diff --git a/src/Avalonia.Controls/ApplicationLifetimes/ClassicDesktopStyleApplicationLifetime.cs b/src/Avalonia.Controls/ApplicationLifetimes/ClassicDesktopStyleApplicationLifetime.cs
index 9d30c529fb..edddf31d45 100644
--- a/src/Avalonia.Controls/ApplicationLifetimes/ClassicDesktopStyleApplicationLifetime.cs
+++ b/src/Avalonia.Controls/ApplicationLifetimes/ClassicDesktopStyleApplicationLifetime.cs
@@ -76,9 +76,9 @@ namespace Avalonia.Controls.ApplicationLifetimes
                 return;
 
             if (ShutdownMode == ShutdownMode.OnLastWindowClose && _windows.Count == 0)
-                Shutdown();
-            else if (ShutdownMode == ShutdownMode.OnMainWindowClose && window == MainWindow)
-                Shutdown();
+                TryShutdown();
+            else if (ShutdownMode == ShutdownMode.OnMainWindowClose && ReferenceEquals(window, MainWindow))
+                TryShutdown();
         }
 
         public void Shutdown(int exitCode = 0)