diff --git a/src/pytoolconfig/utils.py b/src/pytoolconfig/utils.py
index 81a9f7a..358614e 100644
--- a/src/pytoolconfig/utils.py
+++ b/src/pytoolconfig/utils.py
@@ -2,7 +2,9 @@
 from __future__ import annotations
 
 import sys
+import warnings
 from dataclasses import Field, fields, is_dataclass, replace
+from enum import EnumMeta
 from pathlib import Path
 from typing import TYPE_CHECKING, Any, Generator, Mapping, TypeVar
 
@@ -90,6 +92,12 @@ def _fields(dataclass: DataclassInstance | type[DataclassInstance]) -> dict[str,
     return {field.name: field for field in fields(dataclass) if field.init}
 
 
+def _format_enum(option: Any) -> str:
+    if isinstance(option, str):
+        return f'"{option}"'
+    return str(option)
+
+
 def _dict_to_dataclass(
     dataclass: type[T],
     dictionary: Mapping[str, Key],
@@ -103,7 +111,19 @@ def _dict_to_dataclass(
             assert isinstance(value, Mapping)
             filtered_arg_dict[key_name] = _dict_to_dataclass(sub_table, value)
         elif key_name in dataclass_fields:
-            filtered_arg_dict[key_name] = value
+            keytype = dataclass_fields[key_name].type
+            if isinstance(keytype, EnumMeta):
+                try:
+                    filtered_arg_dict[key_name] = keytype(value)
+                except ValueError:
+                    valid = set(keytype._value2member_map_.keys())
+                    warnings.warn(
+                        f"{value} is not a valid option for {key_name}, skipping."
+                        f"Valid options are: {','.join(map(_format_enum, valid))}.",
+                        stacklevel=1,
+                    )
+            else:
+                filtered_arg_dict[key_name] = value
     return dataclass(**filtered_arg_dict)
 
 
diff --git a/tests/configfiles/pyproject.toml b/tests/configfiles/pyproject.toml
index 67a7a1b..9e04963 100644
--- a/tests/configfiles/pyproject.toml
+++ b/tests/configfiles/pyproject.toml
@@ -4,28 +4,28 @@ build-backend = "flit_core.buildapi"
 
 [project]
 name = "tomli"
-version = "2.0.1"  # DO NOT EDIT THIS LINE MANUALLY. LET bump2version UTILITY DO IT
+version = "2.0.1" # DO NOT EDIT THIS LINE MANUALLY. LET bump2version UTILITY DO IT
 description = "A lil' TOML parser"
 authors = [
-    { name = "Taneli Hukkinen", email = "hukkin@users.noreply.github.com" },
+  { name = "Taneli Hukkinen", email = "hukkin@users.noreply.github.com" },
 ]
 license = { file = "LICENSE" }
 requires-python = ">=3.7"
 readme = "README.md"
 classifiers = [
-    "License :: OSI Approved :: MIT License",
-    "Operating System :: MacOS",
-    "Operating System :: Microsoft :: Windows",
-    "Operating System :: POSIX :: Linux",
-    "Programming Language :: Python :: 3 :: Only",
-    "Programming Language :: Python :: 3.7",
-    "Programming Language :: Python :: 3.8",
-    "Programming Language :: Python :: 3.9",
-    "Programming Language :: Python :: 3.10",
-    "Programming Language :: Python :: Implementation :: CPython",
-    "Programming Language :: Python :: Implementation :: PyPy",
-    "Topic :: Software Development :: Libraries :: Python Modules",
-    "Typing :: Typed",
+  "License :: OSI Approved :: MIT License",
+  "Operating System :: MacOS",
+  "Operating System :: Microsoft :: Windows",
+  "Operating System :: POSIX :: Linux",
+  "Programming Language :: Python :: 3 :: Only",
+  "Programming Language :: Python :: 3.7",
+  "Programming Language :: Python :: 3.8",
+  "Programming Language :: Python :: 3.9",
+  "Programming Language :: Python :: 3.10",
+  "Programming Language :: Python :: Implementation :: CPython",
+  "Programming Language :: Python :: Implementation :: PyPy",
+  "Topic :: Software Development :: Libraries :: Python Modules",
+  "Typing :: Typed",
 ]
 keywords = ["toml"]
 
@@ -34,6 +34,10 @@ keywords = ["toml"]
 "Changelog" = "https://github.com/hukkin/tomli/blob/master/CHANGELOG.md"
 [tool.pytoolconfig]
 formatter = "black"
+[tool.pytoolconfig2]
+option2 = true
+option1 = false
+option3 = "alternate"
 [tool.fall_through]
 foo_other = "ba"
 [tool.isort]
@@ -50,16 +54,9 @@ profile = "black"
 
 
 [project.optional-dependencies]
-validation = [
-    "pydantic>=1.7.4",
-]
-global = [
-    "appdirs>=1.4.4",
-]
-doc = [
-    "tabulate>=0.8.9",
-    "sphinx>=4.5.0",
-]
+validation = ["pydantic>=1.7.4"]
+global = ["appdirs>=1.4.4"]
+doc = ["tabulate>=0.8.9", "sphinx>=4.5.0"]
 [tool.tox]
 legacy_tox_ini = '''
 [tox]
@@ -135,12 +132,12 @@ source = ['tomli']
 [tool.coverage.report]
 # Regexes for lines to exclude from consideration
 exclude_lines = [
-    # Re-enable the standard pragma (with extra strictness)
-    '# pragma: no cover\b',
-    # Code for static type checkers
-    'if TYPE_CHECKING:',
-    # Scripts
-    'if __name__ == .__main__.:',
+  # Re-enable the standard pragma (with extra strictness)
+  '# pragma: no cover\b',
+  # Code for static type checkers
+  'if TYPE_CHECKING:',
+  # Scripts
+  'if __name__ == .__main__.:',
 ]
 
 
diff --git a/tests/test_enum.py b/tests/test_enum.py
new file mode 100644
index 0000000..378df37
--- /dev/null
+++ b/tests/test_enum.py
@@ -0,0 +1,25 @@
+from dataclasses import dataclass
+from enum import Enum
+
+from pytoolconfig.pytoolconfig import PyToolConfig
+
+
+class Demo(Enum):
+    DISABLED = False
+    ENABLED = True
+    ALT = "alternate"
+
+
+@dataclass
+class EnumModel:
+    option1: Demo = Demo.DISABLED
+    option2: Demo = Demo.DISABLED
+    option3: Demo = Demo.DISABLED
+
+
+def test_simple(cwd):
+    config = PyToolConfig("pytoolconfig2", cwd, EnumModel)
+    result = config.parse()
+    assert result.option1 == Demo.DISABLED
+    assert result.option2 == Demo.ENABLED
+    assert result.option3 == Demo.ALT