diff --git a/tests/test_dependency_contextmanager.py b/tests/test_dependency_contextmanager.py
index 039c423b9..3a49dbc67 100644
--- a/tests/test_dependency_contextmanager.py
+++ b/tests/test_dependency_contextmanager.py
@@ -2,7 +2,7 @@ import json
 from typing import Dict
 
 import pytest
-from fastapi import BackgroundTasks, Depends, FastAPI
+from fastapi import BackgroundTasks, Depends, FastAPI, Query
 from fastapi.responses import StreamingResponse
 from fastapi.testclient import TestClient
 
@@ -12,6 +12,8 @@ state = {
     "/sync": "generator not started",
     "/async_raise": "asyncgen raise not started",
     "/sync_raise": "generator raise not started",
+    "/async_rewrite_exception": "asyncgen rewrite exception not started",
+    "/sync_rewrite_exception": "generator rewrite exception not started",
     "context_a": "not started a",
     "context_b": "not started b",
     "bg": "not set",
@@ -71,6 +73,28 @@ def generator_state_try(state: Dict[str, str] = Depends(get_state)):
         state["/sync_raise"] = "generator raise finalized"
 
 
+async def asyncgen_state_rewrite_exception(state: Dict[str, str] = Depends(get_state)):
+    state["/async_rewrite_exception"] = "asyncgen rewrite exception started"
+    try:
+        yield state["/async_rewrite_exception"]
+    except Exception as error:
+        errors.append("/async_rewrite_exception")
+        raise OtherDependencyError() from error
+    finally:
+        state["/async_rewrite_exception"] = "asyncgen rewrite exception finalized"
+
+
+def generator_state_rewrite_exception(state: Dict[str, str] = Depends(get_state)):
+    state["/sync_rewrite_exception"] = "generator rewrite exception started"
+    try:
+        yield state["/sync_rewrite_exception"]
+    except Exception as error:
+        errors.append("/sync_rewrite_exception")
+        raise OtherDependencyError() from error
+    finally:
+        state["/sync_rewrite_exception"] = "generator rewrite exception finalized"
+
+
 async def context_a(state: dict = Depends(get_state)):
     state["context_a"] = "started a"
     try:
@@ -121,6 +145,26 @@ async def get_sync_raise_other(state: str = Depends(generator_state_try)):
     raise OtherDependencyError()
 
 
+@app.get("/async_rewrite_exception")
+async def get_async_rewrite_exception(
+    state: str = Depends(asyncgen_state_rewrite_exception),
+    do_raise: bool = Query(),
+):
+    assert state == "asyncgen rewrite exception started"
+    if do_raise:
+        raise AsyncDependencyError()
+
+
+@app.get("/sync_rewrite_exception")
+def get_sync_rewrite_exception(
+    state: str = Depends(generator_state_rewrite_exception),
+    do_raise: bool = Query(),
+):
+    assert state == "generator rewrite exception started"
+    if do_raise:
+        raise SyncDependencyError()
+
+
 @app.get("/context_b")
 async def get_context_b(state: dict = Depends(context_b)):
     return state
@@ -263,6 +307,58 @@ def test_async_raise_server_error():
     errors.clear()
 
 
+def test_async_rewrite_exception_no_raise():
+    state["/async_rewrite_exception"] = "asyncgen rewrite exception not started"
+    client.get("/async_rewrite_exception?do_raise=false")
+    assert state["/async_rewrite_exception"] == "asyncgen rewrite exception finalized"
+    assert "/async_rewrite_exception" not in errors
+    errors.clear()
+
+
+def test_async_rewrite_exception_handler_raise():
+    state["/async_rewrite_exception"] = "asyncgen rewrite exception not started"
+    with pytest.raises(OtherDependencyError):
+        client.get("/async_rewrite_exception?do_raise=true")
+    assert state["/async_rewrite_exception"] == "asyncgen rewrite exception finalized"
+    assert "/async_rewrite_exception" in errors
+    errors.clear()
+
+
+def test_async_rewrite_exception_validator_raise():
+    state["/async_rewrite_exception"] = "asyncgen rewrite exception not started"
+    with pytest.raises(OtherDependencyError):
+        client.get("/async_rewrite_exception?do_raise=invalid_value")
+    assert state["/async_rewrite_exception"] == "asyncgen rewrite exception finalized"
+    assert "/async_rewrite_exception" in errors
+    errors.clear()
+
+
+def test_sync_rewrite_exception_no_raise():
+    state["/sync_rewrite_exception"] = "generator rewrite exception not started"
+    client.get("/sync_rewrite_exception?do_raise=false")
+    assert state["/sync_rewrite_exception"] == "generator rewrite exception finalized"
+    assert "/sync_rewrite_exception" not in errors
+    errors.clear()
+
+
+def test_sync_rewrite_exception_handler_raise():
+    state["/sync_rewrite_exception"] = "generator rewrite exception not started"
+    with pytest.raises(OtherDependencyError):
+        client.get("/sync_rewrite_exception?do_raise=true")
+    assert state["/sync_rewrite_exception"] == "generator rewrite exception finalized"
+    assert "/sync_rewrite_exception" in errors
+    errors.clear()
+
+
+def test_sync_rewrite_exception_validator_raise():
+    state["/sync_rewrite_exception"] = "generator rewrite exception not started"
+    with pytest.raises(OtherDependencyError):
+        client.get("/sync_rewrite_exception?do_raise=invalid_value")
+    assert state["/sync_rewrite_exception"] == "generator rewrite exception finalized"
+    assert "/sync_rewrite_exception" in errors
+    errors.clear()
+
+
 def test_context_b():
     response = client.get("/context_b")
     data = response.json()