diff --git a/Tests/test_imagegrab.py b/Tests/test_imagegrab.py
index 032dac8cc..35aaa7ff0 100644
--- a/Tests/test_imagegrab.py
+++ b/Tests/test_imagegrab.py
@@ -59,8 +59,10 @@ class TestImageGrab:
 
     @pytest.mark.skipif(sys.platform != "win32", reason="Windows only")
     def test_grab_invalid_handle(self) -> None:
-        with pytest.raises(OSError):
+        with pytest.raises(OSError, match="unable to get device context for handle"):
             ImageGrab.grab(window=-1)
+        with pytest.raises(OSError, match="screen grab failed"):
+            ImageGrab.grab(window=0)
 
     def test_grabclipboard(self) -> None:
         if sys.platform == "darwin":