b/setup.py
index 5599ffe142e..86b5bbd428f 100644
--- a/setup.py
+++ b/setup.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import sys
 
 from setuptools import setup
diff --git a/src/pip/__init__.py b/src/pip/__init__.py
index 46e56014998..cc4bfa7b096 100644
--- a/src/pip/__init__.py
+++ b/src/pip/__init__.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 from typing import List, Optional
 
 __version__ = "24.0.dev0"
diff --git a/src/pip/__main__.py b/src/pip/__main__.py
index 5991326115f..52d23f9dda7 100644
--- a/src/pip/__main__.py
+++ b/src/pip/__main__.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import os
 import sys
 
diff --git a/src/pip/__pip-runner__.py b/src/pip/__pip-runner__.py
index 49a148a097e..849cd58c4e8 100644
--- a/src/pip/__pip-runner__.py
+++ b/src/pip/__pip-runner__.py
@@ -5,6 +5,7 @@
 """
 
 # /!\ This version compatibility check section must be Python 2 compatible. /!\
+from __future__ import annotations
 
 import sys
 
diff --git a/src/pip/_internal/__init__.py b/src/pip/_internal/__init__.py
index 96c6b88c112..3db1add8916 100755
--- a/src/pip/_internal/__init__.py
+++ b/src/pip/_internal/__init__.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 from typing import List, Optional
 
 from pip._internal.utils import _log
diff --git a/src/pip/_internal/build_env.py b/src/pip/_internal/build_env.py
index 4f704a3547d..47fb879eb55 100644
--- a/src/pip/_internal/build_env.py
+++ b/src/pip/_internal/build_env.py
@@ -1,5 +1,6 @@
 """Build Environment used for isolation during sdist building
 """
+from __future__ import annotations
 
 import logging
 import os
@@ -8,7 +9,6 @@
 import sys
 import textwrap
 from collections import OrderedDict
-from types import TracebackType
 from typing import TYPE_CHECKING, Iterable, List, Optional, Set, Tuple, Type, Union
 
 from pip._vendor.certifi import where
@@ -23,6 +23,8 @@
 from pip._internal.utils.temp_dir import TempDirectory, tempdir_kinds
 
 if TYPE_CHECKING:
+    from types import TracebackType
+
     from pip._internal.index.package_finder import PackageFinder
 
 logger = logging.getLogger(__name__)
diff --git a/src/pip/_internal/cache.py b/src/pip/_internal/cache.py
index f45ac23e95a..b4652829077 100644
--- a/src/pip/_internal/cache.py
+++ b/src/pip/_internal/cache.py
@@ -1,5 +1,6 @@
 """Cache Management
 """
+from __future__ import annotations
 
 import hashlib
 import json
diff --git a/src/pip/_internal/cli/autocompletion.py b/src/pip/_internal/cli/autocompletion.py
index e5950b90696..2f4d344fddd 100644
--- a/src/pip/_internal/cli/autocompletion.py
+++ b/src/pip/_internal/cli/autocompletion.py
@@ -1,5 +1,6 @@
 """Logic that powers autocompletion installed by ``pip completion``.
 """
+from __future__ import annotations
 
 import optparse
 import os
diff --git a/src/pip/_internal/cli/base_command.py b/src/pip/_internal/cli/base_command.py
index db9d5cc6624..cc2e5a0217a 100644
--- a/src/pip/_internal/cli/base_command.py
+++ b/src/pip/_internal/cli/base_command.py
@@ -1,4 +1,5 @@
 """Base Command class, and related routines"""
+from __future__ import annotations
 
 import functools
 import logging
diff --git a/src/pip/_internal/cli/cmdoptions.py b/src/pip/_internal/cli/cmdoptions.py
index d05e502f908..b75cd2d3d2c 100644
--- a/src/pip/_internal/cli/cmdoptions.py
+++ b/src/pip/_internal/cli/cmdoptions.py
@@ -9,6 +9,7 @@
 
 # The following comment should be removed at some point in the future.
 # mypy: strict-optional=False
+from __future__ import annotations
 
 import importlib.util
 import logging
@@ -17,11 +18,10 @@
 from functools import partial
 from optparse import SUPPRESS_HELP, Option, OptionGroup, OptionParser, Values
 from textwrap import dedent
-from typing import Any, Callable, Dict, Optional, Tuple
+from typing import TYPE_CHECKING, Any, Callable, Dict, Optional, Tuple
 
 from pip._vendor.packaging.utils import canonicalize_name
 
-from pip._internal.cli.parser import ConfigOptionParser
 from pip._internal.exceptions import CommandError
 from pip._internal.locations import USER_CACHE_DIR, get_src_prefix
 from pip._internal.models.format_control import FormatControl
@@ -30,6 +30,9 @@
 from pip._internal.utils.hashes import STRONG_HASHES
 from pip._internal.utils.misc import strtobool
 
+if TYPE_CHECKING:
+    from pip._internal.cli.parser import ConfigOptionParser
+
 logger = logging.getLogger(__name__)
 
 
diff --git a/src/pip/_internal/cli/command_context.py b/src/pip/_internal/cli/command_context.py
index 139995ac3f1..6e1850399ba 100644
--- a/src/pip/_internal/cli/command_context.py
+++ b/src/pip/_internal/cli/command_context.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 from contextlib import ExitStack, contextmanager
 from typing import ContextManager, Generator, TypeVar
 
diff --git a/src/pip/_internal/cli/main.py b/src/pip/_internal/cli/main.py
index 7e061f5b390..edaaa758017 100644
--- a/src/pip/_internal/cli/main.py
+++ b/src/pip/_internal/cli/main.py
@@ -1,5 +1,7 @@
 """Primary application entrypoint.
 """
+from __future__ import annotations
+
 import locale
 import logging
 import os
diff --git a/src/pip/_internal/cli/main_parser.py b/src/pip/_internal/cli/main_parser.py
index 5ade356b9c2..fe888d3d912 100644
--- a/src/pip/_internal/cli/main_parser.py
+++ b/src/pip/_internal/cli/main_parser.py
@@ -1,5 +1,6 @@
 """A single place for constructing and exposing the main parser
 """
+from __future__ import annotations
 
 import os
 import subprocess
diff --git a/src/pip/_internal/cli/parser.py b/src/pip/_internal/cli/parser.py
index ae554b24cae..ad944d96d6c 100644
--- a/src/pip/_internal/cli/parser.py
+++ b/src/pip/_internal/cli/parser.py
@@ -1,4 +1,5 @@
 """Base option parser setup"""
+from __future__ import annotations
 
 import logging
 import optparse
diff --git a/src/pip/_internal/cli/progress_bars.py b/src/pip/_internal/cli/progress_bars.py
index 0ad14031ca5..76ef6a409a8 100644
--- a/src/pip/_internal/cli/progress_bars.py
+++ b/src/pip/_internal/cli/progress_bars.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import functools
 from typing import Callable, Generator, Iterable, Iterator, Optional, Tuple
 
diff --git a/src/pip/_internal/cli/req_command.py b/src/pip/_internal/cli/req_command.py
index 6f2f79c6b3f..773d0a734bf 100644
--- a/src/pip/_internal/cli/req_command.py
+++ b/src/pip/_internal/cli/req_command.py
@@ -4,15 +4,14 @@
 needing download / PackageFinder capability don't unnecessarily import the
 PackageFinder machinery and all its vendored dependencies, etc.
 """
+from __future__ import annotations
 
 import logging
 import os
 import sys
 from functools import partial
-from optparse import Values
 from typing import TYPE_CHECKING, Any, List, Optional, Tuple
 
-from pip._internal.cache import WheelCache
 from pip._internal.cli import cmdoptions
 from pip._internal.cli.base_command import Command
 from pip._internal.cli.command_context import CommandContextMixIn
@@ -20,9 +19,7 @@
 from pip._internal.index.collector import LinkCollector
 from pip._internal.index.package_finder import PackageFinder
 from pip._internal.models.selection_prefs import SelectionPreferences
-from pip._internal.models.target_python import TargetPython
 from pip._internal.network.session import PipSession
-from pip._internal.operations.build.build_tracker import BuildTracker
 from pip._internal.operations.prepare import RequirementPreparer
 from pip._internal.req.constructors import (
     install_req_from_editable,
@@ -31,8 +28,6 @@
     install_req_from_req_string,
 )
 from pip._internal.req.req_file import parse_requirements
-from pip._internal.req.req_install import InstallRequirement
-from pip._internal.resolution.base import BaseResolver
 from pip._internal.self_outdated_check import pip_self_version_check
 from pip._internal.utils.temp_dir import (
     TempDirectory,
@@ -42,8 +37,15 @@
 from pip._internal.utils.virtualenv import running_under_virtualenv
 
 if TYPE_CHECKING:
+    from optparse import Values
     from ssl import SSLContext
 
+    from pip._internal.cache import WheelCache
+    from pip._internal.models.target_python import TargetPython
+    from pip._internal.operations.build.build_tracker import BuildTracker
+    from pip._internal.req.req_install import InstallRequirement
+    from pip._internal.resolution.base import BaseResolver
+
 logger = logging.getLogger(__name__)
 
 
diff --git a/src/pip/_internal/cli/spinners.py b/src/pip/_internal/cli/spinners.py
index cf2b976f377..c275acc8573 100644
--- a/src/pip/_internal/cli/spinners.py
+++ b/src/pip/_internal/cli/spinners.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import contextlib
 import itertools
 import logging
diff --git a/src/pip/_internal/cli/status_codes.py b/src/pip/_internal/cli/status_codes.py
index 5e29502cddf..540c41f7936 100644
--- a/src/pip/_internal/cli/status_codes.py
+++ b/src/pip/_internal/cli/status_codes.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 SUCCESS = 0
 ERROR = 1
 UNKNOWN_ERROR = 2
diff --git a/src/pip/_internal/commands/__init__.py b/src/pip/_internal/commands/__init__.py
index 858a4101416..0d31d3cde0f 100644
--- a/src/pip/_internal/commands/__init__.py
+++ b/src/pip/_internal/commands/__init__.py
@@ -1,12 +1,14 @@
 """
 Package containing all pip commands
 """
+from __future__ import annotations
 
 import importlib
 from collections import namedtuple
-from typing import Any, Dict, Optional
+from typing import TYPE_CHECKING, Any, Dict, Optional
 
-from pip._internal.cli.base_command import Command
+if TYPE_CHECKING:
+    from pip._internal.cli.base_command import Command
 
 CommandInfo = namedtuple("CommandInfo", "module_path, class_name, summary")
 
diff --git a/src/pip/_internal/commands/cache.py b/src/pip/_internal/commands/cache.py
index 328336152cc..7cf7a57a06d 100644
--- a/src/pip/_internal/commands/cache.py
+++ b/src/pip/_internal/commands/cache.py
@@ -1,7 +1,8 @@
+from __future__ import annotations
+
 import os
 import textwrap
-from optparse import Values
-from typing import Any, List
+from typing import TYPE_CHECKING, Any, List
 
 from pip._internal.cli.base_command import Command
 from pip._internal.cli.status_codes import ERROR, SUCCESS
@@ -9,6 +10,9 @@
 from pip._internal.utils import filesystem
 from pip._internal.utils.logging import getLogger
 
+if TYPE_CHECKING:
+    from optparse import Values
+
 logger = getLogger(__name__)
 
 
diff --git a/src/pip/_internal/commands/check.py b/src/pip/_internal/commands/check.py
index 5efd0a34160..4f2420d712b 100644
--- a/src/pip/_internal/commands/check.py
+++ b/src/pip/_internal/commands/check.py
@@ -1,6 +1,7 @@
+from __future__ import annotations
+
 import logging
-from optparse import Values
-from typing import List
+from typing import TYPE_CHECKING, List
 
 from pip._internal.cli.base_command import Command
 from pip._internal.cli.status_codes import ERROR, SUCCESS
@@ -11,6 +12,9 @@
 )
 from pip._internal.utils.misc import write_output
 
+if TYPE_CHECKING:
+    from optparse import Values
+
 logger = logging.getLogger(__name__)
 
 
diff --git a/src/pip/_internal/commands/completion.py b/src/pip/_internal/commands/completion.py
index 9e89e279883..8f27e4569a5 100644
--- a/src/pip/_internal/commands/completion.py
+++ b/src/pip/_internal/commands/completion.py
@@ -1,12 +1,16 @@
+from __future__ import annotations
+
 import sys
 import textwrap
-from optparse import Values
-from typing import List
+from typing import TYPE_CHECKING, List
 
 from pip._internal.cli.base_command import Command
 from pip._internal.cli.status_codes import SUCCESS
 from pip._internal.utils.misc import get_prog
 
+if TYPE_CHECKING:
+    from optparse import Values
+
 BASE_COMPLETION = """
 # pip {shell} completion start{script}# pip {shell} completion end
 """
diff --git a/src/pip/_internal/commands/configuration.py b/src/pip/_internal/commands/configuration.py
index 1a1dc6b6cd8..b0b7d7c08dc 100644
--- a/src/pip/_internal/commands/configuration.py
+++ b/src/pip/_internal/commands/configuration.py
@@ -1,8 +1,9 @@
+from __future__ import annotations
+
 import logging
 import os
 import subprocess
-from optparse import Values
-from typing import Any, List, Optional
+from typing import TYPE_CHECKING, Any, List, Optional
 
 from pip._internal.cli.base_command import Command
 from pip._internal.cli.status_codes import ERROR, SUCCESS
@@ -16,6 +17,9 @@
 from pip._internal.utils.logging import indent_log
 from pip._internal.utils.misc import get_prog, write_output
 
+if TYPE_CHECKING:
+    from optparse import Values
+
 logger = logging.getLogger(__name__)
 
 
diff --git a/src/pip/_internal/commands/debug.py b/src/pip/_internal/commands/debug.py
index 7e5271c9886..2987e6073d9 100644
--- a/src/pip/_internal/commands/debug.py
+++ b/src/pip/_internal/commands/debug.py
@@ -1,11 +1,11 @@
+from __future__ import annotations
+
 import importlib.resources
 import locale
 import logging
 import os
 import sys
-from optparse import Values
-from types import ModuleType
-from typing import Any, Dict, List, Optional
+from typing import TYPE_CHECKING, Any, Dict, List, Optional
 
 import pip._vendor
 from pip._vendor.certifi import where
@@ -15,11 +15,16 @@
 from pip._internal.cli.base_command import Command
 from pip._internal.cli.cmdoptions import make_target_python
 from pip._internal.cli.status_codes import SUCCESS
-from pip._internal.configuration import Configuration
 from pip._internal.metadata import get_environment
 from pip._internal.utils.logging import indent_log
 from pip._internal.utils.misc import get_pip_version
 
+if TYPE_CHECKING:
+    from optparse import Values
+    from types import ModuleType
+
+    from pip._internal.configuration import Configuration
+
 logger = logging.getLogger(__name__)
 
 
diff --git a/src/pip/_internal/commands/download.py b/src/pip/_internal/commands/download.py
index 54247a78a65..80e4f365cbb 100644
--- a/src/pip/_internal/commands/download.py
+++ b/src/pip/_internal/commands/download.py
@@ -1,7 +1,8 @@
+from __future__ import annotations
+
 import logging
 import os
-from optparse import Values
-from typing import List
+from typing import TYPE_CHECKING, List
 
 from pip._internal.cli import cmdoptions
 from pip._internal.cli.cmdoptions import make_target_python
@@ -12,6 +13,9 @@
 from pip._internal.utils.misc import ensure_dir, normalize_path, write_output
 from pip._internal.utils.temp_dir import TempDirectory
 
+if TYPE_CHECKING:
+    from optparse import Values
+
 logger = logging.getLogger(__name__)
 
 
diff --git a/src/pip/_internal/commands/freeze.py b/src/pip/_internal/commands/freeze.py
index fd9d88a8b01..87d40778af4 100644
--- a/src/pip/_internal/commands/freeze.py
+++ b/src/pip/_internal/commands/freeze.py
@@ -1,6 +1,7 @@
+from __future__ import annotations
+
 import sys
-from optparse import Values
-from typing import AbstractSet, List
+from typing import TYPE_CHECKING, AbstractSet, List
 
 from pip._internal.cli import cmdoptions
 from pip._internal.cli.base_command import Command
@@ -8,6 +9,9 @@
 from pip._internal.operations.freeze import freeze
 from pip._internal.utils.compat import stdlib_pkgs
 
+if TYPE_CHECKING:
+    from optparse import Values
+
 
 def _should_suppress_build_backends() -> bool:
     return sys.version_info < (3, 12)
diff --git a/src/pip/_internal/commands/hash.py b/src/pip/_internal/commands/hash.py
index 042dac813e7..0c96128856e 100644
--- a/src/pip/_internal/commands/hash.py
+++ b/src/pip/_internal/commands/hash.py
@@ -1,14 +1,18 @@
+from __future__ import annotations
+
 import hashlib
 import logging
 import sys
-from optparse import Values
-from typing import List
+from typing import TYPE_CHECKING, List
 
 from pip._internal.cli.base_command import Command
 from pip._internal.cli.status_codes import ERROR, SUCCESS
 from pip._internal.utils.hashes import FAVORITE_HASH, STRONG_HASHES
 from pip._internal.utils.misc import read_chunks, write_output
 
+if TYPE_CHECKING:
+    from optparse import Values
+
 logger = logging.getLogger(__name__)
 
 
diff --git a/src/pip/_internal/commands/help.py b/src/pip/_internal/commands/help.py
index 62066318b74..81524e43d95 100644
--- a/src/pip/_internal/commands/help.py
+++ b/src/pip/_internal/commands/help.py
@@ -1,10 +1,14 @@
-from optparse import Values
-from typing import List
+from __future__ import annotations
+
+from typing import TYPE_CHECKING, List
 
 from pip._internal.cli.base_command import Command
 from pip._internal.cli.status_codes import SUCCESS
 from pip._internal.exceptions import CommandError
 
+if TYPE_CHECKING:
+    from optparse import Values
+
 
 class HelpCommand(Command):
     """Show help for commands"""
diff --git a/src/pip/_internal/commands/index.py b/src/pip/_internal/commands/index.py
index f55e9e49974..01e7961686a 100644
--- a/src/pip/_internal/commands/index.py
+++ b/src/pip/_internal/commands/index.py
@@ -1,8 +1,7 @@
-import logging
-from optparse import Values
-from typing import Any, Iterable, List, Optional, Union
+from __future__ import annotations
 
-from pip._vendor.packaging.version import LegacyVersion, Version
+import logging
+from typing import TYPE_CHECKING, Any, Iterable, List, Optional, Union
 
 from pip._internal.cli import cmdoptions
 from pip._internal.cli.req_command import IndexGroupCommand
@@ -12,10 +11,16 @@
 from pip._internal.index.collector import LinkCollector
 from pip._internal.index.package_finder import PackageFinder
 from pip._internal.models.selection_prefs import SelectionPreferences
-from pip._internal.models.target_python import TargetPython
-from pip._internal.network.session import PipSession
 from pip._internal.utils.misc import write_output
 
+if TYPE_CHECKING:
+    from optparse import Values
+
+    from pip._vendor.packaging.version import LegacyVersion, Version
+
+    from pip._internal.models.target_python import TargetPython
+    from pip._internal.network.session import PipSession
+
 logger = logging.getLogger(__name__)
 
 
diff --git a/src/pip/_internal/commands/inspect.py b/src/pip/_internal/commands/inspect.py
index 27c8fa3d5b6..f1194bf5a85 100644
--- a/src/pip/_internal/commands/inspect.py
+++ b/src/pip/_internal/commands/inspect.py
@@ -1,6 +1,7 @@
+from __future__ import annotations
+
 import logging
-from optparse import Values
-from typing import Any, Dict, List
+from typing import TYPE_CHECKING, Any, Dict, List
 
 from pip._vendor.packaging.markers import default_environment
 from pip._vendor.rich import print_json
@@ -13,6 +14,9 @@
 from pip._internal.utils.compat import stdlib_pkgs
 from pip._internal.utils.urls import path_to_url
 
+if TYPE_CHECKING:
+    from optparse import Values
+
 logger = logging.getLogger(__name__)
 
 
diff --git a/src/pip/_internal/commands/install.py b/src/pip/_internal/commands/install.py
index e944bb95a50..a20edcbde4c 100644
--- a/src/pip/_internal/commands/install.py
+++ b/src/pip/_internal/commands/install.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import errno
 import json
 import operator
diff --git a/src/pip/_internal/commands/list.py b/src/pip/_internal/commands/list.py
index e551dda9a96..0471792e69c 100644
--- a/src/pip/_internal/commands/list.py
+++ b/src/pip/_internal/commands/list.py
@@ -1,6 +1,7 @@
+from __future__ import annotations
+
 import json
 import logging
-from optparse import Values
 from typing import TYPE_CHECKING, Generator, List, Optional, Sequence, Tuple, cast
 
 from pip._vendor.packaging.utils import canonicalize_name
@@ -13,12 +14,14 @@
 from pip._internal.index.package_finder import PackageFinder
 from pip._internal.metadata import BaseDistribution, get_environment
 from pip._internal.models.selection_prefs import SelectionPreferences
-from pip._internal.network.session import PipSession
 from pip._internal.utils.compat import stdlib_pkgs
 from pip._internal.utils.misc import tabulate, write_output
 
 if TYPE_CHECKING:
+    from optparse import Values
+
     from pip._internal.metadata.base import DistributionVersion
+    from pip._internal.network.session import PipSession
 
     class _DistWithLatestInfo(BaseDistribution):
         """Give the distribution object a couple of extra fields.
diff --git a/src/pip/_internal/commands/search.py b/src/pip/_internal/commands/search.py
index 03ed925b246..d357eca6bc9 100644
--- a/src/pip/_internal/commands/search.py
+++ b/src/pip/_internal/commands/search.py
@@ -1,10 +1,11 @@
+from __future__ import annotations
+
 import logging
 import shutil
 import sys
 import textwrap
 import xmlrpc.client
 from collections import OrderedDict
-from optparse import Values
 from typing import TYPE_CHECKING, Dict, List, Optional
 
 from pip._vendor.packaging.version import parse as parse_version
@@ -20,6 +21,7 @@
 from pip._internal.utils.misc import write_output
 
 if TYPE_CHECKING:
+    from optparse import Values
     from typing import TypedDict
 
     class TransformedHit(TypedDict):
diff --git a/src/pip/_internal/commands/show.py b/src/pip/_internal/commands/show.py
index 3f10701f6b2..4153e2869f5 100644
--- a/src/pip/_internal/commands/show.py
+++ b/src/pip/_internal/commands/show.py
@@ -1,6 +1,15 @@
+from __future__ import annotations
+
 import logging
-from optparse import Values
-from typing import Generator, Iterable, Iterator, List, NamedTuple, Optional
+from typing import (
+    TYPE_CHECKING,
+    Generator,
+    Iterable,
+    Iterator,
+    List,
+    NamedTuple,
+    Optional,
+)
 
 from pip._vendor.packaging.utils import canonicalize_name
 
@@ -9,6 +18,9 @@
 from pip._internal.metadata import BaseDistribution, get_default_environment
 from pip._internal.utils.misc import write_output
 
+if TYPE_CHECKING:
+    from optparse import Values
+
 logger = logging.getLogger(__name__)
 
 
diff --git a/src/pip/_internal/commands/uninstall.py b/src/pip/_internal/commands/uninstall.py
index f198fc313ff..b5573d421c3 100644
--- a/src/pip/_internal/commands/uninstall.py
+++ b/src/pip/_internal/commands/uninstall.py
@@ -1,6 +1,7 @@
+from __future__ import annotations
+
 import logging
-from optparse import Values
-from typing import List
+from typing import TYPE_CHECKING, List
 
 from pip._vendor.packaging.utils import canonicalize_name
 
@@ -19,6 +20,9 @@
     protect_pip_from_modification_on_windows,
 )
 
+if TYPE_CHECKING:
+    from optparse import Values
+
 logger = logging.getLogger(__name__)
 
 
diff --git a/src/pip/_internal/commands/wheel.py b/src/pip/_internal/commands/wheel.py
index ed578aa2500..535651f4466 100644
--- a/src/pip/_internal/commands/wheel.py
+++ b/src/pip/_internal/commands/wheel.py
@@ -1,8 +1,9 @@
+from __future__ import annotations
+
 import logging
 import os
 import shutil
-from optparse import Values
-from typing import List
+from typing import TYPE_CHECKING, List
 
 from pip._internal.cache import WheelCache
 from pip._internal.cli import cmdoptions
@@ -18,6 +19,9 @@
 from pip._internal.utils.temp_dir import TempDirectory
 from pip._internal.wheel_builder import build, should_build_for_wheel_command
 
+if TYPE_CHECKING:
+    from optparse import Values
+
 logger = logging.getLogger(__name__)
 
 
diff --git a/src/pip/_internal/configuration.py b/src/pip/_internal/configuration.py
index c25273d5f0b..a4942f815a5 100644
--- a/src/pip/_internal/configuration.py
+++ b/src/pip/_internal/configuration.py
@@ -10,6 +10,7 @@
 - variant
   A single word describing where the configuration key-value pair came from
 """
+from __future__ import annotations
 
 import configparser
 import locale
diff --git a/src/pip/_internal/distributions/__init__.py b/src/pip/_internal/distributions/__init__.py
index 9a89a838b9a..95210785e0b 100644
--- a/src/pip/_internal/distributions/__init__.py
+++ b/src/pip/_internal/distributions/__init__.py
@@ -1,7 +1,13 @@
-from pip._internal.distributions.base import AbstractDistribution
+from __future__ import annotations
+
+from typing import TYPE_CHECKING
+
 from pip._internal.distributions.sdist import SourceDistribution
 from pip._internal.distributions.wheel import WheelDistribution
-from pip._internal.req.req_install import InstallRequirement
+
+if TYPE_CHECKING:
+    from pip._internal.distributions.base import AbstractDistribution
+    from pip._internal.req.req_install import InstallRequirement
 
 
 def make_distribution_for_install_requirement(
diff --git a/src/pip/_internal/distributions/base.py b/src/pip/_internal/distributions/base.py
index 6fb0d7b7772..1d30906bbe9 100644
--- a/src/pip/_internal/distributions/base.py
+++ b/src/pip/_internal/distributions/base.py
@@ -1,9 +1,12 @@
+from __future__ import annotations
+
 import abc
-from typing import Optional
+from typing import TYPE_CHECKING, Optional
 
-from pip._internal.index.package_finder import PackageFinder
-from pip._internal.metadata.base import BaseDistribution
-from pip._internal.req import InstallRequirement
+if TYPE_CHECKING:
+    from pip._internal.index.package_finder import PackageFinder
+    from pip._internal.metadata.base import BaseDistribution
+    from pip._internal.req import InstallRequirement
 
 
 class AbstractDistribution(metaclass=abc.ABCMeta):
diff --git a/src/pip/_internal/distributions/installed.py b/src/pip/_internal/distributions/installed.py
index ab8d53be740..f066cb836f6 100644
--- a/src/pip/_internal/distributions/installed.py
+++ b/src/pip/_internal/distributions/installed.py
@@ -1,8 +1,12 @@
-from typing import Optional
+from __future__ import annotations
+
+from typing import TYPE_CHECKING, Optional
 
 from pip._internal.distributions.base import AbstractDistribution
-from pip._internal.index.package_finder import PackageFinder
-from pip._internal.metadata import BaseDistribution
+
+if TYPE_CHECKING:
+    from pip._internal.index.package_finder import PackageFinder
+    from pip._internal.metadata import BaseDistribution
 
 
 class InstalledDistribution(AbstractDistribution):
diff --git a/src/pip/_internal/distributions/sdist.py b/src/pip/_internal/distributions/sdist.py
index 15ff42b7b15..1f3035c9a15 100644
--- a/src/pip/_internal/distributions/sdist.py
+++ b/src/pip/_internal/distributions/sdist.py
@@ -1,13 +1,17 @@
+from __future__ import annotations
+
 import logging
-from typing import Iterable, Optional, Set, Tuple
+from typing import TYPE_CHECKING, Iterable, Optional, Set, Tuple
 
 from pip._internal.build_env import BuildEnvironment
 from pip._internal.distributions.base import AbstractDistribution
 from pip._internal.exceptions import InstallationError
-from pip._internal.index.package_finder import PackageFinder
-from pip._internal.metadata import BaseDistribution
 from pip._internal.utils.subprocess import runner_with_spinner_message
 
+if TYPE_CHECKING:
+    from pip._internal.index.package_finder import PackageFinder
+    from pip._internal.metadata import BaseDistribution
+
 logger = logging.getLogger(__name__)
 
 
diff --git a/src/pip/_internal/distributions/wheel.py b/src/pip/_internal/distributions/wheel.py
index eb16e25cbcc..d72cef22257 100644
--- a/src/pip/_internal/distributions/wheel.py
+++ b/src/pip/_internal/distributions/wheel.py
@@ -1,15 +1,19 @@
-from typing import Optional
+from __future__ import annotations
+
+from typing import TYPE_CHECKING, Optional
 
 from pip._vendor.packaging.utils import canonicalize_name
 
 from pip._internal.distributions.base import AbstractDistribution
-from pip._internal.index.package_finder import PackageFinder
 from pip._internal.metadata import (
     BaseDistribution,
     FilesystemWheel,
     get_wheel_distribution,
 )
 
+if TYPE_CHECKING:
+    from pip._internal.index.package_finder import PackageFinder
+
 
 class WheelDistribution(AbstractDistribution):
     """Represents a wheel distribution.
diff --git a/src/pip/_internal/exceptions.py b/src/pip/_internal/exceptions.py
index 5007a622d82..d5124ce3e3e 100644
--- a/src/pip/_internal/exceptions.py
+++ b/src/pip/_internal/exceptions.py
@@ -4,26 +4,28 @@
 operate. This is expected to be importable from any/all files within the
 subpackage and, thus, should not depend on them.
 """
+from __future__ import annotations
 
 import configparser
 import contextlib
 import locale
 import logging
-import pathlib
 import re
 import sys
 from itertools import chain, groupby, repeat
 from typing import TYPE_CHECKING, Dict, Iterator, List, Optional, Union
 
-from pip._vendor.requests.models import Request, Response
-from pip._vendor.rich.console import Console, ConsoleOptions, RenderResult
 from pip._vendor.rich.markup import escape
 from pip._vendor.rich.text import Text
 
 if TYPE_CHECKING:
+    import pathlib
     from hashlib import _Hash
     from typing import Literal
 
+    from pip._vendor.requests.models import Request, Response
+    from pip._vendor.rich.console import Console, ConsoleOptions, RenderResult
+
     from pip._internal.metadata import BaseDistribution
     from pip._internal.req.req_install import InstallRequirement
 
diff --git a/src/pip/_internal/index/collector.py b/src/pip/_internal/index/collector.py
index b3e293ea3a5..86957469361 100644
--- a/src/pip/_internal/index/collector.py
+++ b/src/pip/_internal/index/collector.py
@@ -1,6 +1,7 @@
 """
 The main purpose of this module is to expose LinkCollector.collect_sources().
 """
+from __future__ import annotations
 
 import collections
 import email.message
@@ -12,7 +13,6 @@
 import urllib.parse
 import urllib.request
 from html.parser import HTMLParser
-from optparse import Values
 from typing import (
     TYPE_CHECKING,
     Callable,
@@ -28,13 +28,11 @@
 )
 
 from pip._vendor import requests
-from pip._vendor.requests import Response
 from pip._vendor.requests.exceptions import RetryError, SSLError
 
 from pip._internal.exceptions import NetworkConnectionError
 from pip._internal.models.link import Link
 from pip._internal.models.search_scope import SearchScope
-from pip._internal.network.session import PipSession
 from pip._internal.network.utils import raise_for_status
 from pip._internal.utils.filetypes import is_archive_file
 from pip._internal.utils.misc import redact_auth_from_url
@@ -43,7 +41,12 @@
 from .sources import CandidatesFromPage, LinkSource, build_source
 
 if TYPE_CHECKING:
+    from optparse import Values
     from typing import Protocol
+
+    from pip._vendor.requests import Response
+
+    from pip._internal.network.session import PipSession
 else:
     Protocol = object
 
diff --git a/src/pip/_internal/index/package_finder.py b/src/pip/_internal/index/package_finder.py
index ec9ebc36718..0027c046030 100644
--- a/src/pip/_internal/index/package_finder.py
+++ b/src/pip/_internal/index/package_finder.py
@@ -1,4 +1,5 @@
 """Routines related to PyPI, indexes"""
+from __future__ import annotations
 
 import enum
 import functools
@@ -8,7 +9,6 @@
 from typing import TYPE_CHECKING, FrozenSet, Iterable, List, Optional, Set, Tuple, Union
 
 from pip._vendor.packaging import specifiers
-from pip._vendor.packaging.tags import Tag
 from pip._vendor.packaging.utils import canonicalize_name
 from pip._vendor.packaging.version import _BaseVersion
 from pip._vendor.packaging.version import parse as parse_version
@@ -22,23 +22,25 @@
 from pip._internal.index.collector import LinkCollector, parse_links
 from pip._internal.models.candidate import InstallationCandidate
 from pip._internal.models.format_control import FormatControl
-from pip._internal.models.link import Link
-from pip._internal.models.search_scope import SearchScope
-from pip._internal.models.selection_prefs import SelectionPreferences
 from pip._internal.models.target_python import TargetPython
 from pip._internal.models.wheel import Wheel
-from pip._internal.req import InstallRequirement
 from pip._internal.utils._log import getLogger
 from pip._internal.utils.filetypes import WHEEL_EXTENSION
-from pip._internal.utils.hashes import Hashes
 from pip._internal.utils.logging import indent_log
 from pip._internal.utils.misc import build_netloc
 from pip._internal.utils.packaging import check_requires_python
 from pip._internal.utils.unpacking import SUPPORTED_EXTENSIONS
 
 if TYPE_CHECKING:
+    from pip._vendor.packaging.tags import Tag
     from pip._vendor.typing_extensions import TypeGuard
 
+    from pip._internal.models.link import Link
+    from pip._internal.models.search_scope import SearchScope
+    from pip._internal.models.selection_prefs import SelectionPreferences
+    from pip._internal.req import InstallRequirement
+    from pip._internal.utils.hashes import Hashes
+
 __all__ = ["FormatControl", "BestCandidateResult", "PackageFinder"]
 
 
diff --git a/src/pip/_internal/index/sources.py b/src/pip/_internal/index/sources.py
index cd9cb8d40f1..78e72d1c4eb 100644
--- a/src/pip/_internal/index/sources.py
+++ b/src/pip/_internal/index/sources.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import logging
 import mimetypes
 import os
diff --git a/src/pip/_internal/locations/__init__.py b/src/pip/_internal/locations/__init__.py
index d54bc63eba3..791af1e2c7a 100644
--- a/src/pip/_internal/locations/__init__.py
+++ b/src/pip/_internal/locations/__init__.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import functools
 import logging
 import os
diff --git a/src/pip/_internal/locations/_distutils.py b/src/pip/_internal/locations/_distutils.py
index 0e18c6e1e14..d70a43d539a 100644
--- a/src/pip/_internal/locations/_distutils.py
+++ b/src/pip/_internal/locations/_distutils.py
@@ -9,6 +9,8 @@
 #
 # See https://github.com/pypa/pip/issues/8761 for the original discussion and
 # rationale for why this is done within pip.
+from __future__ import annotations
+
 try:
     __import__("_distutils_hack").remove_shim()
 except (ImportError, AttributeError):
@@ -17,11 +19,10 @@
 import logging
 import os
 import sys
-from distutils.cmd import Command as DistutilsCommand
 from distutils.command.install import SCHEME_KEYS
 from distutils.command.install import install as distutils_install_command
 from distutils.sysconfig import get_python_lib
-from typing import Dict, List, Optional, Union, cast
+from typing import TYPE_CHECKING, Dict, List, Optional, Union, cast
 
 from pip._internal.models.scheme import Scheme
 from pip._internal.utils.compat import WINDOWS
@@ -29,6 +30,9 @@
 
 from .base import get_major_minor_version
 
+if TYPE_CHECKING:
+    from distutils.cmd import Command as DistutilsCommand
+
 logger = logging.getLogger(__name__)
 
 
diff --git a/src/pip/_internal/locations/_sysconfig.py b/src/pip/_internal/locations/_sysconfig.py
index 97aef1f1ac2..1cd73c88990 100644
--- a/src/pip/_internal/locations/_sysconfig.py
+++ b/src/pip/_internal/locations/_sysconfig.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import logging
 import os
 import sys
diff --git a/src/pip/_internal/locations/base.py b/src/pip/_internal/locations/base.py
index 3f9f896e632..16411b17792 100644
--- a/src/pip/_internal/locations/base.py
+++ b/src/pip/_internal/locations/base.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import functools
 import os
 import site
diff --git a/src/pip/_internal/main.py b/src/pip/_internal/main.py
index 33c6d24cd85..0557aa37858 100644
--- a/src/pip/_internal/main.py
+++ b/src/pip/_internal/main.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 from typing import List, Optional
 
 
diff --git a/src/pip/_internal/metadata/__init__.py b/src/pip/_internal/metadata/__init__.py
index aa232b6cabd..56399eb28b3 100644
--- a/src/pip/_internal/metadata/__init__.py
+++ b/src/pip/_internal/metadata/__init__.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import contextlib
 import functools
 import os
diff --git a/src/pip/_internal/metadata/_json.py b/src/pip/_internal/metadata/_json.py
index 27362fc726c..f77c0a49715 100644
--- a/src/pip/_internal/metadata/_json.py
+++ b/src/pip/_internal/metadata/_json.py
@@ -1,8 +1,11 @@
 # Extracted from https://github.com/pfmoore/pkg_metadata
+from __future__ import annotations
 
 from email.header import Header, decode_header, make_header
-from email.message import Message
-from typing import Any, Dict, List, Union
+from typing import TYPE_CHECKING, Any, Dict, List, Union
+
+if TYPE_CHECKING:
+    from email.message import Message
 
 METADATA_FIELDS = [
     # Name, Multiple-Use
diff --git a/src/pip/_internal/metadata/base.py b/src/pip/_internal/metadata/base.py
index 92491244108..1ab3e57f561 100644
--- a/src/pip/_internal/metadata/base.py
+++ b/src/pip/_internal/metadata/base.py
@@ -1,5 +1,6 @@
+from __future__ import annotations
+
 import csv
-import email.message
 import functools
 import json
 import logging
@@ -22,7 +23,6 @@
     Union,
 )
 
-from pip._vendor.packaging.requirements import Requirement
 from pip._vendor.packaging.specifiers import InvalidSpecifier, SpecifierSet
 from pip._vendor.packaging.utils import NormalizedName, canonicalize_name
 from pip._vendor.packaging.version import LegacyVersion, Version
@@ -42,7 +42,10 @@
 from ._json import msg_to_json
 
 if TYPE_CHECKING:
+    import email.message
     from typing import Protocol
+
+    from pip._vendor.packaging.requirements import Requirement
 else:
     Protocol = object
 
diff --git a/src/pip/_internal/metadata/importlib/__init__.py b/src/pip/_internal/metadata/importlib/__init__.py
index a779138db10..881ced290bb 100644
--- a/src/pip/_internal/metadata/importlib/__init__.py
+++ b/src/pip/_internal/metadata/importlib/__init__.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 from ._dists import Distribution
 from ._envs import Environment
 
diff --git a/src/pip/_internal/metadata/importlib/_compat.py b/src/pip/_internal/metadata/importlib/_compat.py
index 593bff23ede..9dd4c0f9ca8 100644
--- a/src/pip/_internal/metadata/importlib/_compat.py
+++ b/src/pip/_internal/metadata/importlib/_compat.py
@@ -1,5 +1,9 @@
-import importlib.metadata
-from typing import Any, Optional, Protocol, cast
+from __future__ import annotations
+
+from typing import TYPE_CHECKING, Any, Optional, Protocol, cast
+
+if TYPE_CHECKING:
+    import importlib.metadata
 
 
 class BadMetadata(ValueError):
diff --git a/src/pip/_internal/metadata/importlib/_dists.py b/src/pip/_internal/metadata/importlib/_dists.py
index 26370facf28..41c0e1525ff 100644
--- a/src/pip/_internal/metadata/importlib/_dists.py
+++ b/src/pip/_internal/metadata/importlib/_dists.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import email.message
 import importlib.metadata
 import os
diff --git a/src/pip/_internal/metadata/importlib/_envs.py b/src/pip/_internal/metadata/importlib/_envs.py
index 048dc55dcb2..fd75e4f7407 100644
--- a/src/pip/_internal/metadata/importlib/_envs.py
+++ b/src/pip/_internal/metadata/importlib/_envs.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import functools
 import importlib.metadata
 import logging
diff --git a/src/pip/_internal/metadata/pkg_resources.py b/src/pip/_internal/metadata/pkg_resources.py
index bb11e5bd8a5..ab2781e9105 100644
--- a/src/pip/_internal/metadata/pkg_resources.py
+++ b/src/pip/_internal/metadata/pkg_resources.py
@@ -1,12 +1,22 @@
+from __future__ import annotations
+
 import email.message
 import email.parser
 import logging
 import os
 import zipfile
-from typing import Collection, Iterable, Iterator, List, Mapping, NamedTuple, Optional
+from typing import (
+    TYPE_CHECKING,
+    Collection,
+    Iterable,
+    Iterator,
+    List,
+    Mapping,
+    NamedTuple,
+    Optional,
+)
 
 from pip._vendor import pkg_resources
-from pip._vendor.packaging.requirements import Requirement
 from pip._vendor.packaging.utils import NormalizedName, canonicalize_name
 from pip._vendor.packaging.version import parse as parse_version
 
@@ -24,6 +34,9 @@
     Wheel,
 )
 
+if TYPE_CHECKING:
+    from pip._vendor.packaging.requirements import Requirement
+
 __all__ = ["NAME", "Distribution", "Environment"]
 
 logger = logging.getLogger(__name__)
diff --git a/src/pip/_internal/models/candidate.py b/src/pip/_internal/models/candidate.py
index 9184a902aef..88efb4e2b8f 100644
--- a/src/pip/_internal/models/candidate.py
+++ b/src/pip/_internal/models/candidate.py
@@ -1,8 +1,14 @@
+from __future__ import annotations
+
+from typing import TYPE_CHECKING
+
 from pip._vendor.packaging.version import parse as parse_version
 
-from pip._internal.models.link import Link
 from pip._internal.utils.models import KeyBasedCompareMixin
 
+if TYPE_CHECKING:
+    from pip._internal.models.link import Link
+
 
 class InstallationCandidate(KeyBasedCompareMixin):
     """Represents a potential "candidate" for installation."""
diff --git a/src/pip/_internal/models/direct_url.py b/src/pip/_internal/models/direct_url.py
index 0af884bd8e3..349a3bfdacf 100644
--- a/src/pip/_internal/models/direct_url.py
+++ b/src/pip/_internal/models/direct_url.py
@@ -1,4 +1,6 @@
 """ PEP 610 """
+from __future__ import annotations
+
 import json
 import re
 import urllib.parse
diff --git a/src/pip/_internal/models/format_control.py b/src/pip/_internal/models/format_control.py
index ccd11272c03..f4006a67a71 100644
--- a/src/pip/_internal/models/format_control.py
+++ b/src/pip/_internal/models/format_control.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 from typing import FrozenSet, Optional, Set
 
 from pip._vendor.packaging.utils import canonicalize_name
diff --git a/src/pip/_internal/models/index.py b/src/pip/_internal/models/index.py
index b94c32511f0..f77c6378046 100644
--- a/src/pip/_internal/models/index.py
+++ b/src/pip/_internal/models/index.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import urllib.parse
 
 
diff --git a/src/pip/_internal/models/installation_report.py b/src/pip/_internal/models/installation_report.py
index b9c6330df32..3f9d6f15e5f 100644
--- a/src/pip/_internal/models/installation_report.py
+++ b/src/pip/_internal/models/installation_report.py
@@ -1,9 +1,13 @@
-from typing import Any, Dict, Sequence
+from __future__ import annotations
+
+from typing import TYPE_CHECKING, Any, Dict, Sequence
 
 from pip._vendor.packaging.markers import default_environment
 
 from pip import __version__
-from pip._internal.req.req_install import InstallRequirement
+
+if TYPE_CHECKING:
+    from pip._internal.req.req_install import InstallRequirement
 
 
 class InstallationReport:
diff --git a/src/pip/_internal/models/link.py b/src/pip/_internal/models/link.py
index 73041b864c3..f8964e516ce 100644
--- a/src/pip/_internal/models/link.py
+++ b/src/pip/_internal/models/link.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import functools
 import itertools
 import logging
diff --git a/src/pip/_internal/models/scheme.py b/src/pip/_internal/models/scheme.py
index f51190ac603..1832ce99f01 100644
--- a/src/pip/_internal/models/scheme.py
+++ b/src/pip/_internal/models/scheme.py
@@ -4,7 +4,7 @@
 For a general overview of available schemes and their context, see
 https://docs.python.org/3/install/index.html#alternate-installation.
 """
-
+from __future__ import annotations
 
 SCHEME_KEYS = ["platlib", "purelib", "headers", "scripts", "data"]
 
diff --git a/src/pip/_internal/models/search_scope.py b/src/pip/_internal/models/search_scope.py
index fe61e8116b7..f6178623de8 100644
--- a/src/pip/_internal/models/search_scope.py
+++ b/src/pip/_internal/models/search_scope.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import itertools
 import logging
 import os
diff --git a/src/pip/_internal/models/selection_prefs.py b/src/pip/_internal/models/selection_prefs.py
index 977bc4caa75..c6505e30852 100644
--- a/src/pip/_internal/models/selection_prefs.py
+++ b/src/pip/_internal/models/selection_prefs.py
@@ -1,6 +1,9 @@
-from typing import Optional
+from __future__ import annotations
 
-from pip._internal.models.format_control import FormatControl
+from typing import TYPE_CHECKING, Optional
+
+if TYPE_CHECKING:
+    from pip._internal.models.format_control import FormatControl
 
 
 class SelectionPreferences:
diff --git a/src/pip/_internal/models/target_python.py b/src/pip/_internal/models/target_python.py
index 67ea5da73a5..94fea04d204 100644
--- a/src/pip/_internal/models/target_python.py
+++ b/src/pip/_internal/models/target_python.py
@@ -1,11 +1,14 @@
-import sys
-from typing import List, Optional, Set, Tuple
+from __future__ import annotations
 
-from pip._vendor.packaging.tags import Tag
+import sys
+from typing import TYPE_CHECKING, List, Optional, Set, Tuple
 
 from pip._internal.utils.compatibility_tags import get_supported, version_info_to_nodot
 from pip._internal.utils.misc import normalize_version_info
 
+if TYPE_CHECKING:
+    from pip._vendor.packaging.tags import Tag
+
 
 class TargetPython:
 
diff --git a/src/pip/_internal/models/wheel.py b/src/pip/_internal/models/wheel.py
index a5dc12bdd63..e7bbae4166e 100644
--- a/src/pip/_internal/models/wheel.py
+++ b/src/pip/_internal/models/wheel.py
@@ -1,6 +1,8 @@
 """Represents a wheel file and provides access to the various parts of the
 name that have meaning.
 """
+from __future__ import annotations
+
 import re
 from typing import Dict, Iterable, List
 
diff --git a/src/pip/_internal/network/auth.py b/src/pip/_internal/network/auth.py
index 94a82fa6618..72d1cb71e98 100644
--- a/src/pip/_internal/network/auth.py
+++ b/src/pip/_internal/network/auth.py
@@ -3,6 +3,8 @@
 Contains interface (MultiDomainBasicAuth) and associated glue code for
 providing credentials in the context of network requests.
 """
+from __future__ import annotations
+
 import logging
 import os
 import shutil
@@ -17,7 +19,6 @@
 from typing import Any, Dict, List, NamedTuple, Optional, Tuple
 
 from pip._vendor.requests.auth import AuthBase, HTTPBasicAuth
-from pip._vendor.requests.models import Request, Response
 from pip._vendor.requests.utils import get_netrc_auth
 
 from pip._internal.utils.logging import getLogger
@@ -28,7 +29,11 @@
     remove_auth_from_url,
     split_auth_netloc_from_url,
 )
-from pip._internal.vcs.versioncontrol import AuthInfo
+
+if typing.TYPE_CHECKING:
+    from pip._vendor.requests.models import Request, Response
+
+    from pip._internal.vcs.versioncontrol import AuthInfo
 
 logger = getLogger(__name__)
 
diff --git a/src/pip/_internal/network/cache.py b/src/pip/_internal/network/cache.py
index 4d0fb545dc2..2bedcc6bd02 100644
--- a/src/pip/_internal/network/cache.py
+++ b/src/pip/_internal/network/cache.py
@@ -1,18 +1,22 @@
 """HTTP cache implementation.
 """
+from __future__ import annotations
 
 import os
 from contextlib import contextmanager
-from datetime import datetime
-from typing import BinaryIO, Generator, Optional, Union
+from typing import TYPE_CHECKING, BinaryIO, Generator, Optional, Union
 
 from pip._vendor.cachecontrol.cache import SeparateBodyBaseCache
 from pip._vendor.cachecontrol.caches import SeparateBodyFileCache
-from pip._vendor.requests.models import Response
 
 from pip._internal.utils.filesystem import adjacent_tmp_file, replace
 from pip._internal.utils.misc import ensure_dir
 
+if TYPE_CHECKING:
+    from datetime import datetime
+
+    from pip._vendor.requests.models import Response
+
 
 def is_from_cache(response: Response) -> bool:
     return getattr(response, "from_cache", False)
diff --git a/src/pip/_internal/network/download.py b/src/pip/_internal/network/download.py
index d1d43541e6b..dff2b47e4c7 100644
--- a/src/pip/_internal/network/download.py
+++ b/src/pip/_internal/network/download.py
@@ -1,22 +1,26 @@
 """Download files with progress indicators.
 """
+from __future__ import annotations
+
 import email.message
 import logging
 import mimetypes
 import os
-from typing import Iterable, Optional, Tuple
+from typing import TYPE_CHECKING, Iterable, Optional, Tuple
 
 from pip._vendor.requests.models import CONTENT_CHUNK_SIZE, Response
 
 from pip._internal.cli.progress_bars import get_download_progress_renderer
 from pip._internal.exceptions import NetworkConnectionError
 from pip._internal.models.index import PyPI
-from pip._internal.models.link import Link
 from pip._internal.network.cache import is_from_cache
-from pip._internal.network.session import PipSession
 from pip._internal.network.utils import HEADERS, raise_for_status, response_chunks
 from pip._internal.utils.misc import format_size, redact_auth_from_url, splitext
 
+if TYPE_CHECKING:
+    from pip._internal.models.link import Link
+    from pip._internal.network.session import PipSession
+
 logger = logging.getLogger(__name__)
 
 
diff --git a/src/pip/_internal/network/lazy_wheel.py b/src/pip/_internal/network/lazy_wheel.py
index 82ec50d5106..1b748beec4b 100644
--- a/src/pip/_internal/network/lazy_wheel.py
+++ b/src/pip/_internal/network/lazy_wheel.py
@@ -1,20 +1,23 @@
 """Lazy ZIP over HTTP"""
+from __future__ import annotations
 
 __all__ = ["HTTPRangeRequestUnsupported", "dist_from_wheel_url"]
 
 from bisect import bisect_left, bisect_right
 from contextlib import contextmanager
 from tempfile import NamedTemporaryFile
-from typing import Any, Dict, Generator, List, Optional, Tuple
+from typing import TYPE_CHECKING, Any, Dict, Generator, List, Optional, Tuple
 from zipfile import BadZipFile, ZipFile
 
 from pip._vendor.packaging.utils import canonicalize_name
 from pip._vendor.requests.models import CONTENT_CHUNK_SIZE, Response
 
 from pip._internal.metadata import BaseDistribution, MemoryWheel, get_wheel_distribution
-from pip._internal.network.session import PipSession
 from pip._internal.network.utils import HEADERS, raise_for_status, response_chunks
 
+if TYPE_CHECKING:
+    from pip._internal.network.session import PipSession
+
 
 class HTTPRangeRequestUnsupported(Exception):
     pass
diff --git a/src/pip/_internal/network/session.py b/src/pip/_internal/network/session.py
index 887dc14e796..15d398bd6a2 100644
--- a/src/pip/_internal/network/session.py
+++ b/src/pip/_internal/network/session.py
@@ -1,6 +1,7 @@
 """PipSession and supporting code, containing all pip-specific
 network request configuration and behavior.
 """
+from __future__ import annotations
 
 import email.utils
 import io
@@ -34,12 +35,10 @@
 from pip._vendor.requests.adapters import HTTPAdapter as _BaseHTTPAdapter
 from pip._vendor.requests.models import PreparedRequest, Response
 from pip._vendor.requests.structures import CaseInsensitiveDict
-from pip._vendor.urllib3.connectionpool import ConnectionPool
 from pip._vendor.urllib3.exceptions import InsecureRequestWarning
 
 from pip import __version__
 from pip._internal.metadata import get_default_environment
-from pip._internal.models.link import Link
 from pip._internal.network.auth import MultiDomainBasicAuth
 from pip._internal.network.cache import SafeFileCache
 
@@ -52,8 +51,11 @@
 if TYPE_CHECKING:
     from ssl import SSLContext
 
+    from pip._vendor.urllib3.connectionpool import ConnectionPool
     from pip._vendor.urllib3.poolmanager import PoolManager
 
+    from pip._internal.models.link import Link
+
 
 logger = logging.getLogger(__name__)
 
diff --git a/src/pip/_internal/network/utils.py b/src/pip/_internal/network/utils.py
index 134848ae526..0bb00f48328 100644
--- a/src/pip/_internal/network/utils.py
+++ b/src/pip/_internal/network/utils.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 from typing import Dict, Generator
 
 from pip._vendor.requests.models import CONTENT_CHUNK_SIZE, Response
diff --git a/src/pip/_internal/network/xmlrpc.py b/src/pip/_internal/network/xmlrpc.py
index 22ec8d2f4a6..0f40a0a520c 100644
--- a/src/pip/_internal/network/xmlrpc.py
+++ b/src/pip/_internal/network/xmlrpc.py
@@ -1,5 +1,6 @@
 """xmlrpclib.Transport implementation
 """
+from __future__ import annotations
 
 import logging
 import urllib.parse
@@ -7,7 +8,6 @@
 from typing import TYPE_CHECKING, Tuple
 
 from pip._internal.exceptions import NetworkConnectionError
-from pip._internal.network.session import PipSession
 from pip._internal.network.utils import raise_for_status
 
 if TYPE_CHECKING:
@@ -15,6 +15,8 @@
 
     from _typeshed import SizedBuffer
 
+    from pip._internal.network.session import PipSession
+
 logger = logging.getLogger(__name__)
 
 
diff --git a/src/pip/_internal/operations/check.py b/src/pip/_internal/operations/check.py
index 1b7fd7ab7fd..7e1e0b22593 100644
--- a/src/pip/_internal/operations/check.py
+++ b/src/pip/_internal/operations/check.py
@@ -1,8 +1,9 @@
 """Validation of dependencies of packages
 """
+from __future__ import annotations
 
 import logging
-from typing import Callable, Dict, List, NamedTuple, Optional, Set, Tuple
+from typing import TYPE_CHECKING, Callable, Dict, List, NamedTuple, Optional, Set, Tuple
 
 from pip._vendor.packaging.requirements import Requirement
 from pip._vendor.packaging.specifiers import LegacySpecifier
@@ -12,9 +13,11 @@
 from pip._internal.distributions import make_distribution_for_install_requirement
 from pip._internal.metadata import get_default_environment
 from pip._internal.metadata.base import DistributionVersion
-from pip._internal.req.req_install import InstallRequirement
 from pip._internal.utils.deprecation import deprecated
 
+if TYPE_CHECKING:
+    from pip._internal.req.req_install import InstallRequirement
+
 logger = logging.getLogger(__name__)
 
 
diff --git a/src/pip/_internal/operations/freeze.py b/src/pip/_internal/operations/freeze.py
index 35445684514..663d898de24 100644
--- a/src/pip/_internal/operations/freeze.py
+++ b/src/pip/_internal/operations/freeze.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import collections
 import logging
 import os
diff --git a/src/pip/_internal/operations/install/editable_legacy.py b/src/pip/_internal/operations/install/editable_legacy.py
index bebe24e6d3a..2f61855c5c2 100644
--- a/src/pip/_internal/operations/install/editable_legacy.py
+++ b/src/pip/_internal/operations/install/editable_legacy.py
@@ -1,13 +1,17 @@
 """Legacy editable installation process, i.e. `setup.py develop`.
 """
+from __future__ import annotations
+
 import logging
-from typing import Optional, Sequence
+from typing import TYPE_CHECKING, Optional, Sequence
 
-from pip._internal.build_env import BuildEnvironment
 from pip._internal.utils.logging import indent_log
 from pip._internal.utils.setuptools_build import make_setuptools_develop_args
 from pip._internal.utils.subprocess import call_subprocess
 
+if TYPE_CHECKING:
+    from pip._internal.build_env import BuildEnvironment
+
 logger = logging.getLogger(__name__)
 
 
diff --git a/src/pip/_internal/operations/install/wheel.py b/src/pip/_internal/operations/install/wheel.py
index f67180c9e65..6817f59a059 100644
--- a/src/pip/_internal/operations/install/wheel.py
+++ b/src/pip/_internal/operations/install/wheel.py
@@ -1,5 +1,6 @@
 """Support for installing and building the "wheel" binary package format.
 """
+from __future__ import annotations
 
 import collections
 import compileall
@@ -13,7 +14,6 @@
 import sys
 import warnings
 from base64 import urlsafe_b64encode
-from email.message import Message
 from itertools import chain, filterfalse, starmap
 from typing import (
     IO,
@@ -60,6 +60,7 @@
 from pip._internal.utils.wheel import parse_wheel
 
 if TYPE_CHECKING:
+    from email.message import Message
     from typing import Protocol
 
     class File(Protocol):
diff --git a/src/pip/_internal/operations/prepare.py b/src/pip/_internal/operations/prepare.py
index 956717d1e52..f3a7ba1db22 100644
--- a/src/pip/_internal/operations/prepare.py
+++ b/src/pip/_internal/operations/prepare.py
@@ -3,12 +3,13 @@
 
 # The following comment should be removed at some point in the future.
 # mypy: strict-optional=False
+from __future__ import annotations
 
 import mimetypes
 import os
 import shutil
 from pathlib import Path
-from typing import Dict, Iterable, List, Optional
+from typing import TYPE_CHECKING, Dict, Iterable, List, Optional
 
 from pip._vendor.packaging.utils import canonicalize_name
 
@@ -23,19 +24,14 @@
     NetworkConnectionError,
     VcsHashUnsupported,
 )
-from pip._internal.index.package_finder import PackageFinder
 from pip._internal.metadata import BaseDistribution, get_metadata_distribution
 from pip._internal.models.direct_url import ArchiveInfo
-from pip._internal.models.link import Link
 from pip._internal.models.wheel import Wheel
 from pip._internal.network.download import BatchDownloader, Downloader
 from pip._internal.network.lazy_wheel import (
     HTTPRangeRequestUnsupported,
     dist_from_wheel_url,
 )
-from pip._internal.network.session import PipSession
-from pip._internal.operations.build.build_tracker import BuildTracker
-from pip._internal.req.req_install import InstallRequirement
 from pip._internal.utils._log import getLogger
 from pip._internal.utils.direct_url_helpers import (
     direct_url_for_editable,
@@ -53,6 +49,13 @@
 from pip._internal.utils.unpacking import unpack_file
 from pip._internal.vcs import vcs
 
+if TYPE_CHECKING:
+    from pip._internal.index.package_finder import PackageFinder
+    from pip._internal.models.link import Link
+    from pip._internal.network.session import PipSession
+    from pip._internal.operations.build.build_tracker import BuildTracker
+    from pip._internal.req.req_install import InstallRequirement
+
 logger = getLogger(__name__)
 
 
diff --git a/src/pip/_internal/pyproject.py b/src/pip/_internal/pyproject.py
index 8de36b873ed..b0a2c37613a 100644
--- a/src/pip/_internal/pyproject.py
+++ b/src/pip/_internal/pyproject.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import importlib.util
 import os
 from collections import namedtuple
diff --git a/src/pip/_internal/req/__init__.py b/src/pip/_internal/req/__init__.py
index 16de903a44c..a0c7e41293e 100644
--- a/src/pip/_internal/req/__init__.py
+++ b/src/pip/_internal/req/__init__.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import collections
 import logging
 from typing import Generator, List, Optional, Sequence, Tuple
diff --git a/src/pip/_internal/req/constructors.py b/src/pip/_internal/req/constructors.py
index 7e2d0e5b879..9f569220b05 100644
--- a/src/pip/_internal/req/constructors.py
+++ b/src/pip/_internal/req/constructors.py
@@ -7,12 +7,13 @@
 These are meant to be used elsewhere within pip to create instances of
 InstallRequirement.
 """
+from __future__ import annotations
 
 import copy
 import logging
 import os
 import re
-from typing import Collection, Dict, List, Optional, Set, Tuple, Union
+from typing import TYPE_CHECKING, Collection, Dict, List, Optional, Set, Tuple, Union
 
 from pip._vendor.packaging.markers import Marker
 from pip._vendor.packaging.requirements import InvalidRequirement, Requirement
@@ -22,7 +23,6 @@
 from pip._internal.models.index import PyPI, TestPyPI
 from pip._internal.models.link import Link
 from pip._internal.models.wheel import Wheel
-from pip._internal.req.req_file import ParsedRequirement
 from pip._internal.req.req_install import InstallRequirement
 from pip._internal.utils.filetypes import is_archive_file
 from pip._internal.utils.misc import is_installable_dir
@@ -30,6 +30,9 @@
 from pip._internal.utils.urls import path_to_url
 from pip._internal.vcs import is_url, vcs
 
+if TYPE_CHECKING:
+    from pip._internal.req.req_file import ParsedRequirement
+
 __all__ = [
     "install_req_from_editable",
     "install_req_from_line",
diff --git a/src/pip/_internal/req/req_file.py b/src/pip/_internal/req/req_file.py
index f717c1ccc79..e64e0925a79 100644
--- a/src/pip/_internal/req/req_file.py
+++ b/src/pip/_internal/req/req_file.py
@@ -1,6 +1,7 @@
 """
 Requirements file parsing
 """
+from __future__ import annotations
 
 import logging
 import optparse
@@ -24,7 +25,6 @@
 from pip._internal.cli import cmdoptions
 from pip._internal.exceptions import InstallationError, RequirementsFileParseError
 from pip._internal.models.search_scope import SearchScope
-from pip._internal.network.session import PipSession
 from pip._internal.network.utils import raise_for_status
 from pip._internal.utils.encoding import auto_decode
 from pip._internal.utils.urls import get_url_scheme
@@ -35,6 +35,7 @@
     from typing import NoReturn
 
     from pip._internal.index.package_finder import PackageFinder
+    from pip._internal.network.session import PipSession
 
 __all__ = ["parse_requirements"]
 
diff --git a/src/pip/_internal/req/req_install.py b/src/pip/_internal/req/req_install.py
index b61a219df68..338c3be2793 100644
--- a/src/pip/_internal/req/req_install.py
+++ b/src/pip/_internal/req/req_install.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import functools
 import logging
 import os
@@ -5,17 +7,22 @@
 import sys
 import uuid
 import zipfile
-from optparse import Values
-from pathlib import Path
-from typing import Any, Collection, Dict, Iterable, List, Optional, Sequence, Union
+from typing import (
+    TYPE_CHECKING,
+    Any,
+    Collection,
+    Dict,
+    Iterable,
+    List,
+    Optional,
+    Sequence,
+    Union,
+)
 
-from pip._vendor.packaging.markers import Marker
 from pip._vendor.packaging.requirements import Requirement
-from pip._vendor.packaging.specifiers import SpecifierSet
 from pip._vendor.packaging.utils import canonicalize_name
 from pip._vendor.packaging.version import Version
 from pip._vendor.packaging.version import parse as parse_version
-from pip._vendor.pyproject_hooks import BuildBackendHookCaller
 
 from pip._internal.build_env import BuildEnvironment, NoOpBuildEnvironment
 from pip._internal.exceptions import InstallationError, PreviousBuildDirError
@@ -27,7 +34,6 @@
     get_wheel_distribution,
 )
 from pip._internal.metadata.base import FilesystemWheel
-from pip._internal.models.direct_url import DirectUrl
 from pip._internal.models.link import Link
 from pip._internal.operations.build.metadata import generate_metadata
 from pip._internal.operations.build.metadata_editable import generate_editable_metadata
@@ -59,6 +65,16 @@
 from pip._internal.utils.virtualenv import running_under_virtualenv
 from pip._internal.vcs import vcs
 
+if TYPE_CHECKING:
+    from optparse import Values
+    from pathlib import Path
+
+    from pip._vendor.packaging.markers import Marker
+    from pip._vendor.packaging.specifiers import SpecifierSet
+    from pip._vendor.pyproject_hooks import BuildBackendHookCaller
+
+    from pip._internal.models.direct_url import DirectUrl
+
 logger = logging.getLogger(__name__)
 
 
diff --git a/src/pip/_internal/req/req_set.py b/src/pip/_internal/req/req_set.py
index 1bf73d595f6..a0edd6d1de0 100644
--- a/src/pip/_internal/req/req_set.py
+++ b/src/pip/_internal/req/req_set.py
@@ -1,14 +1,18 @@
+from __future__ import annotations
+
 import logging
 from collections import OrderedDict
-from typing import Dict, List
+from typing import TYPE_CHECKING, Dict, List
 
 from pip._vendor.packaging.specifiers import LegacySpecifier
 from pip._vendor.packaging.utils import canonicalize_name
 from pip._vendor.packaging.version import LegacyVersion
 
-from pip._internal.req.req_install import InstallRequirement
 from pip._internal.utils.deprecation import deprecated
 
+if TYPE_CHECKING:
+    from pip._internal.req.req_install import InstallRequirement
+
 logger = logging.getLogger(__name__)
 
 
diff --git a/src/pip/_internal/req/req_uninstall.py b/src/pip/_internal/req/req_uninstall.py
index 707fde1b2b9..005991134f0 100644
--- a/src/pip/_internal/req/req_uninstall.py
+++ b/src/pip/_internal/req/req_uninstall.py
@@ -1,13 +1,25 @@
+from __future__ import annotations
+
 import functools
 import os
 import sys
 import sysconfig
 from importlib.util import cache_from_source
-from typing import Any, Callable, Dict, Generator, Iterable, List, Optional, Set, Tuple
+from typing import (
+    TYPE_CHECKING,
+    Any,
+    Callable,
+    Dict,
+    Generator,
+    Iterable,
+    List,
+    Optional,
+    Set,
+    Tuple,
+)
 
 from pip._internal.exceptions import UninstallationError
 from pip._internal.locations import get_bin_prefix, get_bin_user
-from pip._internal.metadata import BaseDistribution
 from pip._internal.utils.compat import WINDOWS
 from pip._internal.utils.egg_link import egg_link_path_from_location
 from pip._internal.utils.logging import getLogger, indent_log
@@ -15,6 +27,9 @@
 from pip._internal.utils.temp_dir import AdjacentTempDirectory, TempDirectory
 from pip._internal.utils.virtualenv import running_under_virtualenv
 
+if TYPE_CHECKING:
+    from pip._internal.metadata import BaseDistribution
+
 logger = getLogger(__name__)
 
 
diff --git a/src/pip/_internal/resolution/base.py b/src/pip/_internal/resolution/base.py
index 42dade18c1e..c53239dcd31 100644
--- a/src/pip/_internal/resolution/base.py
+++ b/src/pip/_internal/resolution/base.py
@@ -1,7 +1,11 @@
-from typing import Callable, List, Optional
+from __future__ import annotations
+
+from typing import TYPE_CHECKING, Callable, List, Optional
 
 from pip._internal.req.req_install import InstallRequirement
-from pip._internal.req.req_set import RequirementSet
+
+if TYPE_CHECKING:
+    from pip._internal.req.req_set import RequirementSet
 
 InstallRequirementProvider = Callable[
     [str, Optional[InstallRequirement]], InstallRequirement
diff --git a/src/pip/_internal/resolution/legacy/resolver.py b/src/pip/_internal/resolution/legacy/resolver.py
index 5ddb848a9bc..7ba62b9923c 100644
--- a/src/pip/_internal/resolution/legacy/resolver.py
+++ b/src/pip/_internal/resolution/legacy/resolver.py
@@ -12,17 +12,16 @@
 
 # The following comment should be removed at some point in the future.
 # mypy: strict-optional=False
+from __future__ import annotations
 
 import logging
 import sys
 from collections import defaultdict
 from itertools import chain
-from typing import DefaultDict, Iterable, List, Optional, Set, Tuple
+from typing import TYPE_CHECKING, DefaultDict, Iterable, List, Optional, Set, Tuple
 
 from pip._vendor.packaging import specifiers
-from pip._vendor.packaging.requirements import Requirement
 
-from pip._internal.cache import WheelCache
 from pip._internal.exceptions import (
     BestVersionAlreadyInstalled,
     DistributionNotFound,
@@ -32,11 +31,7 @@
     NoneMetadataError,
     UnsupportedPythonVersion,
 )
-from pip._internal.index.package_finder import PackageFinder
-from pip._internal.metadata import BaseDistribution
-from pip._internal.models.link import Link
 from pip._internal.models.wheel import Wheel
-from pip._internal.operations.prepare import RequirementPreparer
 from pip._internal.req.req_install import (
     InstallRequirement,
     check_invalid_constraint_type,
@@ -50,6 +45,15 @@
 from pip._internal.utils.misc import normalize_version_info
 from pip._internal.utils.packaging import check_requires_python
 
+if TYPE_CHECKING:
+    from pip._vendor.packaging.requirements import Requirement
+
+    from pip._internal.cache import WheelCache
+    from pip._internal.index.package_finder import PackageFinder
+    from pip._internal.metadata import BaseDistribution
+    from pip._internal.models.link import Link
+    from pip._internal.operations.prepare import RequirementPreparer
+
 logger = logging.getLogger(__name__)
 
 DiscoveredDependencies = DefaultDict[str, List[InstallRequirement]]
diff --git a/src/pip/_internal/resolution/resolvelib/base.py b/src/pip/_internal/resolution/resolvelib/base.py
index 9c0ef5ca7b9..eefcd965fdf 100644
--- a/src/pip/_internal/resolution/resolvelib/base.py
+++ b/src/pip/_internal/resolution/resolvelib/base.py
@@ -1,13 +1,17 @@
-from typing import FrozenSet, Iterable, Optional, Tuple, Union
+from __future__ import annotations
+
+from typing import TYPE_CHECKING, FrozenSet, Iterable, Optional, Tuple, Union
 
 from pip._vendor.packaging.specifiers import SpecifierSet
-from pip._vendor.packaging.utils import NormalizedName
 from pip._vendor.packaging.version import LegacyVersion, Version
 
 from pip._internal.models.link import Link, links_equivalent
 from pip._internal.req.req_install import InstallRequirement
 from pip._internal.utils.hashes import Hashes
 
+if TYPE_CHECKING:
+    from pip._vendor.packaging.utils import NormalizedName
+
 CandidateLookup = Tuple[Optional["Candidate"], Optional[InstallRequirement]]
 CandidateVersion = Union[LegacyVersion, Version]
 
diff --git a/src/pip/_internal/resolution/resolvelib/candidates.py b/src/pip/_internal/resolution/resolvelib/candidates.py
index 4125cda2b7c..e24e51456b2 100644
--- a/src/pip/_internal/resolution/resolvelib/candidates.py
+++ b/src/pip/_internal/resolution/resolvelib/candidates.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import logging
 import sys
 from typing import TYPE_CHECKING, Any, FrozenSet, Iterable, Optional, Tuple, Union, cast
@@ -10,20 +12,21 @@
     InstallationSubprocessError,
     MetadataInconsistent,
 )
-from pip._internal.metadata import BaseDistribution
 from pip._internal.models.link import Link, links_equivalent
 from pip._internal.models.wheel import Wheel
 from pip._internal.req.constructors import (
     install_req_from_editable,
     install_req_from_line,
 )
-from pip._internal.req.req_install import InstallRequirement
 from pip._internal.utils.direct_url_helpers import direct_url_from_link
 from pip._internal.utils.misc import normalize_version_info
 
 from .base import Candidate, CandidateVersion, Requirement, format_name
 
 if TYPE_CHECKING:
+    from pip._internal.metadata import BaseDistribution
+    from pip._internal.req.req_install import InstallRequirement
+
     from .factory import Factory
 
 logger = logging.getLogger(__name__)
diff --git a/src/pip/_internal/resolution/resolvelib/factory.py b/src/pip/_internal/resolution/resolvelib/factory.py
index 4adeb4309ce..e48795037a5 100644
--- a/src/pip/_internal/resolution/resolvelib/factory.py
+++ b/src/pip/_internal/resolution/resolvelib/factory.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import contextlib
 import functools
 import logging
@@ -19,11 +21,8 @@
 )
 
 from pip._vendor.packaging.requirements import InvalidRequirement
-from pip._vendor.packaging.specifiers import SpecifierSet
 from pip._vendor.packaging.utils import NormalizedName, canonicalize_name
-from pip._vendor.resolvelib import ResolutionImpossible
 
-from pip._internal.cache import CacheEntry, WheelCache
 from pip._internal.exceptions import (
     DistributionNotFound,
     InstallationError,
@@ -31,11 +30,9 @@
     UnsupportedPythonVersion,
     UnsupportedWheel,
 )
-from pip._internal.index.package_finder import PackageFinder
 from pip._internal.metadata import BaseDistribution, get_default_environment
 from pip._internal.models.link import Link
 from pip._internal.models.wheel import Wheel
-from pip._internal.operations.prepare import RequirementPreparer
 from pip._internal.req.constructors import (
     install_req_drop_extras,
     install_req_from_link_and_ireq,
@@ -44,9 +41,7 @@
     InstallRequirement,
     check_invalid_constraint_type,
 )
-from pip._internal.resolution.base import InstallRequirementProvider
 from pip._internal.utils.compatibility_tags import get_supported
-from pip._internal.utils.hashes import Hashes
 from pip._internal.utils.packaging import get_requirement
 from pip._internal.utils.virtualenv import running_under_virtualenv
 
@@ -72,6 +67,15 @@
 if TYPE_CHECKING:
     from typing import Protocol
 
+    from pip._vendor.packaging.specifiers import SpecifierSet
+    from pip._vendor.resolvelib import ResolutionImpossible
+
+    from pip._internal.cache import CacheEntry, WheelCache
+    from pip._internal.index.package_finder import PackageFinder
+    from pip._internal.operations.prepare import RequirementPreparer
+    from pip._internal.resolution.base import InstallRequirementProvider
+    from pip._internal.utils.hashes import Hashes
+
     class ConflictCause(Protocol):
         requirement: RequiresPythonRequirement
         parent: Candidate
diff --git a/src/pip/_internal/resolution/resolvelib/found_candidates.py b/src/pip/_internal/resolution/resolvelib/found_candidates.py
index 8663097b447..6cb2613d64e 100644
--- a/src/pip/_internal/resolution/resolvelib/found_candidates.py
+++ b/src/pip/_internal/resolution/resolvelib/found_candidates.py
@@ -7,6 +7,7 @@
 absolutely need, and not "download the world" when we only need one version of
 something.
 """
+from __future__ import annotations
 
 import functools
 from collections.abc import Sequence
diff --git a/src/pip/_internal/resolution/resolvelib/provider.py b/src/pip/_internal/resolution/resolvelib/provider.py
index 315fb9c8902..e3e9b39d6a1 100644
--- a/src/pip/_internal/resolution/resolvelib/provider.py
+++ b/src/pip/_internal/resolution/resolvelib/provider.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import collections
 import math
 from typing import (
@@ -15,12 +17,13 @@
 
 from .base import Candidate, Constraint, Requirement
 from .candidates import REQUIRES_PYTHON_IDENTIFIER
-from .factory import Factory
 
 if TYPE_CHECKING:
     from pip._vendor.resolvelib.providers import Preference
     from pip._vendor.resolvelib.resolvers import RequirementInformation
 
+    from .factory import Factory
+
     PreferenceInformation = RequirementInformation[Requirement, Candidate]
 
     _ProviderBase = AbstractProvider[Requirement, Candidate, str]
diff --git a/src/pip/_internal/resolution/resolvelib/reporter.py b/src/pip/_internal/resolution/resolvelib/reporter.py
index 12adeff7b6e..3c872d6c033 100644
--- a/src/pip/_internal/resolution/resolvelib/reporter.py
+++ b/src/pip/_internal/resolution/resolvelib/reporter.py
@@ -1,10 +1,13 @@
+from __future__ import annotations
+
 from collections import defaultdict
 from logging import getLogger
-from typing import Any, DefaultDict
+from typing import TYPE_CHECKING, Any, DefaultDict
 
 from pip._vendor.resolvelib.reporters import BaseReporter
 
-from .base import Candidate, Requirement
+if TYPE_CHECKING:
+    from .base import Candidate, Requirement
 
 logger = getLogger(__name__)
 
diff --git a/src/pip/_internal/resolution/resolvelib/requirements.py b/src/pip/_internal/resolution/resolvelib/requirements.py
index 4af4a9f25a6..54e7f15732c 100644
--- a/src/pip/_internal/resolution/resolvelib/requirements.py
+++ b/src/pip/_internal/resolution/resolvelib/requirements.py
@@ -1,11 +1,18 @@
-from pip._vendor.packaging.specifiers import SpecifierSet
+from __future__ import annotations
+
+from typing import TYPE_CHECKING
+
 from pip._vendor.packaging.utils import NormalizedName, canonicalize_name
 
 from pip._internal.req.constructors import install_req_drop_extras
-from pip._internal.req.req_install import InstallRequirement
 
 from .base import Candidate, CandidateLookup, Requirement, format_name
 
+if TYPE_CHECKING:
+    from pip._vendor.packaging.specifiers import SpecifierSet
+
+    from pip._internal.req.req_install import InstallRequirement
+
 
 class ExplicitRequirement(Requirement):
     def __init__(self, candidate: Candidate) -> None:
diff --git a/src/pip/_internal/resolution/resolvelib/resolver.py b/src/pip/_internal/resolution/resolvelib/resolver.py
index c12beef0b2a..5d73ee2688c 100644
--- a/src/pip/_internal/resolution/resolvelib/resolver.py
+++ b/src/pip/_internal/resolution/resolvelib/resolver.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import contextlib
 import functools
 import logging
@@ -7,13 +9,8 @@
 from pip._vendor.packaging.utils import canonicalize_name
 from pip._vendor.resolvelib import BaseReporter, ResolutionImpossible
 from pip._vendor.resolvelib import Resolver as RLResolver
-from pip._vendor.resolvelib.structs import DirectedGraph
 
-from pip._internal.cache import WheelCache
-from pip._internal.index.package_finder import PackageFinder
-from pip._internal.operations.prepare import RequirementPreparer
 from pip._internal.req.constructors import install_req_extend_extras
-from pip._internal.req.req_install import InstallRequirement
 from pip._internal.req.req_set import RequirementSet
 from pip._internal.resolution.base import BaseResolver, InstallRequirementProvider
 from pip._internal.resolution.resolvelib.provider import PipProvider
@@ -23,11 +20,18 @@
 )
 from pip._internal.utils.packaging import get_requirement
 
-from .base import Candidate, Requirement
 from .factory import Factory
 
 if TYPE_CHECKING:
     from pip._vendor.resolvelib.resolvers import Result as RLResult
+    from pip._vendor.resolvelib.structs import DirectedGraph
+
+    from pip._internal.cache import WheelCache
+    from pip._internal.index.package_finder import PackageFinder
+    from pip._internal.operations.prepare import RequirementPreparer
+    from pip._internal.req.req_install import InstallRequirement
+
+    from .base import Candidate, Requirement
 
     Result = RLResult[Requirement, Candidate, str]
 
diff --git a/src/pip/_internal/self_outdated_check.py b/src/pip/_internal/self_outdated_check.py
index 0f64ae0e614..e13bfca0a4d 100644
--- a/src/pip/_internal/self_outdated_check.py
+++ b/src/pip/_internal/self_outdated_check.py
@@ -1,13 +1,14 @@
+from __future__ import annotations
+
 import datetime
 import functools
 import hashlib
 import json
 import logging
-import optparse
 import os.path
 import sys
 from dataclasses import dataclass
-from typing import Any, Callable, Dict, Optional
+from typing import TYPE_CHECKING, Any, Callable, Dict, Optional
 
 from pip._vendor.packaging.version import parse as parse_version
 from pip._vendor.rich.console import Group
@@ -17,9 +18,7 @@
 from pip._internal.index.collector import LinkCollector
 from pip._internal.index.package_finder import PackageFinder
 from pip._internal.metadata import get_default_environment
-from pip._internal.metadata.base import DistributionVersion
 from pip._internal.models.selection_prefs import SelectionPreferences
-from pip._internal.network.session import PipSession
 from pip._internal.utils.compat import WINDOWS
 from pip._internal.utils.entrypoints import (
     get_best_invocation_for_this_pip,
@@ -28,6 +27,12 @@
 from pip._internal.utils.filesystem import adjacent_tmp_file, check_path_owner, replace
 from pip._internal.utils.misc import ensure_dir
 
+if TYPE_CHECKING:
+    import optparse
+
+    from pip._internal.metadata.base import DistributionVersion
+    from pip._internal.network.session import PipSession
+
 _WEEK = datetime.timedelta(days=7)
 
 logger = logging.getLogger(__name__)
diff --git a/src/pip/_internal/utils/_jaraco_text.py b/src/pip/_internal/utils/_jaraco_text.py
index e06947c051a..ade92d19e7f 100644
--- a/src/pip/_internal/utils/_jaraco_text.py
+++ b/src/pip/_internal/utils/_jaraco_text.py
@@ -28,6 +28,7 @@
 FROM, OUT OF OR IN CONNECTION WITH THE SOFTWARE OR THE USE OR OTHER DEALINGS
 IN THE SOFTWARE.
 """
+from __future__ import annotations
 
 import functools
 import itertools
diff --git a/src/pip/_internal/utils/_log.py b/src/pip/_internal/utils/_log.py
index 92c4c6a1938..f8f17ea5135 100644
--- a/src/pip/_internal/utils/_log.py
+++ b/src/pip/_internal/utils/_log.py
@@ -4,6 +4,7 @@
 
 init_logging() must be called before any other modules that call logging.getLogger.
 """
+from __future__ import annotations
 
 import logging
 from typing import Any, cast
diff --git a/src/pip/_internal/utils/appdirs.py b/src/pip/_internal/utils/appdirs.py
index 16933bf8afe..ed567fe35fc 100644
--- a/src/pip/_internal/utils/appdirs.py
+++ b/src/pip/_internal/utils/appdirs.py
@@ -5,6 +5,7 @@
 The intention is to rewrite current usages gradually, keeping the tests pass,
 and eventually drop this after all usages are changed.
 """
+from __future__ import annotations
 
 import os
 import sys
diff --git a/src/pip/_internal/utils/compat.py b/src/pip/_internal/utils/compat.py
index 3f4d300cef0..322b0147cb1 100644
--- a/src/pip/_internal/utils/compat.py
+++ b/src/pip/_internal/utils/compat.py
@@ -1,5 +1,6 @@
 """Stuff that differs in different Python versions and platform
 distributions."""
+from __future__ import annotations
 
 import logging
 import os
diff --git a/src/pip/_internal/utils/compatibility_tags.py b/src/pip/_internal/utils/compatibility_tags.py
index b6ed9a78e55..e623b66ec40 100644
--- a/src/pip/_internal/utils/compatibility_tags.py
+++ b/src/pip/_internal/utils/compatibility_tags.py
@@ -1,5 +1,6 @@
 """Generate and work with PEP 425 Compatibility Tags.
 """
+from __future__ import annotations
 
 import re
 from typing import List, Optional, Tuple
diff --git a/src/pip/_internal/utils/datetime.py b/src/pip/_internal/utils/datetime.py
index 8668b3b0ec1..150c09341b8 100644
--- a/src/pip/_internal/utils/datetime.py
+++ b/src/pip/_internal/utils/datetime.py
@@ -1,5 +1,6 @@
 """For when pip wants to check the date or time.
 """
+from __future__ import annotations
 
 import datetime
 
diff --git a/src/pip/_internal/utils/deprecation.py b/src/pip/_internal/utils/deprecation.py
index 72bd6f25a55..2f629e61c53 100644
--- a/src/pip/_internal/utils/deprecation.py
+++ b/src/pip/_internal/utils/deprecation.py
@@ -1,6 +1,7 @@
 """
 A module that implements tooling to enable easy warnings about deprecations.
 """
+from __future__ import annotations
 
 import logging
 import warnings
diff --git a/src/pip/_internal/utils/direct_url_helpers.py b/src/pip/_internal/utils/direct_url_helpers.py
index 0e8e5e1608b..9d0146ac0cd 100644
--- a/src/pip/_internal/utils/direct_url_helpers.py
+++ b/src/pip/_internal/utils/direct_url_helpers.py
@@ -1,10 +1,14 @@
-from typing import Optional
+from __future__ import annotations
+
+from typing import TYPE_CHECKING, Optional
 
 from pip._internal.models.direct_url import ArchiveInfo, DirectUrl, DirInfo, VcsInfo
-from pip._internal.models.link import Link
 from pip._internal.utils.urls import path_to_url
 from pip._internal.vcs import vcs
 
+if TYPE_CHECKING:
+    from pip._internal.models.link import Link
+
 
 def direct_url_as_pep440_direct_reference(direct_url: DirectUrl, name: str) -> str:
     """Convert a DirectUrl to a pip requirement string."""
diff --git a/src/pip/_internal/utils/egg_link.py b/src/pip/_internal/utils/egg_link.py
index 4a384a63682..cbd55302667 100644
--- a/src/pip/_internal/utils/egg_link.py
+++ b/src/pip/_internal/utils/egg_link.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import os
 import re
 import sys
diff --git a/src/pip/_internal/utils/encoding.py b/src/pip/_internal/utils/encoding.py
index 008f06a79bf..2b8b9ea5315 100644
--- a/src/pip/_internal/utils/encoding.py
+++ b/src/pip/_internal/utils/encoding.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import codecs
 import locale
 import re
diff --git a/src/pip/_internal/utils/entrypoints.py b/src/pip/_internal/utils/entrypoints.py
index 15013693854..211605e8965 100644
--- a/src/pip/_internal/utils/entrypoints.py
+++ b/src/pip/_internal/utils/entrypoints.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import itertools
 import os
 import shutil
diff --git a/src/pip/_internal/utils/filesystem.py b/src/pip/_internal/utils/filesystem.py
index 83c2df75b96..1bca84ec60d 100644
--- a/src/pip/_internal/utils/filesystem.py
+++ b/src/pip/_internal/utils/filesystem.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import fnmatch
 import os
 import os.path
diff --git a/src/pip/_internal/utils/filetypes.py b/src/pip/_internal/utils/filetypes.py
index 5948570178f..f2ab69fc34f 100644
--- a/src/pip/_internal/utils/filetypes.py
+++ b/src/pip/_internal/utils/filetypes.py
@@ -1,5 +1,6 @@
 """Filetype information.
 """
+from __future__ import annotations
 
 from typing import Tuple
 
diff --git a/src/pip/_internal/utils/glibc.py b/src/pip/_internal/utils/glibc.py
index 81342afa447..87af2a6b6d4 100644
--- a/src/pip/_internal/utils/glibc.py
+++ b/src/pip/_internal/utils/glibc.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import os
 import sys
 from typing import Optional, Tuple
diff --git a/src/pip/_internal/utils/hashes.py b/src/pip/_internal/utils/hashes.py
index 843cffc6b3d..db46b3216ed 100644
--- a/src/pip/_internal/utils/hashes.py
+++ b/src/pip/_internal/utils/hashes.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import hashlib
 from typing import TYPE_CHECKING, BinaryIO, Dict, Iterable, List, Optional
 
diff --git a/src/pip/_internal/utils/logging.py b/src/pip/_internal/utils/logging.py
index 95982dfb691..d89a21968cd 100644
--- a/src/pip/_internal/utils/logging.py
+++ b/src/pip/_internal/utils/logging.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import contextlib
 import errno
 import logging
@@ -6,9 +8,8 @@
 import sys
 import threading
 from dataclasses import dataclass
-from io import TextIOWrapper
 from logging import Filter
-from typing import Any, ClassVar, Generator, List, Optional, TextIO, Type
+from typing import TYPE_CHECKING, Any, ClassVar, Generator, List, Optional, TextIO, Type
 
 from pip._vendor.rich.console import (
     Console,
@@ -28,6 +29,9 @@
 from pip._internal.utils.deprecation import DEPRECATION_MSG_PREFIX
 from pip._internal.utils.misc import ensure_dir
 
+if TYPE_CHECKING:
+    from io import TextIOWrapper
+
 _log_state = threading.local()
 subprocess_logger = getLogger("pip.subprocessor")
 
diff --git a/src/pip/_internal/utils/misc.py b/src/pip/_internal/utils/misc.py
index 1ad3f6162a2..69925a9b847 100644
--- a/src/pip/_internal/utils/misc.py
+++ b/src/pip/_internal/utils/misc.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import contextlib
 import errno
 import getpass
@@ -17,6 +19,7 @@
 from pathlib import Path
 from types import FunctionType, TracebackType
 from typing import (
+    TYPE_CHECKING,
     Any,
     BinaryIO,
     Callable,
@@ -35,7 +38,6 @@
     cast,
 )
 
-from pip._vendor.packaging.requirements import Requirement
 from pip._vendor.pyproject_hooks import BuildBackendHookCaller
 from pip._vendor.tenacity import retry, stop_after_delay, wait_fixed
 
@@ -45,6 +47,9 @@
 from pip._internal.utils.compat import WINDOWS
 from pip._internal.utils.virtualenv import running_under_virtualenv
 
+if TYPE_CHECKING:
+    from pip._vendor.packaging.requirements import Requirement
+
 __all__ = [
     "rmtree",
     "display_path",
diff --git a/src/pip/_internal/utils/models.py b/src/pip/_internal/utils/models.py
index b6bb21a8b26..07e7d0147fc 100644
--- a/src/pip/_internal/utils/models.py
+++ b/src/pip/_internal/utils/models.py
@@ -1,5 +1,6 @@
 """Utilities for defining models
 """
+from __future__ import annotations
 
 import operator
 from typing import Any, Callable, Type
diff --git a/src/pip/_internal/utils/packaging.py b/src/pip/_internal/utils/packaging.py
index b9f6af4d174..bc44d4b55a6 100644
--- a/src/pip/_internal/utils/packaging.py
+++ b/src/pip/_internal/utils/packaging.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import functools
 import logging
 import re
diff --git a/src/pip/_internal/utils/setuptools_build.py b/src/pip/_internal/utils/setuptools_build.py
index 96d1b246067..03e6950b22f 100644
--- a/src/pip/_internal/utils/setuptools_build.py
+++ b/src/pip/_internal/utils/setuptools_build.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import sys
 import textwrap
 from typing import List, Optional, Sequence
diff --git a/src/pip/_internal/utils/subprocess.py b/src/pip/_internal/utils/subprocess.py
index 79580b05320..e0ffaf419c1 100644
--- a/src/pip/_internal/utils/subprocess.py
+++ b/src/pip/_internal/utils/subprocess.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import logging
 import os
 import shlex
diff --git a/src/pip/_internal/utils/temp_dir.py b/src/pip/_internal/utils/temp_dir.py
index 4eec5f37f76..72fe09515db 100644
--- a/src/pip/_internal/utils/temp_dir.py
+++ b/src/pip/_internal/utils/temp_dir.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import errno
 import itertools
 import logging
@@ -5,8 +7,8 @@
 import tempfile
 import traceback
 from contextlib import ExitStack, contextmanager
-from pathlib import Path
 from typing import (
+    TYPE_CHECKING,
     Any,
     Callable,
     Dict,
@@ -19,6 +21,9 @@
 
 from pip._internal.utils.misc import enum, rmtree
 
+if TYPE_CHECKING:
+    from pathlib import Path
+
 logger = logging.getLogger(__name__)
 
 _T = TypeVar("_T", bound="TempDirectory")
diff --git a/src/pip/_internal/utils/unpacking.py b/src/pip/_internal/utils/unpacking.py
index 78b5c13ced3..5883cb02702 100644
--- a/src/pip/_internal/utils/unpacking.py
+++ b/src/pip/_internal/utils/unpacking.py
@@ -1,5 +1,6 @@
 """Utilities related archives.
 """
+from __future__ import annotations
 
 import logging
 import os
diff --git a/src/pip/_internal/utils/urls.py b/src/pip/_internal/utils/urls.py
index 6ba2e04f350..0c8734c1810 100644
--- a/src/pip/_internal/utils/urls.py
+++ b/src/pip/_internal/utils/urls.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import os
 import string
 import urllib.parse
diff --git a/src/pip/_internal/utils/virtualenv.py b/src/pip/_internal/utils/virtualenv.py
index 882e36f5c1d..d51c9946bf5 100644
--- a/src/pip/_internal/utils/virtualenv.py
+++ b/src/pip/_internal/utils/virtualenv.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import logging
 import os
 import re
diff --git a/src/pip/_internal/utils/wheel.py b/src/pip/_internal/utils/wheel.py
index 3551f8f19bc..249048bb37e 100644
--- a/src/pip/_internal/utils/wheel.py
+++ b/src/pip/_internal/utils/wheel.py
@@ -1,16 +1,19 @@
 """Support functions for working with wheel files.
 """
+from __future__ import annotations
 
 import logging
-from email.message import Message
 from email.parser import Parser
-from typing import Tuple
+from typing import TYPE_CHECKING, Tuple
 from zipfile import BadZipFile, ZipFile
 
 from pip._vendor.packaging.utils import canonicalize_name
 
 from pip._internal.exceptions import UnsupportedWheel
 
+if TYPE_CHECKING:
+    from email.message import Message
+
 VERSION_COMPATIBLE = (1, 0)
 
 
diff --git a/src/pip/_internal/vcs/__init__.py b/src/pip/_internal/vcs/__init__.py
index b6beddbe6d2..b67f500e99e 100644
--- a/src/pip/_internal/vcs/__init__.py
+++ b/src/pip/_internal/vcs/__init__.py
@@ -2,6 +2,8 @@
 # the vcs package don't need to import deeper than `pip._internal.vcs`.
 # (The test directory may still need to import from a vcs sub-package.)
 # Import all vcs modules to register each VCS in the VcsSupport object.
+from __future__ import annotations
+
 import pip._internal.vcs.bazaar
 import pip._internal.vcs.git
 import pip._internal.vcs.mercurial
diff --git a/src/pip/_internal/vcs/bazaar.py b/src/pip/_internal/vcs/bazaar.py
index 20a17ed0927..b040ce3ccf1 100644
--- a/src/pip/_internal/vcs/bazaar.py
+++ b/src/pip/_internal/vcs/bazaar.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import logging
 from typing import List, Optional, Tuple
 
diff --git a/src/pip/_internal/vcs/git.py b/src/pip/_internal/vcs/git.py
index 8c242cf8956..04ae8296de3 100644
--- a/src/pip/_internal/vcs/git.py
+++ b/src/pip/_internal/vcs/git.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import logging
 import os.path
 import pathlib
diff --git a/src/pip/_internal/vcs/mercurial.py b/src/pip/_internal/vcs/mercurial.py
index c183d41d09c..5a9421d522c 100644
--- a/src/pip/_internal/vcs/mercurial.py
+++ b/src/pip/_internal/vcs/mercurial.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import configparser
 import logging
 import os
diff --git a/src/pip/_internal/vcs/subversion.py b/src/pip/_internal/vcs/subversion.py
index 16d93a67b7b..69eb56304c6 100644
--- a/src/pip/_internal/vcs/subversion.py
+++ b/src/pip/_internal/vcs/subversion.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import logging
 import os
 import re
diff --git a/src/pip/_internal/vcs/versioncontrol.py b/src/pip/_internal/vcs/versioncontrol.py
index 46ca2799b76..875ceb1e034 100644
--- a/src/pip/_internal/vcs/versioncontrol.py
+++ b/src/pip/_internal/vcs/versioncontrol.py
@@ -1,4 +1,5 @@
 """Handles all VCS (version control) support"""
+from __future__ import annotations
 
 import logging
 import os
@@ -19,7 +20,6 @@
     Union,
 )
 
-from pip._internal.cli.spinners import SpinnerInterface
 from pip._internal.exceptions import BadCommand, InstallationError
 from pip._internal.utils.misc import (
     HiddenText,
@@ -45,6 +45,8 @@
     # TODO: Remove `if TYPE_CHECKING` when dropping support for Python 3.7.
     from typing import Literal
 
+    from pip._internal.cli.spinners import SpinnerInterface
+
 
 __all__ = ["vcs"]
 
diff --git a/src/pip/_internal/wheel_builder.py b/src/pip/_internal/wheel_builder.py
index b1debe3496c..e898d06cac9 100644
--- a/src/pip/_internal/wheel_builder.py
+++ b/src/pip/_internal/wheel_builder.py
@@ -1,16 +1,16 @@
 """Orchestrator for building wheels from InstallRequirements.
 """
+from __future__ import annotations
 
 import logging
 import os.path
 import re
 import shutil
-from typing import Iterable, List, Optional, Tuple
+from typing import TYPE_CHECKING, Iterable, List, Optional, Tuple
 
 from pip._vendor.packaging.utils import canonicalize_name, canonicalize_version
 from pip._vendor.packaging.version import InvalidVersion, Version
 
-from pip._internal.cache import WheelCache
 from pip._internal.exceptions import InvalidWheelFilename, UnsupportedWheel
 from pip._internal.metadata import FilesystemWheel, get_wheel_distribution
 from pip._internal.models.link import Link
@@ -27,6 +27,9 @@
 from pip._internal.utils.urls import path_to_url
 from pip._internal.vcs import vcs
 
+if TYPE_CHECKING:
+    from pip._internal.cache import WheelCache
+
 logger = logging.getLogger(__name__)
 
 _egg_info_re = re.compile(r"([a-z0-9_.]+)-([a-z0-9_.!+-]+)", re.IGNORECASE)
diff --git a/tests/conftest.py b/tests/conftest.py
index c5bf4bb9567..2b335256a55 100644
--- a/tests/conftest.py
+++ b/tests/conftest.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import compileall
 import contextlib
 import fnmatch
@@ -35,11 +37,8 @@
 
 # Config will be available from the public API in pytest >= 7.0.0:
 # https://github.com/pytest-dev/pytest/commit/88d84a57916b592b070f4201dc84f0286d1f9fef
-from _pytest.config import Config
-
 # Parser will be available from the public API in pytest >= 7.0.0:
 # https://github.com/pytest-dev/pytest/commit/538b5c24999e9ebb4fab43faabc8bcc28737bcdf
-from _pytest.config.argparsing import Parser
 from installer import install
 from installer.destinations import SchemeDictionaryDestination
 from installer.sources import WheelFile
@@ -60,6 +59,8 @@
 from tests.lib.venv import VirtualEnvironment, VirtualEnvironmentType
 
 if TYPE_CHECKING:
+    from _pytest.config import Config
+    from _pytest.config.argparsing import Parser
     from pip._vendor.typing_extensions import Self
 
 
diff --git a/tests/functional/test_bad_url.py b/tests/functional/test_bad_url.py
index bc3a987e6f2..240257faf38 100644
--- a/tests/functional/test_bad_url.py
+++ b/tests/functional/test_bad_url.py
@@ -1,5 +1,6 @@
 # test the error message returned by pip when
 # a bad "file:" URL is passed to it.
+from __future__ import annotations
 
 from typing import Any
 
diff --git a/tests/functional/test_broken_stdout.py b/tests/functional/test_broken_stdout.py
index ae0fdc1ba84..3b454c81109 100644
--- a/tests/functional/test_broken_stdout.py
+++ b/tests/functional/test_broken_stdout.py
@@ -1,7 +1,11 @@
+from __future__ import annotations
+
 import os
 import subprocess
-from pathlib import Path
-from typing import List, Tuple
+from typing import TYPE_CHECKING, List, Tuple
+
+if TYPE_CHECKING:
+    from pathlib import Path
 
 _BROKEN_STDOUT_RETURN_CODE = 120
 
diff --git a/tests/functional/test_build_env.py b/tests/functional/test_build_env.py
index 20cd181be07..556a9f756c9 100644
--- a/tests/functional/test_build_env.py
+++ b/tests/functional/test_build_env.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import os
 import sys
 from textwrap import dedent
diff --git a/tests/functional/test_cache.py b/tests/functional/test_cache.py
index a744dbbb9bc..521ee412888 100644
--- a/tests/functional/test_cache.py
+++ b/tests/functional/test_cache.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import os
 import shutil
 from glob import glob
diff --git a/tests/functional/test_check.py b/tests/functional/test_check.py
index 79b6df39c19..2d03c7e32f9 100644
--- a/tests/functional/test_check.py
+++ b/tests/functional/test_check.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 from typing import Collection
 
 from tests.lib import PipTestEnvironment, create_test_package_with_setup
diff --git a/tests/functional/test_cli.py b/tests/functional/test_cli.py
index 3c3f45d51d1..5049e362a9b 100644
--- a/tests/functional/test_cli.py
+++ b/tests/functional/test_cli.py
@@ -1,10 +1,14 @@
 """Basic CLI functionality checks.
 """
+from __future__ import annotations
+
 from textwrap import dedent
+from typing import TYPE_CHECKING
 
 import pytest
 
-from tests.lib import PipTestEnvironment
+if TYPE_CHECKING:
+    from tests.lib import PipTestEnvironment
 
 
 @pytest.mark.parametrize(
diff --git a/tests/functional/test_completion.py b/tests/functional/test_completion.py
index 4be033583ca..2b0b659b52d 100644
--- a/tests/functional/test_completion.py
+++ b/tests/functional/test_completion.py
@@ -1,14 +1,16 @@
+from __future__ import annotations
+
 import os
 import sys
-from pathlib import Path
 from typing import TYPE_CHECKING, Tuple, Union
 
 import pytest
 
-from tests.lib import PipTestEnvironment, ScriptFactory, TestData, TestPipResult
-
 if TYPE_CHECKING:
+    from pathlib import Path
     from typing import Protocol
+
+    from tests.lib import PipTestEnvironment, ScriptFactory, TestData, TestPipResult
 else:
     # TODO: Protocol was introduced in Python 3.8. Remove this branch when
     # dropping support for Python 3.7.
diff --git a/tests/functional/test_config_settings.py b/tests/functional/test_config_settings.py
index f3975de2af5..ede471e953a 100644
--- a/tests/functional/test_config_settings.py
+++ b/tests/functional/test_config_settings.py
@@ -1,12 +1,16 @@
+from __future__ import annotations
+
 import json
 import tarfile
-from pathlib import Path
-from typing import List, Optional, Tuple
+from typing import TYPE_CHECKING, List, Optional, Tuple
 from zipfile import ZipFile
 
 from pip._internal.utils.urls import path_to_url
 from tests.lib import PipTestEnvironment, create_basic_sdist_for_package
 
+if TYPE_CHECKING:
+    from pathlib import Path
+
 PYPROJECT_TOML = """\
 [build-system]
 requires = []
diff --git a/tests/functional/test_configuration.py b/tests/functional/test_configuration.py
index b3de3f697b0..7b54147bd73 100644
--- a/tests/functional/test_configuration.py
+++ b/tests/functional/test_configuration.py
@@ -1,13 +1,18 @@
 """Tests for the config command
 """
+from __future__ import annotations
+
 import re
 import textwrap
+from typing import TYPE_CHECKING
 
 from pip._internal.cli.status_codes import ERROR
 from pip._internal.configuration import CONFIG_BASENAME, get_configuration_files
-from tests.lib import PipTestEnvironment
 from tests.lib.configuration_helpers import ConfigurationMixin, kinds
-from tests.lib.venv import VirtualEnvironment
+
+if TYPE_CHECKING:
+    from tests.lib import PipTestEnvironment
+    from tests.lib.venv import VirtualEnvironment
 
 
 def test_no_options_passed_should_error(script: PipTestEnvironment) -> None:
diff --git a/tests/functional/test_debug.py b/tests/functional/test_debug.py
index 77d4bea335f..5904df4642e 100644
--- a/tests/functional/test_debug.py
+++ b/tests/functional/test_debug.py
@@ -1,12 +1,16 @@
+from __future__ import annotations
+
 import re
-from typing import List
+from typing import TYPE_CHECKING, List
 
 import pytest
 from pip._vendor.packaging.version import Version
 
 from pip._internal.commands.debug import create_vendor_txt_map
 from pip._internal.utils import compatibility_tags
-from tests.lib import PipTestEnvironment
+
+if TYPE_CHECKING:
+    from tests.lib import PipTestEnvironment
 
 
 @pytest.mark.parametrize(
diff --git a/tests/functional/test_download.py b/tests/functional/test_download.py
index 555a1163f42..e15431e35ca 100644
--- a/tests/functional/test_download.py
+++ b/tests/functional/test_download.py
@@ -1,11 +1,12 @@
-import http.server
+from __future__ import annotations
+
 import os
 import re
 import shutil
 import textwrap
 from hashlib import sha256
 from pathlib import Path
-from typing import Callable, List, Tuple
+from typing import TYPE_CHECKING, Callable, List, Tuple
 
 import pytest
 
@@ -21,6 +22,9 @@
 )
 from tests.lib.server import MockServer, file_response
 
+if TYPE_CHECKING:
+    import http.server
+
 
 def fake_wheel(data: TestData, wheel_path: str) -> None:
     wheel_name = os.path.basename(wheel_path)
diff --git a/tests/functional/test_fast_deps.py b/tests/functional/test_fast_deps.py
index 9e529c0891e..28c628e928e 100644
--- a/tests/functional/test_fast_deps.py
+++ b/tests/functional/test_fast_deps.py
@@ -1,16 +1,21 @@
+from __future__ import annotations
+
 import fnmatch
 import json
 import os
-import pathlib
 import re
 from os.path import basename
-from typing import Iterable
+from typing import TYPE_CHECKING, Iterable
 
 from pip._vendor.packaging.utils import canonicalize_name
 from pytest import mark
 
 from pip._internal.utils.misc import hash_file
-from tests.lib import PipTestEnvironment, TestData, TestPipResult
+
+if TYPE_CHECKING:
+    import pathlib
+
+    from tests.lib import PipTestEnvironment, TestData, TestPipResult
 
 
 def pip(script: PipTestEnvironment, command: str, requirement: str) -> TestPipResult:
diff --git a/tests/functional/test_freeze.py b/tests/functional/test_freeze.py
index b7af974ea61..88e53d3c012 100644
--- a/tests/functional/test_freeze.py
+++ b/tests/functional/test_freeze.py
@@ -1,9 +1,11 @@
+from __future__ import annotations
+
 import os
 import re
 import sys
 import textwrap
 from doctest import ELLIPSIS, OutputChecker
-from pathlib import Path
+from typing import TYPE_CHECKING
 
 import pytest
 from pip._vendor.packaging.utils import canonicalize_name
@@ -23,7 +25,11 @@
     wheel,
 )
 from tests.lib.direct_url import get_created_direct_url_path
-from tests.lib.venv import VirtualEnvironment
+
+if TYPE_CHECKING:
+    from pathlib import Path
+
+    from tests.lib.venv import VirtualEnvironment
 
 distribute_re = re.compile("^distribute==[0-9.]+\n", re.MULTILINE)
 
diff --git a/tests/functional/test_hash.py b/tests/functional/test_hash.py
index 0422f73ffa5..5a5cf86d431 100644
--- a/tests/functional/test_hash.py
+++ b/tests/functional/test_hash.py
@@ -1,7 +1,12 @@
 """Tests for the ``pip hash`` command"""
-from pathlib import Path
+from __future__ import annotations
 
-from tests.lib import PipTestEnvironment
+from typing import TYPE_CHECKING
+
+if TYPE_CHECKING:
+    from pathlib import Path
+
+    from tests.lib import PipTestEnvironment
 
 
 def test_basic_hash(script: PipTestEnvironment, tmpdir: Path) -> None:
diff --git a/tests/functional/test_help.py b/tests/functional/test_help.py
index 75414214a93..62818915d2c 100644
--- a/tests/functional/test_help.py
+++ b/tests/functional/test_help.py
@@ -1,3 +1,6 @@
+from __future__ import annotations
+
+from typing import TYPE_CHECKING
 from unittest.mock import Mock
 
 import pytest
@@ -5,7 +8,9 @@
 from pip._internal.cli.status_codes import ERROR, SUCCESS
 from pip._internal.commands import commands_dict, create_command
 from pip._internal.exceptions import CommandError
-from tests.lib import InMemoryPip, PipTestEnvironment
+
+if TYPE_CHECKING:
+    from tests.lib import InMemoryPip, PipTestEnvironment
 
 
 def test_run_method_should_return_success_when_finds_command_name() -> None:
diff --git a/tests/functional/test_index.py b/tests/functional/test_index.py
index 43b8f09c311..d3719841b07 100644
--- a/tests/functional/test_index.py
+++ b/tests/functional/test_index.py
@@ -1,8 +1,14 @@
+from __future__ import annotations
+
+from typing import TYPE_CHECKING
+
 import pytest
 
 from pip._internal.cli.status_codes import ERROR, SUCCESS
 from pip._internal.commands import create_command
-from tests.lib import PipTestEnvironment
+
+if TYPE_CHECKING:
+    from tests.lib import PipTestEnvironment
 
 
 @pytest.mark.network
diff --git a/tests/functional/test_inspect.py b/tests/functional/test_inspect.py
index f6690fb1fb1..41bc9569b5f 100644
--- a/tests/functional/test_inspect.py
+++ b/tests/functional/test_inspect.py
@@ -1,8 +1,12 @@
+from __future__ import annotations
+
 import json
+from typing import TYPE_CHECKING
 
 import pytest
 
-from tests.lib import PipTestEnvironment, ScriptFactory, TestData
+if TYPE_CHECKING:
+    from tests.lib import PipTestEnvironment, ScriptFactory, TestData
 
 
 @pytest.fixture(scope="session")
diff --git a/tests/functional/test_install.py b/tests/functional/test_install.py
index 3411f66d801..0432f021144 100644
--- a/tests/functional/test_install.py
+++ b/tests/functional/test_install.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import hashlib
 import os
 import re
diff --git a/tests/functional/test_install_check.py b/tests/functional/test_install_check.py
index 8a8a7c93a80..e9f2d94650e 100644
--- a/tests/functional/test_install_check.py
+++ b/tests/functional/test_install_check.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 from typing import Iterable
 
 from tests.lib import PipTestEnvironment, create_test_package_with_setup
diff --git a/tests/functional/test_install_cleanup.py b/tests/functional/test_install_cleanup.py
index bc34defc978..f520e3c5811 100644
--- a/tests/functional/test_install_cleanup.py
+++ b/tests/functional/test_install_cleanup.py
@@ -1,8 +1,12 @@
+from __future__ import annotations
+
 from os.path import exists
+from typing import TYPE_CHECKING
 
 import pytest
 
-from tests.lib import PipTestEnvironment, TestData
+if TYPE_CHECKING:
+    from tests.lib import PipTestEnvironment, TestData
 
 
 @pytest.mark.network
diff --git a/tests/functional/test_install_compat.py b/tests/functional/test_install_compat.py
index 6c809e75307..bd8e9376ba2 100644
--- a/tests/functional/test_install_compat.py
+++ b/tests/functional/test_install_compat.py
@@ -2,8 +2,10 @@
 Tests for compatibility workarounds.
 
 """
+from __future__ import annotations
+
 import os
-from pathlib import Path
+from typing import TYPE_CHECKING
 
 import pytest
 
@@ -14,6 +16,9 @@
     pyversion,
 )
 
+if TYPE_CHECKING:
+    from pathlib import Path
+
 
 @pytest.mark.network
 def test_debian_egg_name_workaround(
diff --git a/tests/functional/test_install_config.py b/tests/functional/test_install_config.py
index 7f418067f97..19e0c2b70f4 100644
--- a/tests/functional/test_install_config.py
+++ b/tests/functional/test_install_config.py
@@ -1,14 +1,14 @@
+from __future__ import annotations
+
 import os
 import ssl
 import sys
 import tempfile
 import textwrap
-from pathlib import Path
-from typing import Callable, List
+from typing import TYPE_CHECKING, Callable, List
 
 import pytest
 
-from tests.lib import CertFactory, PipTestEnvironment, ScriptFactory, TestData
 from tests.lib.server import (
     MockServer,
     authorization_response,
@@ -17,7 +17,12 @@
     package_page,
     server_running,
 )
-from tests.lib.venv import VirtualEnvironment
+
+if TYPE_CHECKING:
+    from pathlib import Path
+
+    from tests.lib import CertFactory, PipTestEnvironment, ScriptFactory, TestData
+    from tests.lib.venv import VirtualEnvironment
 
 TEST_PYPI_INITOOLS = "https://test.pypi.org/simple/initools/"
 
diff --git a/tests/functional/test_install_direct_url.py b/tests/functional/test_install_direct_url.py
index 139ef178e77..9939f24866b 100644
--- a/tests/functional/test_install_direct_url.py
+++ b/tests/functional/test_install_direct_url.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import pytest
 
 from pip._internal.models.direct_url import VcsInfo
diff --git a/tests/functional/test_install_extras.py b/tests/functional/test_install_extras.py
index 1dd67be0a0c..64f84a449f3 100644
--- a/tests/functional/test_install_extras.py
+++ b/tests/functional/test_install_extras.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import re
 import textwrap
 from os.path import join
diff --git a/tests/functional/test_install_force_reinstall.py b/tests/functional/test_install_force_reinstall.py
index 9c49d58c4b7..5a9d53c62c7 100644
--- a/tests/functional/test_install_force_reinstall.py
+++ b/tests/functional/test_install_force_reinstall.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import os
 
 from tests.lib import PipTestEnvironment, assert_all_changes
diff --git a/tests/functional/test_install_index.py b/tests/functional/test_install_index.py
index 72b0b9db7bd..09b623a3358 100644
--- a/tests/functional/test_install_index.py
+++ b/tests/functional/test_install_index.py
@@ -1,7 +1,11 @@
+from __future__ import annotations
+
 import shutil
 import textwrap
+from typing import TYPE_CHECKING
 
-from tests.lib import PipTestEnvironment, TestData
+if TYPE_CHECKING:
+    from tests.lib import PipTestEnvironment, TestData
 
 
 def test_find_links_relative_path(script: PipTestEnvironment, data: TestData) -> None:
diff --git a/tests/functional/test_install_report.py b/tests/functional/test_install_report.py
index a1e7f8375d9..06d488c958a 100644
--- a/tests/functional/test_install_report.py
+++ b/tests/functional/test_install_report.py
@@ -1,12 +1,16 @@
+from __future__ import annotations
+
 import json
 import textwrap
-from pathlib import Path
-from typing import Any, Dict, Tuple
+from typing import TYPE_CHECKING, Any, Dict, Tuple
 
 import pytest
 from packaging.utils import canonicalize_name
 
-from ..lib import PipTestEnvironment, TestData
+if TYPE_CHECKING:
+    from pathlib import Path
+
+    from ..lib import PipTestEnvironment, TestData
 
 
 def _install_dict(report: Dict[str, Any]) -> Dict[str, Any]:
diff --git a/tests/functional/test_install_reqs.py b/tests/functional/test_install_reqs.py
index 993f25a2abf..d005d370984 100644
--- a/tests/functional/test_install_reqs.py
+++ b/tests/functional/test_install_reqs.py
@@ -1,7 +1,8 @@
+from __future__ import annotations
+
 import json
 import os
 import textwrap
-from pathlib import Path
 from typing import TYPE_CHECKING, Any
 
 import pytest
@@ -19,6 +20,7 @@
 from tests.lib.local_repos import local_checkout
 
 if TYPE_CHECKING:
+    from pathlib import Path
     from typing import Protocol
 else:
     Protocol = object
diff --git a/tests/functional/test_install_requested.py b/tests/functional/test_install_requested.py
index 2c5cad9fcc8..9b0e3a968d2 100644
--- a/tests/functional/test_install_requested.py
+++ b/tests/functional/test_install_requested.py
@@ -1,6 +1,11 @@
+from __future__ import annotations
+
+from typing import TYPE_CHECKING
+
 import pytest
 
-from tests.lib import PipTestEnvironment, TestData, TestPipResult
+if TYPE_CHECKING:
+    from tests.lib import PipTestEnvironment, TestData, TestPipResult
 
 
 def _assert_requested_present(
diff --git a/tests/functional/test_install_upgrade.py b/tests/functional/test_install_upgrade.py
index 6556fcdf599..4c5f88dc830 100644
--- a/tests/functional/test_install_upgrade.py
+++ b/tests/functional/test_install_upgrade.py
@@ -1,8 +1,10 @@
+from __future__ import annotations
+
 import itertools
 import os
 import sys
 import textwrap
-from pathlib import Path
+from typing import TYPE_CHECKING
 
 import pytest
 
@@ -16,6 +18,9 @@
 from tests.lib.local_repos import local_checkout
 from tests.lib.wheel import make_wheel
 
+if TYPE_CHECKING:
+    from pathlib import Path
+
 
 @pytest.mark.network
 def test_no_upgrade_unless_requested(script: PipTestEnvironment) -> None:
diff --git a/tests/functional/test_install_user.py b/tests/functional/test_install_user.py
index 3cae4a467e9..b9a2b70d3f6 100644
--- a/tests/functional/test_install_user.py
+++ b/tests/functional/test_install_user.py
@@ -1,10 +1,12 @@
 """
 tests specific to "pip install --user"
 """
+from __future__ import annotations
+
 import os
 import textwrap
 from os.path import curdir, isdir, isfile
-from pathlib import Path
+from typing import TYPE_CHECKING
 
 import pytest
 
@@ -16,7 +18,11 @@
     pyversion,  # noqa: F401
 )
 from tests.lib.local_repos import local_checkout
-from tests.lib.venv import VirtualEnvironment
+
+if TYPE_CHECKING:
+    from pathlib import Path
+
+    from tests.lib.venv import VirtualEnvironment
 
 
 def _patch_dist_in_site_packages(virtualenv: VirtualEnvironment) -> None:
diff --git a/tests/functional/test_install_vcs_git.py b/tests/functional/test_install_vcs_git.py
index e59b269a61f..e165b39a725 100644
--- a/tests/functional/test_install_vcs_git.py
+++ b/tests/functional/test_install_vcs_git.py
@@ -1,5 +1,6 @@
-from pathlib import Path
-from typing import Optional
+from __future__ import annotations
+
+from typing import TYPE_CHECKING, Optional
 
 import pytest
 
@@ -16,6 +17,9 @@
 )
 from tests.lib.local_repos import local_checkout
 
+if TYPE_CHECKING:
+    from pathlib import Path
+
 
 def _get_editable_repo_dir(script: PipTestEnvironment, package_name: str) -> Path:
     """
diff --git a/tests/functional/test_install_wheel.py b/tests/functional/test_install_wheel.py
index 7e7aeaf7a81..a2b3dfb2590 100644
--- a/tests/functional/test_install_wheel.py
+++ b/tests/functional/test_install_wheel.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import base64
 import csv
 import hashlib
diff --git a/tests/functional/test_list.py b/tests/functional/test_list.py
index 5164c1d5c39..5efbcead4d6 100644
--- a/tests/functional/test_list.py
+++ b/tests/functional/test_list.py
@@ -1,6 +1,8 @@
+from __future__ import annotations
+
 import json
 import os
-from pathlib import Path
+from typing import TYPE_CHECKING
 
 import pytest
 
@@ -15,6 +17,9 @@
 )
 from tests.lib.direct_url import get_created_direct_url_path
 
+if TYPE_CHECKING:
+    from pathlib import Path
+
 
 @pytest.fixture(scope="session")
 def simple_script(
diff --git a/tests/functional/test_new_resolver.py b/tests/functional/test_new_resolver.py
index afe07cbf3ec..63f3f65e957 100644
--- a/tests/functional/test_new_resolver.py
+++ b/tests/functional/test_new_resolver.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import os
 import pathlib
 import sys
@@ -7,7 +9,6 @@
 import pytest
 from packaging.utils import canonicalize_name
 
-from tests.conftest import ScriptFactory
 from tests.lib import (
     PipTestEnvironment,
     create_basic_sdist_for_package,
@@ -15,12 +16,14 @@
     create_test_package_with_setup,
 )
 from tests.lib.direct_url import get_created_direct_url
-from tests.lib.venv import VirtualEnvironment
 from tests.lib.wheel import make_wheel
 
 if TYPE_CHECKING:
     from typing import Protocol
 
+    from tests.conftest import ScriptFactory
+    from tests.lib.venv import VirtualEnvironment
+
 MakeFakeWheel = Callable[[str, str, str], pathlib.Path]
 
 
diff --git a/tests/functional/test_new_resolver_errors.py b/tests/functional/test_new_resolver_errors.py
index 5976de52e39..8c22fdc5c23 100644
--- a/tests/functional/test_new_resolver_errors.py
+++ b/tests/functional/test_new_resolver_errors.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import pathlib
 import sys
 
diff --git a/tests/functional/test_new_resolver_hashes.py b/tests/functional/test_new_resolver_hashes.py
index d26def14ae9..52913e5f0c8 100644
--- a/tests/functional/test_new_resolver_hashes.py
+++ b/tests/functional/test_new_resolver_hashes.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import collections
 import hashlib
 
diff --git a/tests/functional/test_new_resolver_target.py b/tests/functional/test_new_resolver_target.py
index a81cfe5e83d..110625fcc83 100644
--- a/tests/functional/test_new_resolver_target.py
+++ b/tests/functional/test_new_resolver_target.py
@@ -1,12 +1,16 @@
+from __future__ import annotations
+
 from pathlib import Path
-from typing import Callable, Optional
+from typing import TYPE_CHECKING, Callable, Optional
 
 import pytest
 
 from pip._internal.cli.status_codes import ERROR, SUCCESS
-from tests.lib import PipTestEnvironment
 from tests.lib.wheel import make_wheel
 
+if TYPE_CHECKING:
+    from tests.lib import PipTestEnvironment
+
 MakeFakeWheel = Callable[[str], str]
 
 
diff --git a/tests/functional/test_new_resolver_user.py b/tests/functional/test_new_resolver_user.py
index 4cd06311348..df93384131e 100644
--- a/tests/functional/test_new_resolver_user.py
+++ b/tests/functional/test_new_resolver_user.py
@@ -1,10 +1,15 @@
+from __future__ import annotations
+
 import os
 import textwrap
+from typing import TYPE_CHECKING
 
 import pytest
 
 from tests.lib import PipTestEnvironment, create_basic_wheel_for_package
-from tests.lib.venv import VirtualEnvironment
+
+if TYPE_CHECKING:
+    from tests.lib.venv import VirtualEnvironment
 
 
 @pytest.mark.usefixtures("enable_user_site")
diff --git a/tests/functional/test_no_color.py b/tests/functional/test_no_color.py
index 4094bdd167a..cf5d604a3ee 100644
--- a/tests/functional/test_no_color.py
+++ b/tests/functional/test_no_color.py
@@ -1,14 +1,18 @@
 """
 Test specific for the --no-color option
 """
+from __future__ import annotations
+
 import os
 import shutil
 import subprocess
 import sys
+from typing import TYPE_CHECKING
 
 import pytest
 
-from tests.lib import PipTestEnvironment
+if TYPE_CHECKING:
+    from tests.lib import PipTestEnvironment
 
 
 @pytest.mark.skipif(shutil.which("script") is None, reason="no 'script' executable")
diff --git a/tests/functional/test_pep517.py b/tests/functional/test_pep517.py
index 78a6c2bbc6c..c3e70aff2c3 100644
--- a/tests/functional/test_pep517.py
+++ b/tests/functional/test_pep517.py
@@ -1,6 +1,7 @@
+from __future__ import annotations
+
 import os
-from pathlib import Path
-from typing import Any, Dict, List, Optional, Tuple
+from typing import TYPE_CHECKING, Any, Dict, List, Optional, Tuple
 
 import pytest
 import tomli_w
@@ -14,6 +15,9 @@
     make_test_finder,
 )
 
+if TYPE_CHECKING:
+    from pathlib import Path
+
 
 def make_project(
     tmpdir: Path,
diff --git a/tests/functional/test_pep660.py b/tests/functional/test_pep660.py
index 8418b26894c..6311b9cd61d 100644
--- a/tests/functional/test_pep660.py
+++ b/tests/functional/test_pep660.py
@@ -1,10 +1,14 @@
+from __future__ import annotations
+
 import os
-from pathlib import Path
-from typing import Any, Dict
+from typing import TYPE_CHECKING, Any, Dict
 
 import tomli_w
 
-from tests.lib import PipTestEnvironment
+if TYPE_CHECKING:
+    from pathlib import Path
+
+    from tests.lib import PipTestEnvironment
 
 SETUP_PY = """
 from setuptools import setup
diff --git a/tests/functional/test_pep668.py b/tests/functional/test_pep668.py
index 3c1085668fc..2ed96b6320f 100644
--- a/tests/functional/test_pep668.py
+++ b/tests/functional/test_pep668.py
@@ -1,12 +1,17 @@
+from __future__ import annotations
+
 import json
-import pathlib
 import textwrap
-from typing import List
+from typing import TYPE_CHECKING, List
 
 import pytest
 
 from tests.lib import PipTestEnvironment, create_basic_wheel_for_package
-from tests.lib.venv import VirtualEnvironment
+
+if TYPE_CHECKING:
+    import pathlib
+
+    from tests.lib.venv import VirtualEnvironment
 
 
 @pytest.fixture()
diff --git a/tests/functional/test_pip_runner_script.py b/tests/functional/test_pip_runner_script.py
index f2f879b824d..817c6905b4c 100644
--- a/tests/functional/test_pip_runner_script.py
+++ b/tests/functional/test_pip_runner_script.py
@@ -1,8 +1,14 @@
+from __future__ import annotations
+
 import os
-from pathlib import Path
+from typing import TYPE_CHECKING
 
 from pip import __version__
-from tests.lib import PipTestEnvironment
+
+if TYPE_CHECKING:
+    from pathlib import Path
+
+    from tests.lib import PipTestEnvironment
 
 
 def test_runner_work_in_environments_with_no_pip(
diff --git a/tests/functional/test_python_option.py b/tests/functional/test_python_option.py
index ecfd819eb7c..303c15db55b 100644
--- a/tests/functional/test_python_option.py
+++ b/tests/functional/test_python_option.py
@@ -1,9 +1,14 @@
+from __future__ import annotations
+
 import json
 import os
-from pathlib import Path
+from typing import TYPE_CHECKING
 from venv import EnvBuilder
 
-from tests.lib import PipTestEnvironment, TestData
+if TYPE_CHECKING:
+    from pathlib import Path
+
+    from tests.lib import PipTestEnvironment, TestData
 
 
 def test_python_interpreter(
diff --git a/tests/functional/test_search.py b/tests/functional/test_search.py
index 3f784e5dd1c..0a3721ed6cc 100644
--- a/tests/functional/test_search.py
+++ b/tests/functional/test_search.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import logging
 from typing import TYPE_CHECKING, Dict, List
 from unittest import mock
@@ -7,10 +9,10 @@
 from pip._internal.cli.status_codes import NO_MATCHES_FOUND, SUCCESS
 from pip._internal.commands import create_command
 from pip._internal.commands.search import highest_version, print_results, transform_hits
-from tests.lib import PipTestEnvironment
 
 if TYPE_CHECKING:
     from pip._internal.commands.search import TransformedHit
+    from tests.lib import PipTestEnvironment
 
 
 def test_version_compare() -> None:
diff --git a/tests/functional/test_show.py b/tests/functional/test_show.py
index 05fccbbe327..06826c43d8f 100644
--- a/tests/functional/test_show.py
+++ b/tests/functional/test_show.py
@@ -1,7 +1,9 @@
+from __future__ import annotations
+
 import os
-import pathlib
 import re
 import textwrap
+from typing import TYPE_CHECKING
 
 from pip import __version__
 from pip._internal.commands.show import search_packages_info
@@ -13,6 +15,9 @@
     pyversion,
 )
 
+if TYPE_CHECKING:
+    import pathlib
+
 
 def test_basic_show(script: PipTestEnvironment) -> None:
     """
diff --git a/tests/functional/test_truststore.py b/tests/functional/test_truststore.py
index cc90343b52d..a88a69deddc 100644
--- a/tests/functional/test_truststore.py
+++ b/tests/functional/test_truststore.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import sys
 from typing import Any, Callable
 
diff --git a/tests/functional/test_uninstall.py b/tests/functional/test_uninstall.py
index 69e340a5675..218a174afa6 100644
--- a/tests/functional/test_uninstall.py
+++ b/tests/functional/test_uninstall.py
@@ -1,11 +1,12 @@
+from __future__ import annotations
+
 import logging
 import os
 import sys
 import textwrap
 from os.path import join, normpath
-from pathlib import Path
 from tempfile import mkdtemp
-from typing import Any, Iterator
+from typing import TYPE_CHECKING, Any, Iterator
 from unittest.mock import Mock
 
 import pytest
@@ -21,6 +22,9 @@
 )
 from tests.lib.local_repos import local_checkout, local_repo
 
+if TYPE_CHECKING:
+    from pathlib import Path
+
 
 @pytest.mark.network
 def test_basic_uninstall(script: PipTestEnvironment) -> None:
diff --git a/tests/functional/test_uninstall_user.py b/tests/functional/test_uninstall_user.py
index 0bf2e6d4180..60f65884f26 100644
--- a/tests/functional/test_uninstall_user.py
+++ b/tests/functional/test_uninstall_user.py
@@ -1,15 +1,20 @@
 """
 tests specific to uninstalling --user installs
 """
+from __future__ import annotations
+
 from os.path import isdir, isfile, normcase
+from typing import TYPE_CHECKING
 
 import pytest
 
 from tests.functional.test_install_user import _patch_dist_in_site_packages
 from tests.lib import PipTestEnvironment, TestData, assert_all_changes
-from tests.lib.venv import VirtualEnvironment
 from tests.lib.wheel import make_wheel
 
+if TYPE_CHECKING:
+    from tests.lib.venv import VirtualEnvironment
+
 
 @pytest.mark.usefixtures("enable_user_site")
 class Tests_UninstallUserSite:
diff --git a/tests/functional/test_vcs_bazaar.py b/tests/functional/test_vcs_bazaar.py
index 63955d6e701..ddcb71f074b 100644
--- a/tests/functional/test_vcs_bazaar.py
+++ b/tests/functional/test_vcs_bazaar.py
@@ -1,10 +1,11 @@
 """
 Contains functional tests of the Bazaar class.
 """
+from __future__ import annotations
 
 import os
 import sys
-from pathlib import Path
+from typing import TYPE_CHECKING
 
 import pytest
 
@@ -12,6 +13,9 @@
 from pip._internal.vcs.versioncontrol import RemoteNotFoundError
 from tests.lib import PipTestEnvironment, is_bzr_installed, need_bzr
 
+if TYPE_CHECKING:
+    from pathlib import Path
+
 
 @pytest.mark.skipif(
     sys.platform == "win32" or "CI" not in os.environ,
diff --git a/tests/functional/test_vcs_git.py b/tests/functional/test_vcs_git.py
index da4d9583f0f..28d50bf89cf 100644
--- a/tests/functional/test_vcs_git.py
+++ b/tests/functional/test_vcs_git.py
@@ -1,10 +1,11 @@
 """
 Contains functional tests of the Git class.
 """
+from __future__ import annotations
+
 import logging
 import os
-import pathlib
-from typing import List, Optional, Tuple
+from typing import TYPE_CHECKING, List, Optional, Tuple
 from unittest.mock import Mock, patch
 
 import pytest
@@ -14,6 +15,9 @@
 from pip._internal.vcs.git import Git, RemoteNotFoundError
 from tests.lib import PipTestEnvironment, _create_test_package, _git_commit
 
+if TYPE_CHECKING:
+    import pathlib
+
 
 def test_get_backend_for_scheme() -> None:
     assert vcs.get_backend_for_scheme("git+https") is vcs.get_backend("Git")
diff --git a/tests/functional/test_vcs_mercurial.py b/tests/functional/test_vcs_mercurial.py
index 9a909e71f24..72906670bad 100644
--- a/tests/functional/test_vcs_mercurial.py
+++ b/tests/functional/test_vcs_mercurial.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import os
 
 from pip._internal.vcs.mercurial import Mercurial
diff --git a/tests/functional/test_vcs_subversion.py b/tests/functional/test_vcs_subversion.py
index 05c20c7c145..5c1787b59cd 100644
--- a/tests/functional/test_vcs_subversion.py
+++ b/tests/functional/test_vcs_subversion.py
@@ -1,4 +1,6 @@
-from pathlib import Path
+from __future__ import annotations
+
+from typing import TYPE_CHECKING
 
 import pytest
 
@@ -6,6 +8,9 @@
 from pip._internal.vcs.versioncontrol import RemoteNotFoundError
 from tests.lib import PipTestEnvironment, _create_svn_repo, need_svn
 
+if TYPE_CHECKING:
+    from pathlib import Path
+
 
 @need_svn
 def test_get_remote_url__no_remote(script: PipTestEnvironment, tmpdir: Path) -> None:
diff --git a/tests/functional/test_warning.py b/tests/functional/test_warning.py
index c47443ca903..1f82423cde4 100644
--- a/tests/functional/test_warning.py
+++ b/tests/functional/test_warning.py
@@ -1,11 +1,16 @@
+from __future__ import annotations
+
 import os
 import sys
 import textwrap
-from pathlib import Path
+from typing import TYPE_CHECKING
 
 import pytest
 
-from tests.lib import PipTestEnvironment
+if TYPE_CHECKING:
+    from pathlib import Path
+
+    from tests.lib import PipTestEnvironment
 
 
 @pytest.fixture
diff --git a/tests/functional/test_wheel.py b/tests/functional/test_wheel.py
index b1183fc830b..0b4387cb41c 100644
--- a/tests/functional/test_wheel.py
+++ b/tests/functional/test_wheel.py
@@ -1,8 +1,10 @@
 """'pip wheel' tests"""
+from __future__ import annotations
+
 import os
 import re
 import sys
-from pathlib import Path
+from typing import TYPE_CHECKING
 
 import pytest
 
@@ -13,6 +15,9 @@
     pyversion,
 )
 
+if TYPE_CHECKING:
+    from pathlib import Path
+
 
 def add_files_to_dist_directory(folder: Path) -> None:
     (folder / "dist").mkdir(parents=True)
diff --git a/tests/lib/__init__.py b/tests/lib/__init__.py
index ea755c83812..863e6126b38 100644
--- a/tests/lib/__init__.py
+++ b/tests/lib/__init__.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import json
 import os
 import pathlib
@@ -39,15 +41,16 @@
 from pip._internal.locations import get_major_minor_version
 from pip._internal.models.search_scope import SearchScope
 from pip._internal.models.selection_prefs import SelectionPreferences
-from pip._internal.models.target_python import TargetPython
 from pip._internal.network.session import PipSession
 from pip._internal.utils.egg_link import _egg_link_names
-from tests.lib.venv import VirtualEnvironment
 from tests.lib.wheel import make_wheel
 
 if TYPE_CHECKING:
     from typing import Literal, Protocol
 
+    from pip._internal.models.target_python import TargetPython
+    from tests.lib.venv import VirtualEnvironment
+
     ResolverVariant = Literal["resolvelib", "legacy"]
 else:  # TODO: Remove this branch when dropping support for Python 3.7.
     Protocol = object  # Protocol was introduced in Python 3.8.
diff --git a/tests/lib/certs.py b/tests/lib/certs.py
index 9e6542d2d57..96c5f9ae5d3 100644
--- a/tests/lib/certs.py
+++ b/tests/lib/certs.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 from datetime import datetime, timedelta, timezone
 from typing import Tuple
 
diff --git a/tests/lib/compat.py b/tests/lib/compat.py
index 866ac7a7734..da4fad5e976 100644
--- a/tests/lib/compat.py
+++ b/tests/lib/compat.py
@@ -1,4 +1,5 @@
 # mypy: no-warn-unused-ignores
+from __future__ import annotations
 
 import contextlib
 import signal
diff --git a/tests/lib/configuration_helpers.py b/tests/lib/configuration_helpers.py
index b6e398c5bf1..dc5d8ba8e5b 100644
--- a/tests/lib/configuration_helpers.py
+++ b/tests/lib/configuration_helpers.py
@@ -1,5 +1,6 @@
 """Helpers for tests that check configuration
 """
+from __future__ import annotations
 
 import contextlib
 import functools
diff --git a/tests/lib/direct_url.py b/tests/lib/direct_url.py
index e0dac032062..4d4bd28cbeb 100644
--- a/tests/lib/direct_url.py
+++ b/tests/lib/direct_url.py
@@ -1,10 +1,15 @@
+from __future__ import annotations
+
 import os
 import re
-from pathlib import Path
-from typing import Optional
+from typing import TYPE_CHECKING, Optional
 
 from pip._internal.models.direct_url import DIRECT_URL_METADATA_NAME, DirectUrl
-from tests.lib import TestPipResult
+
+if TYPE_CHECKING:
+    from pathlib import Path
+
+    from tests.lib import TestPipResult
 
 
 def get_created_direct_url_path(result: TestPipResult, pkg: str) -> Optional[Path]:
diff --git a/tests/lib/filesystem.py b/tests/lib/filesystem.py
index 5f8fe519d5d..60a5e30af3e 100644
--- a/tests/lib/filesystem.py
+++ b/tests/lib/filesystem.py
@@ -1,5 +1,7 @@
 """Helpers for filesystem-dependent tests.
 """
+from __future__ import annotations
+
 import os
 from functools import partial
 from itertools import chain
diff --git a/tests/lib/git_submodule_helpers.py b/tests/lib/git_submodule_helpers.py
index 12b40c60768..2ef523666e5 100644
--- a/tests/lib/git_submodule_helpers.py
+++ b/tests/lib/git_submodule_helpers.py
@@ -1,10 +1,14 @@
+from __future__ import annotations
+
 import os
 import textwrap
-from pathlib import Path
-from typing import Tuple
+from typing import TYPE_CHECKING, Tuple
 
 from tests.lib import PipTestEnvironment, _create_main_file, _git_commit
 
+if TYPE_CHECKING:
+    from pathlib import Path
+
 
 def _create_test_package_submodule(env: PipTestEnvironment) -> Path:
     env.scratch_path.joinpath("version_pkg_submodule").mkdir()
diff --git a/tests/lib/index.py b/tests/lib/index.py
index 17282bc562f..fbba7b5c3f2 100644
--- a/tests/lib/index.py
+++ b/tests/lib/index.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 from typing import Optional
 
 from pip._internal.models.candidate import InstallationCandidate
diff --git a/tests/lib/local_repos.py b/tests/lib/local_repos.py
index a8cf4aa6c74..32c5d6ac7ed 100644
--- a/tests/lib/local_repos.py
+++ b/tests/lib/local_repos.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import os
 import subprocess
 import urllib.request
diff --git a/tests/lib/options_helpers.py b/tests/lib/options_helpers.py
index 4444fa3e97b..7b86178a64c 100644
--- a/tests/lib/options_helpers.py
+++ b/tests/lib/options_helpers.py
@@ -1,13 +1,16 @@
 """Provides helper classes for testing option handling in pip
 """
+from __future__ import annotations
 
-from optparse import Values
-from typing import List, Tuple
+from typing import TYPE_CHECKING, List, Tuple
 
 from pip._internal.cli import cmdoptions
 from pip._internal.cli.base_command import Command
 from pip._internal.commands import CommandInfo, commands_dict
 
+if TYPE_CHECKING:
+    from optparse import Values
+
 
 class FakeCommand(Command):
     def main(  # type: ignore[override]
diff --git a/tests/lib/requests_mocks.py b/tests/lib/requests_mocks.py
index a70a9b2b048..e777fd2214d 100644
--- a/tests/lib/requests_mocks.py
+++ b/tests/lib/requests_mocks.py
@@ -1,5 +1,6 @@
 """Helper classes as mocks for requests objects.
 """
+from __future__ import annotations
 
 from io import BytesIO
 from typing import Any, Callable, Dict, Iterator, List, Optional
diff --git a/tests/lib/server.py b/tests/lib/server.py
index 96ac5930dc9..03fbf473028 100644
--- a/tests/lib/server.py
+++ b/tests/lib/server.py
@@ -1,4 +1,5 @@
-import pathlib
+from __future__ import annotations
+
 import ssl
 import threading
 from base64 import b64encode
@@ -13,6 +14,8 @@
 from .compat import blocked_signals
 
 if TYPE_CHECKING:
+    import pathlib
+
     from _typeshed.wsgi import StartResponse, WSGIApplication, WSGIEnvironment
 
 Body = Iterable[bytes]
diff --git a/tests/lib/test_lib.py b/tests/lib/test_lib.py
index c01c1beb883..91a0de00544 100644
--- a/tests/lib/test_lib.py
+++ b/tests/lib/test_lib.py
@@ -1,4 +1,6 @@
 """Test the test support."""
+from __future__ import annotations
+
 import filecmp
 import pathlib
 import re
diff --git a/tests/lib/test_wheel.py b/tests/lib/test_wheel.py
index ffe96cc4335..f26cfcb63af 100644
--- a/tests/lib/test_wheel.py
+++ b/tests/lib/test_wheel.py
@@ -1,10 +1,11 @@
 """Tests for wheel helper.
 """
+from __future__ import annotations
+
 import csv
 from email import message_from_string
-from email.message import Message
 from functools import partial
-from pathlib import Path
+from typing import TYPE_CHECKING
 from zipfile import ZipFile
 
 from tests.lib.wheel import (
@@ -16,6 +17,10 @@
     message_from_dict,
 )
 
+if TYPE_CHECKING:
+    from email.message import Message
+    from pathlib import Path
+
 
 def test_message_from_dict_one_value() -> None:
     message = message_from_dict({"a": "1"})
diff --git a/tests/lib/venv.py b/tests/lib/venv.py
index 12aa739db23..a0b88e1a0ce 100644
--- a/tests/lib/venv.py
+++ b/tests/lib/venv.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import compileall
 import os
 import shutil
diff --git a/tests/lib/wheel.py b/tests/lib/wheel.py
index a4efe53b404..574cfd28043 100644
--- a/tests/lib/wheel.py
+++ b/tests/lib/wheel.py
@@ -1,5 +1,7 @@
 """Helper for building wheels as would be in test cases.
 """
+from __future__ import annotations
+
 import csv
 import itertools
 from base64 import urlsafe_b64encode
diff --git a/tests/unit/metadata/test_metadata.py b/tests/unit/metadata/test_metadata.py
index ccc8ceb2e75..f29113ca014 100644
--- a/tests/unit/metadata/test_metadata.py
+++ b/tests/unit/metadata/test_metadata.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import logging
 import os
 from pathlib import Path
diff --git a/tests/unit/metadata/test_metadata_pkg_resources.py b/tests/unit/metadata/test_metadata_pkg_resources.py
index ab1a56107f4..ba85eca521e 100644
--- a/tests/unit/metadata/test_metadata_pkg_resources.py
+++ b/tests/unit/metadata/test_metadata_pkg_resources.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import email.message
 import itertools
 from typing import List, cast
diff --git a/tests/unit/resolution_resolvelib/conftest.py b/tests/unit/resolution_resolvelib/conftest.py
index a4ee32444e2..8b869addace 100644
--- a/tests/unit/resolution_resolvelib/conftest.py
+++ b/tests/unit/resolution_resolvelib/conftest.py
@@ -1,4 +1,6 @@
-from typing import Iterator
+from __future__ import annotations
+
+from typing import TYPE_CHECKING, Iterator
 
 import pytest
 
@@ -12,12 +14,14 @@
 from pip._internal.models.selection_prefs import SelectionPreferences
 from pip._internal.network.session import PipSession
 from pip._internal.operations.build.build_tracker import get_build_tracker
-from pip._internal.operations.prepare import RequirementPreparer
 from pip._internal.req.constructors import install_req_from_line
 from pip._internal.resolution.resolvelib.factory import Factory
 from pip._internal.resolution.resolvelib.provider import PipProvider
 from pip._internal.utils.temp_dir import TempDirectory, global_tempdir_manager
-from tests.lib import TestData
+
+if TYPE_CHECKING:
+    from pip._internal.operations.prepare import RequirementPreparer
+    from tests.lib import TestData
 
 
 @pytest.fixture
diff --git a/tests/unit/resolution_resolvelib/test_provider.py b/tests/unit/resolution_resolvelib/test_provider.py
index ab1dc74caa3..eccb821274b 100644
--- a/tests/unit/resolution_resolvelib/test_provider.py
+++ b/tests/unit/resolution_resolvelib/test_provider.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 from typing import TYPE_CHECKING, List, Optional
 
 from pip._vendor.resolvelib.resolvers import RequirementInformation
@@ -5,11 +7,11 @@
 from pip._internal.models.candidate import InstallationCandidate
 from pip._internal.models.link import Link
 from pip._internal.req.constructors import install_req_from_req_string
-from pip._internal.resolution.resolvelib.factory import Factory
 from pip._internal.resolution.resolvelib.provider import PipProvider
 from pip._internal.resolution.resolvelib.requirements import SpecifierRequirement
 
 if TYPE_CHECKING:
+    from pip._internal.resolution.resolvelib.factory import Factory
     from pip._internal.resolution.resolvelib.provider import PreferenceInformation
 
 
diff --git a/tests/unit/resolution_resolvelib/test_requirement.py b/tests/unit/resolution_resolvelib/test_requirement.py
index b8cd13cb566..b17a6a4133e 100644
--- a/tests/unit/resolution_resolvelib/test_requirement.py
+++ b/tests/unit/resolution_resolvelib/test_requirement.py
@@ -1,14 +1,19 @@
+from __future__ import annotations
+
 import os
-from pathlib import Path
-from typing import Iterator, List, Tuple
+from typing import TYPE_CHECKING, Iterator, List, Tuple
 
 import pytest
 from pip._vendor.resolvelib import BaseReporter, Resolver
 
 from pip._internal.resolution.resolvelib.base import Candidate, Constraint, Requirement
-from pip._internal.resolution.resolvelib.factory import Factory
-from pip._internal.resolution.resolvelib.provider import PipProvider
-from tests.lib import TestData
+
+if TYPE_CHECKING:
+    from pathlib import Path
+
+    from pip._internal.resolution.resolvelib.factory import Factory
+    from pip._internal.resolution.resolvelib.provider import PipProvider
+    from tests.lib import TestData
 
 # NOTE: All tests are prefixed `test_rlr` (for "test resolvelib resolver").
 #       This helps select just these tests using pytest's `-k` option, and
diff --git a/tests/unit/resolution_resolvelib/test_resolver.py b/tests/unit/resolution_resolvelib/test_resolver.py
index 87c2b5f3533..5a3f6ca9eb2 100644
--- a/tests/unit/resolution_resolvelib/test_resolver.py
+++ b/tests/unit/resolution_resolvelib/test_resolver.py
@@ -1,4 +1,6 @@
-from typing import Dict, List, Optional, Set, Tuple, cast
+from __future__ import annotations
+
+from typing import TYPE_CHECKING, Dict, List, Optional, Set, Tuple, cast
 from unittest import mock
 
 import pytest
@@ -6,8 +8,6 @@
 from pip._vendor.resolvelib.resolvers import Result
 from pip._vendor.resolvelib.structs import DirectedGraph
 
-from pip._internal.index.package_finder import PackageFinder
-from pip._internal.operations.prepare import RequirementPreparer
 from pip._internal.req.constructors import install_req_from_line
 from pip._internal.req.req_set import RequirementSet
 from pip._internal.resolution.resolvelib.resolver import (
@@ -15,6 +15,10 @@
     get_topological_weights,
 )
 
+if TYPE_CHECKING:
+    from pip._internal.index.package_finder import PackageFinder
+    from pip._internal.operations.prepare import RequirementPreparer
+
 
 @pytest.fixture()
 def resolver(preparer: RequirementPreparer, finder: PackageFinder) -> Resolver:
diff --git a/tests/unit/test_appdirs.py b/tests/unit/test_appdirs.py
index fd3ea143bcb..e83a3b7e6e8 100644
--- a/tests/unit/test_appdirs.py
+++ b/tests/unit/test_appdirs.py
@@ -1,4 +1,5 @@
 # mypy: no-warn-unused-ignores
+from __future__ import annotations
 
 import os
 import sys
diff --git a/tests/unit/test_base_command.py b/tests/unit/test_base_command.py
index 44dae384a75..7c42b38ea59 100644
--- a/tests/unit/test_base_command.py
+++ b/tests/unit/test_base_command.py
@@ -1,9 +1,9 @@
+from __future__ import annotations
+
 import logging
 import os
 import time
-from optparse import Values
-from pathlib import Path
-from typing import Callable, Iterator, List, NoReturn, Optional
+from typing import TYPE_CHECKING, Callable, Iterator, List, NoReturn, Optional
 from unittest.mock import Mock, patch
 
 import pytest
@@ -14,6 +14,10 @@
 from pip._internal.utils.logging import BrokenStdoutLoggingError
 from pip._internal.utils.temp_dir import TempDirectory
 
+if TYPE_CHECKING:
+    from optparse import Values
+    from pathlib import Path
+
 
 @pytest.fixture
 def fixed_time() -> Iterator[None]:
diff --git a/tests/unit/test_cache.py b/tests/unit/test_cache.py
index d0fee69c39b..3891ca345a5 100644
--- a/tests/unit/test_cache.py
+++ b/tests/unit/test_cache.py
@@ -1,5 +1,7 @@
+from __future__ import annotations
+
 import os
-from pathlib import Path
+from typing import TYPE_CHECKING
 
 from pip._vendor.packaging.tags import Tag, interpreter_name, interpreter_version
 
@@ -7,6 +9,9 @@
 from pip._internal.models.link import Link
 from pip._internal.utils.misc import ensure_dir
 
+if TYPE_CHECKING:
+    from pathlib import Path
+
 
 def test_falsey_path_none() -> None:
     wc = WheelCache("")
diff --git a/tests/unit/test_cmdoptions.py b/tests/unit/test_cmdoptions.py
index 8c33ca8c18d..fa7fff73745 100644
--- a/tests/unit/test_cmdoptions.py
+++ b/tests/unit/test_cmdoptions.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import os
 from pathlib import Path
 from typing import Optional, Tuple
diff --git a/tests/unit/test_collector.py b/tests/unit/test_collector.py
index dae083efee1..6903dad7b49 100644
--- a/tests/unit/test_collector.py
+++ b/tests/unit/test_collector.py
@@ -1,12 +1,13 @@
+from __future__ import annotations
+
 import itertools
 import json
 import logging
 import os
 import re
 import uuid
-from pathlib import Path
 from textwrap import dedent
-from typing import Dict, List, Optional, Tuple
+from typing import TYPE_CHECKING, Dict, List, Optional, Tuple
 from unittest import mock
 
 import pytest
@@ -37,6 +38,9 @@
 from pip._internal.network.session import PipSession
 from tests.lib import TestData, make_test_link_collector
 
+if TYPE_CHECKING:
+    from pathlib import Path
+
 ACCEPT = ", ".join(
     [
         "application/vnd.pypi.simple.v1+json",
diff --git a/tests/unit/test_command_install.py b/tests/unit/test_command_install.py
index 5e7889fe16b..c92eff42872 100644
--- a/tests/unit/test_command_install.py
+++ b/tests/unit/test_command_install.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import errno
 from unittest import mock
 
diff --git a/tests/unit/test_commands.py b/tests/unit/test_commands.py
index 7a5c4e8319d..d82dff14ed9 100644
--- a/tests/unit/test_commands.py
+++ b/tests/unit/test_commands.py
@@ -1,9 +1,10 @@
-from typing import Callable, List
+from __future__ import annotations
+
+from typing import TYPE_CHECKING, Callable, List
 from unittest import mock
 
 import pytest
 
-from pip._internal.cli.base_command import Command
 from pip._internal.cli.req_command import (
     IndexGroupCommand,
     RequirementCommand,
@@ -11,6 +12,9 @@
 )
 from pip._internal.commands import commands_dict, create_command
 
+if TYPE_CHECKING:
+    from pip._internal.cli.base_command import Command
+
 # These are the expected names of the commands whose classes inherit from
 # IndexGroupCommand.
 EXPECTED_INDEX_GROUP_COMMANDS = ["download", "index", "install", "list", "wheel"]
diff --git a/tests/unit/test_compat.py b/tests/unit/test_compat.py
index b7f46ca9000..6ad0fdbc422 100644
--- a/tests/unit/test_compat.py
+++ b/tests/unit/test_compat.py
@@ -1,10 +1,15 @@
+from __future__ import annotations
+
 import os
-from pathlib import Path
+from typing import TYPE_CHECKING
 
 import pytest
 
 from pip._internal.utils.compat import get_path_uid
 
+if TYPE_CHECKING:
+    from pathlib import Path
+
 
 def test_get_path_uid() -> None:
     path = os.getcwd()
diff --git a/tests/unit/test_configuration.py b/tests/unit/test_configuration.py
index 1a0acb7b411..bee5a953b00 100644
--- a/tests/unit/test_configuration.py
+++ b/tests/unit/test_configuration.py
@@ -1,5 +1,6 @@
 """Tests for all things related to the configuration
 """
+from __future__ import annotations
 
 import re
 from unittest.mock import MagicMock
diff --git a/tests/unit/test_direct_url.py b/tests/unit/test_direct_url.py
index 151e0a30f5b..06b4b6e4956 100644
--- a/tests/unit/test_direct_url.py
+++ b/tests/unit/test_direct_url.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import pytest
 
 from pip._internal.models.direct_url import (
diff --git a/tests/unit/test_direct_url_helpers.py b/tests/unit/test_direct_url_helpers.py
index 692ee299c02..1eb89add11f 100644
--- a/tests/unit/test_direct_url_helpers.py
+++ b/tests/unit/test_direct_url_helpers.py
@@ -1,6 +1,8 @@
+from __future__ import annotations
+
 import os
 from functools import partial
-from pathlib import Path
+from typing import TYPE_CHECKING
 from unittest import mock
 
 from pip._internal.models.direct_url import ArchiveInfo, DirectUrl, DirInfo, VcsInfo
@@ -11,6 +13,9 @@
 )
 from pip._internal.vcs.git import Git
 
+if TYPE_CHECKING:
+    from pathlib import Path
+
 
 def test_as_pep440_requirement_archive() -> None:
     direct_url = DirectUrl(
diff --git a/tests/unit/test_exceptions.py b/tests/unit/test_exceptions.py
index 6510b569e5f..92198f6566d 100644
--- a/tests/unit/test_exceptions.py
+++ b/tests/unit/test_exceptions.py
@@ -1,18 +1,21 @@
 """Tests the presentation style of exceptions."""
+from __future__ import annotations
 
 import io
 import locale
 import logging
-import pathlib
 import sys
 import textwrap
-from typing import Optional, Tuple
+from typing import TYPE_CHECKING, Optional, Tuple
 
 import pytest
 from pip._vendor import rich
 
 from pip._internal.exceptions import DiagnosticPipError, ExternallyManagedEnvironment
 
+if TYPE_CHECKING:
+    import pathlib
+
 
 class TestDiagnosticPipErrorCreation:
     def test_fails_without_reference(self) -> None:
diff --git a/tests/unit/test_finder.py b/tests/unit/test_finder.py
index 3404d1498e3..6aaef203147 100644
--- a/tests/unit/test_finder.py
+++ b/tests/unit/test_finder.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import logging
 from typing import Iterable
 from unittest.mock import Mock, patch
@@ -12,10 +14,10 @@
 from pip._internal.index.package_finder import (
     CandidateEvaluator,
     InstallationCandidate,
-    Link,
     LinkEvaluator,
     LinkType,
 )
+from pip._internal.models.link import Link
 from pip._internal.models.target_python import TargetPython
 from pip._internal.req.constructors import install_req_from_line
 from tests.lib import TestData, make_test_finder
diff --git a/tests/unit/test_format_control.py b/tests/unit/test_format_control.py
index 33a03729db5..f8b76c589e6 100644
--- a/tests/unit/test_format_control.py
+++ b/tests/unit/test_format_control.py
@@ -1,5 +1,6 @@
-from optparse import Values
-from typing import FrozenSet, List, Set
+from __future__ import annotations
+
+from typing import TYPE_CHECKING, FrozenSet, List, Set
 
 import pytest
 
@@ -8,6 +9,9 @@
 from pip._internal.cli.status_codes import SUCCESS
 from pip._internal.models.format_control import FormatControl
 
+if TYPE_CHECKING:
+    from optparse import Values
+
 
 class SimpleCommand(Command):
     def __init__(self) -> None:
diff --git a/tests/unit/test_index.py b/tests/unit/test_index.py
index 78837b94e8b..4d29a7a7f06 100644
--- a/tests/unit/test_index.py
+++ b/tests/unit/test_index.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import logging
 from typing import FrozenSet, List, Optional, Set, Tuple
 
diff --git a/tests/unit/test_link.py b/tests/unit/test_link.py
index a379d877b2c..ddf1e186115 100644
--- a/tests/unit/test_link.py
+++ b/tests/unit/test_link.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 from typing import Optional
 
 import pytest
diff --git a/tests/unit/test_locations.py b/tests/unit/test_locations.py
index bd233b22aab..b2993d7e168 100644
--- a/tests/unit/test_locations.py
+++ b/tests/unit/test_locations.py
@@ -2,20 +2,24 @@
 locations.py tests
 
 """
+from __future__ import annotations
+
 import getpass
 import os
 import shutil
 import sys
 import sysconfig
 import tempfile
-from pathlib import Path
-from typing import Any, Dict
+from typing import TYPE_CHECKING, Any, Dict
 from unittest.mock import Mock
 
 import pytest
 
 from pip._internal.locations import SCHEME_KEYS, _should_use_sysconfig, get_scheme
 
+if TYPE_CHECKING:
+    from pathlib import Path
+
 if sys.platform == "win32":
     pwd = Mock()
 else:
diff --git a/tests/unit/test_logging.py b/tests/unit/test_logging.py
index 9d507d74277..71b1650918a 100644
--- a/tests/unit/test_logging.py
+++ b/tests/unit/test_logging.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import logging
 import time
 from threading import Thread
diff --git a/tests/unit/test_models.py b/tests/unit/test_models.py
index c5545e37d01..d313bd5f7a8 100644
--- a/tests/unit/test_models.py
+++ b/tests/unit/test_models.py
@@ -1,5 +1,6 @@
 """Tests for various classes in pip._internal.models
 """
+from __future__ import annotations
 
 from pip._vendor.packaging.version import parse as parse_version
 
diff --git a/tests/unit/test_models_wheel.py b/tests/unit/test_models_wheel.py
index c06525e089e..deb65855fae 100644
--- a/tests/unit/test_models_wheel.py
+++ b/tests/unit/test_models_wheel.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import pytest
 from pip._vendor.packaging.tags import Tag
 
diff --git a/tests/unit/test_network_auth.py b/tests/unit/test_network_auth.py
index 5c12d870156..e22102ad5e8 100644
--- a/tests/unit/test_network_auth.py
+++ b/tests/unit/test_network_auth.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import functools
 import os
 import subprocess
diff --git a/tests/unit/test_network_cache.py b/tests/unit/test_network_cache.py
index 6a816b30090..d501388b837 100644
--- a/tests/unit/test_network_cache.py
+++ b/tests/unit/test_network_cache.py
@@ -1,6 +1,7 @@
+from __future__ import annotations
+
 import os
-from pathlib import Path
-from typing import Iterator
+from typing import TYPE_CHECKING, Iterator
 from unittest.mock import Mock
 
 import pytest
@@ -8,6 +9,9 @@
 
 from pip._internal.network.cache import SafeFileCache
 
+if TYPE_CHECKING:
+    from pathlib import Path
+
 
 @pytest.fixture(scope="function")
 def cache_tmpdir(tmpdir: Path) -> Iterator[Path]:
diff --git a/tests/unit/test_network_download.py b/tests/unit/test_network_download.py
index 53200f2e511..010631dce2e 100644
--- a/tests/unit/test_network_download.py
+++ b/tests/unit/test_network_download.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import logging
 import sys
 from typing import Dict
diff --git a/tests/unit/test_network_lazy_wheel.py b/tests/unit/test_network_lazy_wheel.py
index 79e86321793..824e6017b2f 100644
--- a/tests/unit/test_network_lazy_wheel.py
+++ b/tests/unit/test_network_lazy_wheel.py
@@ -1,4 +1,6 @@
-from typing import Iterator
+from __future__ import annotations
+
+from typing import TYPE_CHECKING, Iterator
 
 from pip._vendor.packaging.version import Version
 from pytest import fixture, mark, raises
@@ -9,9 +11,11 @@
     dist_from_wheel_url,
 )
 from pip._internal.network.session import PipSession
-from tests.lib import TestData
 from tests.lib.server import MockServer, file_response
 
+if TYPE_CHECKING:
+    from tests.lib import TestData
+
 MYPY_0_782_WHL = (
     "https://files.pythonhosted.org/packages/9d/65/"
     "b96e844150ce18b9892b155b780248955ded13a2581d31872e7daa90a503/"
diff --git a/tests/unit/test_network_session.py b/tests/unit/test_network_session.py
index 2bb9317b762..ede35845397 100644
--- a/tests/unit/test_network_session.py
+++ b/tests/unit/test_network_session.py
@@ -1,7 +1,8 @@
+from __future__ import annotations
+
 import logging
 import os
-from pathlib import Path
-from typing import Any, List, Optional
+from typing import TYPE_CHECKING, Any, List, Optional
 from urllib.parse import urlparse
 from urllib.request import getproxies
 
@@ -12,6 +13,9 @@
 from pip._internal.models.link import Link
 from pip._internal.network.session import CI_ENVIRONMENT_VARIABLES, PipSession
 
+if TYPE_CHECKING:
+    from pathlib import Path
+
 
 def get_user_agent() -> str:
     return PipSession().headers["User-Agent"]
diff --git a/tests/unit/test_network_utils.py b/tests/unit/test_network_utils.py
index 380d5741ff6..cd068289c52 100644
--- a/tests/unit/test_network_utils.py
+++ b/tests/unit/test_network_utils.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import pytest
 
 from pip._internal.exceptions import NetworkConnectionError
diff --git a/tests/unit/test_operations_prepare.py b/tests/unit/test_operations_prepare.py
index d06733e8503..57f3982c6d5 100644
--- a/tests/unit/test_operations_prepare.py
+++ b/tests/unit/test_operations_prepare.py
@@ -1,9 +1,10 @@
+from __future__ import annotations
+
 import os
 import shutil
-from pathlib import Path
 from shutil import rmtree
 from tempfile import mkdtemp
-from typing import Any, Dict
+from typing import TYPE_CHECKING, Any, Dict
 from unittest.mock import Mock, patch
 
 import pytest
@@ -14,9 +15,13 @@
 from pip._internal.network.session import PipSession
 from pip._internal.operations.prepare import unpack_url
 from pip._internal.utils.hashes import Hashes
-from tests.lib import TestData
 from tests.lib.requests_mocks import MockResponse
 
+if TYPE_CHECKING:
+    from pathlib import Path
+
+    from tests.lib import TestData
+
 
 def test_unpack_url_with_urllib_response_without_content_type(data: TestData) -> None:
     """
diff --git a/tests/unit/test_options.py b/tests/unit/test_options.py
index 22ff7f721d7..69e55ccea67 100644
--- a/tests/unit/test_options.py
+++ b/tests/unit/test_options.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import os
 from contextlib import contextmanager
 from optparse import Values
diff --git a/tests/unit/test_packaging.py b/tests/unit/test_packaging.py
index 88277448c2c..6b1b53c1eaa 100644
--- a/tests/unit/test_packaging.py
+++ b/tests/unit/test_packaging.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 from typing import Optional, Tuple
 
 import pytest
diff --git a/tests/unit/test_pep517.py b/tests/unit/test_pep517.py
index 5eefbf4e77c..28098824a6e 100644
--- a/tests/unit/test_pep517.py
+++ b/tests/unit/test_pep517.py
@@ -1,12 +1,18 @@
+from __future__ import annotations
+
 import os
-from pathlib import Path
 from textwrap import dedent
+from typing import TYPE_CHECKING
 
 import pytest
 
 from pip._internal.exceptions import InstallationError, InvalidPyProjectBuildRequires
 from pip._internal.req import InstallRequirement
-from tests.lib import TestData
+
+if TYPE_CHECKING:
+    from pathlib import Path
+
+    from tests.lib import TestData
 
 
 @pytest.mark.parametrize(
diff --git a/tests/unit/test_pyproject_config.py b/tests/unit/test_pyproject_config.py
index c7e46956055..a77f1a1279f 100644
--- a/tests/unit/test_pyproject_config.py
+++ b/tests/unit/test_pyproject_config.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 from typing import Dict, List
 
 import pytest
diff --git a/tests/unit/test_req.py b/tests/unit/test_req.py
index 5e3c640a55e..7810d94612e 100644
--- a/tests/unit/test_req.py
+++ b/tests/unit/test_req.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import contextlib
 import email.message
 import os
@@ -6,7 +8,7 @@
 import tempfile
 from functools import partial
 from pathlib import Path
-from typing import Iterator, Optional, Set, Tuple, cast
+from typing import TYPE_CHECKING, Iterator, Optional, Set, Tuple, cast
 from unittest import mock
 
 import pytest
@@ -22,7 +24,6 @@
     InvalidWheelFilename,
     PreviousBuildDirError,
 )
-from pip._internal.index.package_finder import PackageFinder
 from pip._internal.models.direct_url import ArchiveInfo, DirectUrl, DirInfo, VcsInfo
 from pip._internal.models.link import Link
 from pip._internal.network.session import PipSession
@@ -48,6 +49,9 @@
 from pip._internal.resolution.legacy.resolver import Resolver
 from tests.lib import TestData, make_test_finder, requirements_file, wheel
 
+if TYPE_CHECKING:
+    from pip._internal.index.package_finder import PackageFinder
+
 
 def get_processed_req_from_line(
     line: str, fname: str = "file", lineno: int = 1
diff --git a/tests/unit/test_req_file.py b/tests/unit/test_req_file.py
index 94ccfb98d86..1f7ab484865 100644
--- a/tests/unit/test_req_file.py
+++ b/tests/unit/test_req_file.py
@@ -1,9 +1,9 @@
+from __future__ import annotations
+
 import collections
 import logging
 import os
 import textwrap
-from optparse import Values
-from pathlib import Path
 from typing import TYPE_CHECKING, Any, Iterator, List, Optional, Tuple, Union
 from unittest import mock
 
@@ -11,7 +11,6 @@
 
 import pip._internal.req.req_file  # this will be monkeypatched
 from pip._internal.exceptions import InstallationError, RequirementsFileParseError
-from pip._internal.index.package_finder import PackageFinder
 from pip._internal.models.format_control import FormatControl
 from pip._internal.network.session import PipSession
 from pip._internal.req.constructors import (
@@ -26,11 +25,15 @@
     parse_requirements,
     preprocess,
 )
-from pip._internal.req.req_install import InstallRequirement
 from tests.lib import TestData, make_test_finder, requirements_file
 
 if TYPE_CHECKING:
+    from optparse import Values
+    from pathlib import Path
     from typing import Protocol
+
+    from pip._internal.index.package_finder import PackageFinder
+    from pip._internal.req.req_install import InstallRequirement
 else:
     # Protocol was introduced in Python 3.8.
     Protocol = object
diff --git a/tests/unit/test_req_install.py b/tests/unit/test_req_install.py
index 4bb71a743aa..1de9457845e 100644
--- a/tests/unit/test_req_install.py
+++ b/tests/unit/test_req_install.py
@@ -1,6 +1,8 @@
+from __future__ import annotations
+
 import os
 import tempfile
-from pathlib import Path
+from typing import TYPE_CHECKING
 
 import pytest
 from pip._vendor.packaging.requirements import Requirement
@@ -12,6 +14,9 @@
 )
 from pip._internal.req.req_install import InstallRequirement
 
+if TYPE_CHECKING:
+    from pathlib import Path
+
 
 class TestInstallRequirementBuildDirectory:
     # no need to test symlinks on Windows
diff --git a/tests/unit/test_req_uninstall.py b/tests/unit/test_req_uninstall.py
index 6a846e20272..f872dea4a07 100644
--- a/tests/unit/test_req_uninstall.py
+++ b/tests/unit/test_req_uninstall.py
@@ -1,7 +1,8 @@
+from __future__ import annotations
+
 import os
 import sys
-from pathlib import Path
-from typing import Iterator, List, Optional, Tuple
+from typing import TYPE_CHECKING, Iterator, List, Optional, Tuple
 from unittest.mock import Mock
 
 import pytest
@@ -18,6 +19,9 @@
 )
 from tests.lib import create_file
 
+if TYPE_CHECKING:
+    from pathlib import Path
+
 
 # Pretend all files are local, so UninstallPathSet accepts files in the tmpdir,
 # outside the virtualenv
diff --git a/tests/unit/test_resolution_legacy_resolver.py b/tests/unit/test_resolution_legacy_resolver.py
index b2f93b3d4f5..efc1eeaa01a 100644
--- a/tests/unit/test_resolution_legacy_resolver.py
+++ b/tests/unit/test_resolution_legacy_resolver.py
@@ -1,7 +1,9 @@
+from __future__ import annotations
+
 import email.message
 import logging
 import os
-from typing import List, Optional, Type, TypeVar, cast
+from typing import TYPE_CHECKING, List, Optional, Type, TypeVar, cast
 from unittest import mock
 
 import pytest
@@ -14,7 +16,6 @@
     UnsupportedPythonVersion,
 )
 from pip._internal.metadata import BaseDistribution
-from pip._internal.models.candidate import InstallationCandidate
 from pip._internal.req.constructors import install_req_from_line
 from pip._internal.req.req_set import RequirementSet
 from pip._internal.resolution.legacy.resolver import (
@@ -24,6 +25,9 @@
 from tests.lib import TestData, make_test_finder
 from tests.lib.index import make_mock_candidate
 
+if TYPE_CHECKING:
+    from pip._internal.models.candidate import InstallationCandidate
+
 T = TypeVar("T")
 
 
diff --git a/tests/unit/test_search_scope.py b/tests/unit/test_search_scope.py
index d8128341659..38781e19079 100644
--- a/tests/unit/test_search_scope.py
+++ b/tests/unit/test_search_scope.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 from pip._internal.models.search_scope import SearchScope
 from pip._internal.req.constructors import install_req_from_line
 
diff --git a/tests/unit/test_self_check_outdated.py b/tests/unit/test_self_check_outdated.py
index 6b6fcea55a9..9850fe81afc 100644
--- a/tests/unit/test_self_check_outdated.py
+++ b/tests/unit/test_self_check_outdated.py
@@ -1,11 +1,12 @@
+from __future__ import annotations
+
 import datetime
 import json
 import logging
 import os
 import sys
 from optparse import Values
-from pathlib import Path
-from typing import Optional
+from typing import TYPE_CHECKING, Optional
 from unittest.mock import ANY, Mock, patch
 
 import pytest
@@ -14,6 +15,9 @@
 
 from pip._internal import self_outdated_check
 
+if TYPE_CHECKING:
+    from pathlib import Path
+
 
 @pytest.mark.parametrize(
     ["key", "expected"],
diff --git a/tests/unit/test_target_python.py b/tests/unit/test_target_python.py
index 31df5935ee3..f4c6a1a5827 100644
--- a/tests/unit/test_target_python.py
+++ b/tests/unit/test_target_python.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 from typing import Any, Dict, Optional, Tuple
 from unittest import mock
 
diff --git a/tests/unit/test_urls.py b/tests/unit/test_urls.py
index 56ee80aa802..7aff4480931 100644
--- a/tests/unit/test_urls.py
+++ b/tests/unit/test_urls.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import os
 import sys
 import urllib.request
diff --git a/tests/unit/test_utils.py b/tests/unit/test_utils.py
index 1352b766481..c0ccc4e5ac6 100644
--- a/tests/unit/test_utils.py
+++ b/tests/unit/test_utils.py
@@ -2,6 +2,8 @@
 util tests
 
 """
+from __future__ import annotations
+
 import codecs
 import os
 import shutil
@@ -9,8 +11,17 @@
 import sys
 import time
 from io import BytesIO
-from pathlib import Path
-from typing import Any, Callable, Iterator, List, NoReturn, Optional, Tuple, Type
+from typing import (
+    TYPE_CHECKING,
+    Any,
+    Callable,
+    Iterator,
+    List,
+    NoReturn,
+    Optional,
+    Tuple,
+    Type,
+)
 from unittest.mock import Mock, patch
 
 import pytest
@@ -50,6 +61,9 @@
 )
 from pip._internal.utils.setuptools_build import make_setuptools_shim_args
 
+if TYPE_CHECKING:
+    from pathlib import Path
+
 
 class Tests_EgglinkPath:
     "util.egg_link_path_from_location() tests"
diff --git a/tests/unit/test_utils_compatibility_tags.py b/tests/unit/test_utils_compatibility_tags.py
index f09c451b8ee..bcabbcf3d5d 100644
--- a/tests/unit/test_utils_compatibility_tags.py
+++ b/tests/unit/test_utils_compatibility_tags.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import sysconfig
 from typing import Any, Callable, Dict, List, Tuple
 from unittest.mock import patch
diff --git a/tests/unit/test_utils_filesystem.py b/tests/unit/test_utils_filesystem.py
index 7e3ecc2e0b1..6eb9b3cd7aa 100644
--- a/tests/unit/test_utils_filesystem.py
+++ b/tests/unit/test_utils_filesystem.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import os
 from pathlib import Path
 
diff --git a/tests/unit/test_utils_subprocess.py b/tests/unit/test_utils_subprocess.py
index 2dbd5d77e4b..5b7c0d1b8e3 100644
--- a/tests/unit/test_utils_subprocess.py
+++ b/tests/unit/test_utils_subprocess.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import locale
 import sys
 from logging import DEBUG, ERROR, INFO, WARNING
diff --git a/tests/unit/test_utils_temp_dir.py b/tests/unit/test_utils_temp_dir.py
index a6cd0d0e5af..f62b5eb551a 100644
--- a/tests/unit/test_utils_temp_dir.py
+++ b/tests/unit/test_utils_temp_dir.py
@@ -1,9 +1,10 @@
+from __future__ import annotations
+
 import itertools
 import os
 import stat
 import tempfile
-from pathlib import Path
-from typing import Any, Iterator, Optional, Union
+from typing import TYPE_CHECKING, Any, Iterator, Optional, Union
 from unittest import mock
 
 import pytest
@@ -19,6 +20,9 @@
     tempdir_registry,
 )
 
+if TYPE_CHECKING:
+    from pathlib import Path
+
 
 # No need to test symlinked directories on Windows
 @pytest.mark.skipif("sys.platform == 'win32'")
diff --git a/tests/unit/test_utils_unpacking.py b/tests/unit/test_utils_unpacking.py
index 1f0b59dbd6b..57aec73abfc 100644
--- a/tests/unit/test_utils_unpacking.py
+++ b/tests/unit/test_utils_unpacking.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import io
 import os
 import shutil
@@ -7,14 +9,17 @@
 import tempfile
 import time
 import zipfile
-from pathlib import Path
-from typing import List, Tuple
+from typing import TYPE_CHECKING, List, Tuple
 
 import pytest
 
 from pip._internal.exceptions import InstallationError
 from pip._internal.utils.unpacking import is_within_directory, untar_file, unzip_file
-from tests.lib import TestData
+
+if TYPE_CHECKING:
+    from pathlib import Path
+
+    from tests.lib import TestData
 
 
 class TestUnpackArchives:
diff --git a/tests/unit/test_utils_virtualenv.py b/tests/unit/test_utils_virtualenv.py
index 94461c6d89e..0055ae830fa 100644
--- a/tests/unit/test_utils_virtualenv.py
+++ b/tests/unit/test_utils_virtualenv.py
@@ -1,14 +1,18 @@
+from __future__ import annotations
+
 import logging
 import os
 import site
 import sys
-from pathlib import Path
-from typing import List, Optional
+from typing import TYPE_CHECKING, List, Optional
 
 import pytest
 
 from pip._internal.utils import virtualenv
 
+if TYPE_CHECKING:
+    from pathlib import Path
+
 
 @pytest.mark.parametrize(
     "real_prefix, base_prefix, expected",
diff --git a/tests/unit/test_utils_wheel.py b/tests/unit/test_utils_wheel.py
index 4e8e72be64a..bc94db92649 100644
--- a/tests/unit/test_utils_wheel.py
+++ b/tests/unit/test_utils_wheel.py
@@ -1,16 +1,20 @@
+from __future__ import annotations
+
 import os
 from contextlib import ExitStack
 from email import message_from_string
 from io import BytesIO
 from pathlib import Path
-from typing import Callable, Iterator
+from typing import TYPE_CHECKING, Callable, Iterator
 from zipfile import ZipFile
 
 import pytest
 
 from pip._internal.exceptions import UnsupportedWheel
 from pip._internal.utils import wheel
-from tests.lib import TestData
+
+if TYPE_CHECKING:
+    from tests.lib import TestData
 
 _ZipDir = Callable[[Path], ZipFile]
 
diff --git a/tests/unit/test_vcs.py b/tests/unit/test_vcs.py
index a52a6217e77..4afb908b3f1 100644
--- a/tests/unit/test_vcs.py
+++ b/tests/unit/test_vcs.py
@@ -1,13 +1,14 @@
+from __future__ import annotations
+
 import os
 import pathlib
-from typing import Any, Dict, List, Optional, Tuple, Type
+from typing import TYPE_CHECKING, Any, Dict, List, Optional, Tuple, Type
 from unittest import TestCase, mock
 
 import pytest
 
 from pip._internal.exceptions import BadCommand, InstallationError
 from pip._internal.utils.misc import HiddenText, hide_url, hide_value
-from pip._internal.utils.subprocess import CommandArgs
 from pip._internal.vcs import make_vcs_requirement_url
 from pip._internal.vcs.bazaar import Bazaar
 from pip._internal.vcs.git import Git, RemoteNotValidError, looks_like_hash
@@ -16,6 +17,9 @@
 from pip._internal.vcs.versioncontrol import RevOptions, VersionControl
 from tests.lib import is_svn_installed, need_svn
 
+if TYPE_CHECKING:
+    from pip._internal.utils.subprocess import CommandArgs
+
 
 @pytest.mark.skipif(
     "CI" not in os.environ, reason="Subversion is only required under CI"
diff --git a/tests/unit/test_vcs_mercurial.py b/tests/unit/test_vcs_mercurial.py
index d8e8f6cad27..72fbe476f32 100644
--- a/tests/unit/test_vcs_mercurial.py
+++ b/tests/unit/test_vcs_mercurial.py
@@ -1,15 +1,19 @@
 """
 Contains functional tests of the Mercurial class.
 """
+from __future__ import annotations
 
 import configparser
 import os
-from pathlib import Path
+from typing import TYPE_CHECKING
 
 from pip._internal.utils.misc import hide_url
 from pip._internal.vcs.mercurial import Mercurial
 from tests.lib import need_mercurial
 
+if TYPE_CHECKING:
+    from pathlib import Path
+
 
 @need_mercurial
 def test_mercurial_switch_updates_config_file_when_found(tmpdir: Path) -> None:
diff --git a/tests/unit/test_wheel.py b/tests/unit/test_wheel.py
index 33329fbce05..8d351a49e8a 100644
--- a/tests/unit/test_wheel.py
+++ b/tests/unit/test_wheel.py
@@ -1,13 +1,13 @@
 """Tests for wheel binary packages and .dist-info."""
+from __future__ import annotations
+
 import csv
 import logging
 import os
-import pathlib
 import sys
 import textwrap
 from email import message_from_string
-from pathlib import Path
-from typing import Dict, List, Optional, Tuple, cast
+from typing import TYPE_CHECKING, Dict, List, Optional, Tuple, cast
 from unittest.mock import patch
 
 import pytest
@@ -34,6 +34,10 @@
 from tests.lib import DATA_DIR, TestData, assert_paths_equal
 from tests.lib.wheel import make_wheel
 
+if TYPE_CHECKING:
+    import pathlib
+    from pathlib import Path
+
 
 def call_get_legacy_build_wheel_path(
     caplog: pytest.LogCaptureFixture, names: List[str]
diff --git a/tests/unit/test_wheel_builder.py b/tests/unit/test_wheel_builder.py
index 9044f945307..9cfadb4cd60 100644
--- a/tests/unit/test_wheel_builder.py
+++ b/tests/unit/test_wheel_builder.py
@@ -1,7 +1,8 @@
+from __future__ import annotations
+
 import logging
 import os
-from pathlib import Path
-from typing import Optional, cast
+from typing import TYPE_CHECKING, Optional, cast
 
 import pytest
 
@@ -12,6 +13,9 @@
 from pip._internal.vcs.git import Git
 from tests.lib import _create_test_package
 
+if TYPE_CHECKING:
+    from pathlib import Path
+
 
 @pytest.mark.parametrize(
     "s, expected",
diff --git a/tools/protected_pip.py b/tools/protected_pip.py
index 48230719ee2..1aad8fc77d9 100644
--- a/tools/protected_pip.py
+++ b/tools/protected_pip.py
@@ -1,10 +1,14 @@
+from __future__ import annotations
+
 import os
-import pathlib
 import shutil
 import subprocess
 import sys
 from glob import glob
-from typing import Iterable, Union
+from typing import TYPE_CHECKING, Iterable, Union
+
+if TYPE_CHECKING:
+    import pathlib
 
 VIRTUAL_ENV = os.environ["VIRTUAL_ENV"]
 TOX_PIP_DIR = os.path.join(VIRTUAL_ENV, "pip")
diff --git a/tools/release/__init__.py b/tools/release/__init__.py
index ebd1b901414..6a9b9009c00 100644
--- a/tools/release/__init__.py
+++ b/tools/release/__init__.py
@@ -2,15 +2,17 @@
 
 These are written according to the order they are called in.
 """
+from __future__ import annotations
 
 import contextlib
 import os
 import pathlib
 import subprocess
 import tempfile
-from typing import Iterator, List, Optional, Set
+from typing import TYPE_CHECKING, Iterator, List, Optional, Set
 
-from nox.sessions import Session
+if TYPE_CHECKING:
+    from nox.sessions import Session
 
 
 def get_version_from_arguments(session: Session) -> Optional[str]:
diff --git a/tools/release/check_version.py b/tools/release/check_version.py
index de3658faacd..963e844bded 100644
--- a/tools/release/check_version.py
+++ b/tools/release/check_version.py
@@ -1,5 +1,6 @@
 """Checks if the version is acceptable, as per this project's release process.
 """
+from __future__ import annotations
 
 import sys
 from datetime import datetime
diff --git a/tools/update-rtd-redirects.py b/tools/update-rtd-redirects.py
index abb6473e87f..cdaa11eeed0 100644
--- a/tools/update-rtd-redirects.py
+++ b/tools/update-rtd-redirects.py
@@ -2,6 +2,8 @@
 
 Relevant API reference: https://docs.readthedocs.io/en/stable/api/v3.html#redirects
 """
+from __future__ import annotations
+
 import operator
 import os
 import sys