diff --git a/CHANGELOG.md b/CHANGELOG.md
index 21dcd4c1ae..f129a59d70 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -7,6 +7,10 @@ and this project adheres to [Semantic Versioning](http://semver.org/).
 
 ## Unreleased
 
+### Fixed
+
+- Fixed `Pilot.click` not working with `times` parameter https://github.com/Textualize/textual/pull/5398
+
 ### Added
 
 - Added `from_app_focus` to `Focus` event to indicate if a widget is being focused because the app itself has regained focus or not https://github.com/Textualize/textual/pull/5379
@@ -15,6 +19,7 @@ and this project adheres to [Semantic Versioning](http://semver.org/).
 
 - The content of an `Input` will now only be automatically selected when the widget is focused by the user, not when the app itself has regained focus (similar to web browsers). https://github.com/Textualize/textual/pull/5379
 
+
 ## [1.0.0] - 2024-12-12
 
 ### Added
diff --git a/src/textual/pilot.py b/src/textual/pilot.py
index 473341b7e9..2554bf3b8d 100644
--- a/src/textual/pilot.py
+++ b/src/textual/pilot.py
@@ -442,7 +442,8 @@ async def _post_mouse_events(
                 # the driver works and emits a click event.
                 kwargs = message_arguments
                 if mouse_event_cls is Click:
-                    kwargs["chain"] = chain
+                    kwargs = {**kwargs, "chain": chain}
+
                 widget_at, _ = app.get_widget_at(*offset)
                 event = mouse_event_cls(**kwargs)
                 # Bypass event processing in App.on_event. Because App.on_event
diff --git a/tests/test_pilot.py b/tests/test_pilot.py
index 008d711389..a44e827a74 100644
--- a/tests/test_pilot.py
+++ b/tests/test_pilot.py
@@ -1,8 +1,10 @@
 from string import punctuation
+from typing import Type
 
 import pytest
 
 from textual import events, work
+from textual._on import on
 from textual.app import App, ComposeResult
 from textual.binding import Binding
 from textual.containers import Center, Middle
@@ -424,3 +426,27 @@ def on_button_pressed(self):
         assert not pressed
         await pilot.click(button)
         assert pressed
+
+
+@pytest.mark.parametrize("times", [1, 2, 3])
+async def test_click_times(times: int):
+    """Test that Pilot.click() can be called with a `times` argument."""
+
+    events_received: list[Type[events.Event]] = []
+
+    class TestApp(App[None]):
+        def compose(self) -> ComposeResult:
+            yield Label("Click counter")
+
+        @on(events.Click)
+        @on(events.MouseDown)
+        @on(events.MouseUp)
+        def on_label_clicked(self, event: events.Event):
+            events_received.append(event.__class__)
+
+    app = TestApp()
+    async with app.run_test() as pilot:
+        await pilot.click(Label, times=times)
+        assert (
+            events_received == [events.MouseDown, events.MouseUp, events.Click] * times
+        )