diff --git a/python_modules/dagster/dagster/_core/pipes/subprocess.py b/python_modules/dagster/dagster/_core/pipes/subprocess.py
index 4ec12fbb3834e..8d5bd1dc96d03 100644
--- a/python_modules/dagster/dagster/_core/pipes/subprocess.py
+++ b/python_modules/dagster/dagster/_core/pipes/subprocess.py
@@ -1,4 +1,5 @@
 import os
+import signal
 from subprocess import Popen
 from typing import Mapping, Optional, Sequence, Union
 
@@ -7,7 +8,7 @@
 from dagster import _check as check
 from dagster._annotations import experimental, public
 from dagster._core.definitions.resource_annotation import ResourceParam
-from dagster._core.errors import DagsterPipesExecutionError
+from dagster._core.errors import DagsterExecutionInterruptedError, DagsterPipesExecutionError
 from dagster._core.execution.context.compute import OpExecutionContext
 from dagster._core.pipes.client import (
     PipesClient,
@@ -21,6 +22,8 @@
     open_pipes_session,
 )
 
+INTERRUPT_FWD_WAIT_SECONDS = 2
+
 
 @experimental
 class _PipesSubprocess(PipesClient):
@@ -108,11 +111,19 @@ def run(
                     **pipes_session.get_bootstrap_env_vars(),
                 },
             )
-            process.wait()
-            if process.returncode != 0:
-                raise DagsterPipesExecutionError(
-                    f"External execution process failed with code {process.returncode}"
-                )
+            try:
+                process.wait()
+                if process.returncode != 0:
+                    raise DagsterPipesExecutionError(
+                        f"External execution process failed with code {process.returncode}"
+                    )
+            except DagsterExecutionInterruptedError:
+                context.log.info("[pipes] execution interrupted, sending SIGINT to subprocess.")
+                # send sigint to give external process chance to exit gracefully
+                process.send_signal(signal.SIGINT)
+                process.wait(timeout=INTERRUPT_FWD_WAIT_SECONDS)
+                raise
+
         return PipesClientCompletedInvocation(pipes_session)
 
 
diff --git a/python_modules/dagster/dagster_tests/execution_tests/pipes_tests/test_subprocess.py b/python_modules/dagster/dagster_tests/execution_tests/pipes_tests/test_subprocess.py
index 906ab6cec4f00..d5bd1c5974ef1 100644
--- a/python_modules/dagster/dagster_tests/execution_tests/pipes_tests/test_subprocess.py
+++ b/python_modules/dagster/dagster_tests/execution_tests/pipes_tests/test_subprocess.py
@@ -3,7 +3,9 @@
 import shutil
 import subprocess
 import textwrap
+import time
 from contextlib import contextmanager
+from multiprocessing import Process
 from tempfile import NamedTemporaryFile
 from typing import Any, Callable, Iterator
 
@@ -37,6 +39,7 @@
 from dagster._core.errors import DagsterInvariantViolationError, DagsterPipesExecutionError
 from dagster._core.execution.context.compute import AssetExecutionContext, OpExecutionContext
 from dagster._core.execution.context.invocation import build_asset_context
+from dagster._core.instance import DagsterInstance
 from dagster._core.instance_for_test import instance_for_test
 from dagster._core.pipes.subprocess import (
     PipesSubprocessClient,
@@ -48,6 +51,7 @@
     open_pipes_session,
 )
 from dagster._core.storage.asset_check_execution_record import AssetCheckExecutionRecordStatus
+from dagster._utils import process_is_alive
 from dagster._utils.env import environ
 from dagster_pipes import DagsterPipesError
 
@@ -694,3 +698,66 @@ def bad_msg(context: OpExecutionContext, pipes_client: PipesSubprocessClient):
             "Object of type Cursed is not JSON serializable"
             in pipes_events[1].dagster_event.engine_event_data.error.message
         )
+
+
+def _execute_job(spin_timeout, subproc_log_path):
+    def script_fn():
+        import os
+        import time
+
+        from dagster_pipes import open_dagster_pipes
+
+        with open_dagster_pipes() as pipes:
+            timeout = pipes.get_extra("timeout")
+            log_path = pipes.get_extra("log_path")
+            with open(log_path, "w") as f:
+                f.write(f"{os.getpid()}")
+                f.flush()
+                start = time.time()
+                while time.time() - start < timeout:
+                    ...
+
+    with temp_script(script_fn) as script_path:
+
+        @op
+        def stalling_pipes_op(
+            context: OpExecutionContext,
+        ):
+            cmd = [_PYTHON_EXECUTABLE, script_path]
+            PipesSubprocessClient().run(
+                command=cmd,
+                context=context,
+                extras={
+                    "timeout": spin_timeout,
+                    "log_path": subproc_log_path,
+                },
+            )
+
+        @job
+        def pipes_job():
+            stalling_pipes_op()
+
+        return pipes_job.execute_in_process(
+            instance=DagsterInstance.get(),
+            raise_on_error=False,
+        )
+
+
+def test_cancellation():
+    spin_timeout = 600
+    with instance_for_test(), NamedTemporaryFile() as subproc_log_path:
+        p = Process(target=_execute_job, args=(spin_timeout, subproc_log_path.name))
+        p.start()
+        pid = None
+        while p.is_alive():
+            data = subproc_log_path.read().decode("utf-8")
+            if data:
+                pid = int(data)
+                time.sleep(0.1)
+                p.terminate()
+                break
+
+        p.join(timeout=1)
+        assert not p.is_alive()
+        assert pid
+        assert not process_is_alive(pid)