diff --git a/.changeset/fix-edit-message-images.md b/.changeset/fix-edit-message-images.md
new file mode 100644
index 00000000000..35573cfa61d
--- /dev/null
+++ b/.changeset/fix-edit-message-images.md
@@ -0,0 +1,11 @@
+---
+"kilo-code": patch
+---
+
+Fix attached images being lost when editing a message with checkpoint
+
+When editing a message that has a checkpoint, the images attached to the edited message were not being included in the `editMessageConfirm` webview message. This caused images to be silently dropped and not sent to the backend.
+
+The fix adds the `images` field to the message payload in both the checkpoint and non-checkpoint edit confirmation paths.
+
+Fixes #3489
diff --git a/webview-ui/src/App.tsx b/webview-ui/src/App.tsx
index f3fc40bc023..6df358dc88a 100644
--- a/webview-ui/src/App.tsx
+++ b/webview-ui/src/App.tsx
@@ -456,6 +456,7 @@ const App = () => {
 							messageTs: editMessageDialogState.messageTs,
 							text: editMessageDialogState.text,
 							restoreCheckpoint,
+							images: editMessageDialogState.images,
 						})
 						setEditMessageDialogState((prev) => ({ ...prev, isOpen: false }))
 					}}