diff --git a/CHANGELOG.md b/CHANGELOG.md
index 2cf916103..b3d60bdc7 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -9,6 +9,7 @@
 - Bugfix: Fixed split tooltip getting stuck in some cases. (#5309)
 - Bugfix: Fixed the version string not showing up as expected in Finder on macOS. (#5311)
 - Bugfix: Fixed links having `http://` added to the beginning in certain cases. (#5323)
+- Bugfix: Fixed topmost windows from losing their status after opening dialogs on Windows. (#5330)
 - Bugfix: Fixed a gap appearing when using filters on `/watching`. (#5329)
 
 ## 2.5.0-beta.1
diff --git a/src/widgets/BaseWindow.cpp b/src/widgets/BaseWindow.cpp
index a61322fce..81ed90b28 100644
--- a/src/widgets/BaseWindow.cpp
+++ b/src/widgets/BaseWindow.cpp
@@ -263,6 +263,13 @@ void BaseWindow::tryApplyTopMost()
     }
     this->waitingForTopMost_ = false;
 
+    if (this->parent())
+    {
+        // Don't change the topmost value of child windows. This would apply
+        // to the top-level window too.
+        return;
+    }
+
     ::SetWindowPos(*hwnd, this->isTopMost_ ? HWND_TOPMOST : HWND_NOTOPMOST, 0,
                    0, 0, 0, SWP_NOMOVE | SWP_NOSIZE | SWP_NOACTIVATE);
 }