diff --git a/rio-window/src/platform_impl/windows/event_loop.rs b/rio-window/src/platform_impl/windows/event_loop.rs
index 31d7a0ef..017d5e05 100644
--- a/rio-window/src/platform_impl/windows/event_loop.rs
+++ b/rio-window/src/platform_impl/windows/event_loop.rs
@@ -53,23 +53,23 @@ use windows_sys::Win32::UI::WindowsAndMessaging::{
     GetCursorPos, GetMenu, LoadCursorW, MessageBoxW, MsgWaitForMultipleObjectsEx,
     PeekMessageW, PostMessageW, RegisterClassExW, RegisterWindowMessageA, SetCursor,
     SetWindowPos, TranslateMessage, CREATESTRUCTW, GIDC_ARRIVAL, GIDC_REMOVAL, GWL_STYLE,
-    GWL_USERDATA, IDYES, MB_ICONQUESTION, MB_TASKMODAL, MB_YESNO,
-    HTCAPTION, HTCLIENT, MINMAXINFO, MNC_CLOSE, MSG, MWMO_INPUTAVAILABLE,
-    NCCALCSIZE_PARAMS, PM_REMOVE, PT_PEN, PT_TOUCH, QS_ALLINPUT, RI_MOUSE_HWHEEL,
-    RI_MOUSE_WHEEL, SC_MINIMIZE, SC_RESTORE, SIZE_MAXIMIZED, SWP_NOACTIVATE, SWP_NOMOVE,
-    SWP_NOSIZE, SWP_NOZORDER, WHEEL_DELTA, WINDOWPOS, WMSZ_BOTTOM, WMSZ_BOTTOMLEFT,
-    WMSZ_BOTTOMRIGHT, WMSZ_LEFT, WMSZ_RIGHT, WMSZ_TOP, WMSZ_TOPLEFT, WMSZ_TOPRIGHT,
-    WM_CAPTURECHANGED, WM_CLOSE, WM_CREATE, WM_DESTROY, WM_DPICHANGED, WM_ENTERSIZEMOVE,
-    WM_EXITSIZEMOVE, WM_GETMINMAXINFO, WM_IME_COMPOSITION, WM_IME_ENDCOMPOSITION,
-    WM_IME_SETCONTEXT, WM_IME_STARTCOMPOSITION, WM_INPUT, WM_INPUT_DEVICE_CHANGE,
-    WM_KEYDOWN, WM_KEYUP, WM_KILLFOCUS, WM_LBUTTONDOWN, WM_LBUTTONUP, WM_MBUTTONDOWN,
-    WM_MBUTTONUP, WM_MENUCHAR, WM_MOUSEHWHEEL, WM_MOUSEMOVE, WM_MOUSEWHEEL,
-    WM_NCACTIVATE, WM_NCCALCSIZE, WM_NCCREATE, WM_NCDESTROY, WM_NCLBUTTONDOWN, WM_PAINT,
-    WM_POINTERDOWN, WM_POINTERUP, WM_POINTERUPDATE, WM_RBUTTONDOWN, WM_RBUTTONUP,
-    WM_SETCURSOR, WM_SETFOCUS, WM_SETTINGCHANGE, WM_SIZE, WM_SIZING, WM_SYSCOMMAND,
-    WM_SYSKEYDOWN, WM_SYSKEYUP, WM_TOUCH, WM_WINDOWPOSCHANGED, WM_WINDOWPOSCHANGING,
-    WM_XBUTTONDOWN, WM_XBUTTONUP, WNDCLASSEXW, WS_EX_LAYERED, WS_EX_NOACTIVATE,
-    WS_EX_TOOLWINDOW, WS_EX_TRANSPARENT, WS_OVERLAPPED, WS_POPUP, WS_VISIBLE,
+    GWL_USERDATA, HTCAPTION, HTCLIENT, IDYES, MB_ICONQUESTION, MB_TASKMODAL, MB_YESNO,
+    MINMAXINFO, MNC_CLOSE, MSG, MWMO_INPUTAVAILABLE, NCCALCSIZE_PARAMS, PM_REMOVE,
+    PT_PEN, PT_TOUCH, QS_ALLINPUT, RI_MOUSE_HWHEEL, RI_MOUSE_WHEEL, SC_MINIMIZE,
+    SC_RESTORE, SIZE_MAXIMIZED, SWP_NOACTIVATE, SWP_NOMOVE, SWP_NOSIZE, SWP_NOZORDER,
+    WHEEL_DELTA, WINDOWPOS, WMSZ_BOTTOM, WMSZ_BOTTOMLEFT, WMSZ_BOTTOMRIGHT, WMSZ_LEFT,
+    WMSZ_RIGHT, WMSZ_TOP, WMSZ_TOPLEFT, WMSZ_TOPRIGHT, WM_CAPTURECHANGED, WM_CLOSE,
+    WM_CREATE, WM_DESTROY, WM_DPICHANGED, WM_ENTERSIZEMOVE, WM_EXITSIZEMOVE,
+    WM_GETMINMAXINFO, WM_IME_COMPOSITION, WM_IME_ENDCOMPOSITION, WM_IME_SETCONTEXT,
+    WM_IME_STARTCOMPOSITION, WM_INPUT, WM_INPUT_DEVICE_CHANGE, WM_KEYDOWN, WM_KEYUP,
+    WM_KILLFOCUS, WM_LBUTTONDOWN, WM_LBUTTONUP, WM_MBUTTONDOWN, WM_MBUTTONUP,
+    WM_MENUCHAR, WM_MOUSEHWHEEL, WM_MOUSEMOVE, WM_MOUSEWHEEL, WM_NCACTIVATE,
+    WM_NCCALCSIZE, WM_NCCREATE, WM_NCDESTROY, WM_NCLBUTTONDOWN, WM_PAINT, WM_POINTERDOWN,
+    WM_POINTERUP, WM_POINTERUPDATE, WM_RBUTTONDOWN, WM_RBUTTONUP, WM_SETCURSOR,
+    WM_SETFOCUS, WM_SETTINGCHANGE, WM_SIZE, WM_SIZING, WM_SYSCOMMAND, WM_SYSKEYDOWN,
+    WM_SYSKEYUP, WM_TOUCH, WM_WINDOWPOSCHANGED, WM_WINDOWPOSCHANGING, WM_XBUTTONDOWN,
+    WM_XBUTTONUP, WNDCLASSEXW, WS_EX_LAYERED, WS_EX_NOACTIVATE, WS_EX_TOOLWINDOW,
+    WS_EX_TRANSPARENT, WS_OVERLAPPED, WS_POPUP, WS_VISIBLE,
 };
 
 use crate::dpi::{PhysicalPosition, PhysicalSize};
@@ -1336,12 +1336,14 @@ unsafe fn public_window_callback_inner(
             use crate::event::WindowEvent::CloseRequested;
             // Mirrors macOS's `applicationShouldTerminate` NSAlert
             // (rio-window/src/platform_impl/macos/app_delegate.rs).
-            // Frontends just see `CloseRequested` — confirmation
-            // is handled here.
+            // Only the *last* window triggers the dialog —
+            // intermediate window closes shouldn't quit-prompt
+            // (matches macOS, where the prompt is app-wide).
+            let is_last_window = userdata.vsync_state.window_count() <= 1;
             if userdata.event_loop_runner.confirm_before_quit()
+                && is_last_window
                 && !unsafe { confirm_close_native(window) }
             {
-                // User dismissed the dialog; suppress the close.
                 result = ProcResult::Value(0);
                 return;
             }
diff --git a/rio-window/src/platform_impl/windows/event_loop/vsync.rs b/rio-window/src/platform_impl/windows/event_loop/vsync.rs
index 408dca6d..04fbcfbe 100644
--- a/rio-window/src/platform_impl/windows/event_loop/vsync.rs
+++ b/rio-window/src/platform_impl/windows/event_loop/vsync.rs
@@ -75,6 +75,10 @@ impl VSyncSharedState {
         self.windows.write().unwrap().remove(&(hwnd as usize));
     }
 
+    pub(crate) fn window_count(&self) -> usize {
+        self.windows.read().unwrap().len()
+    }
+
     #[inline]
     pub(crate) fn mark_input_received(&self) {
         *self.last_input_timestamp.lock().unwrap() = Instant::now();