diff --git a/src/java.desktop/unix/classes/sun/awt/UNIXToolkit.java b/src/java.desktop/unix/classes/sun/awt/UNIXToolkit.java
index 1db68be2ba2e9404591f4608fa40bf4f97e2654d..7446c196a46f38f484a0c179536f67f46d88d50b 100644
--- a/src/java.desktop/unix/classes/sun/awt/UNIXToolkit.java
+++ b/src/java.desktop/unix/classes/sun/awt/UNIXToolkit.java
@@ -564,6 +564,21 @@ public abstract class UNIXToolkit extends SunToolkit
                 @Override
                 public void windowLostFocus(WindowEvent e) {
                     Window window = e.getWindow();
+                    Window oppositeWindow = e.getOppositeWindow();
+
+                    // The focus can move between the window calling the popup,
+                    // and the popup window itself.
+                    // We only dismiss the popup in other cases.
+                    if (oppositeWindow != null) {
+                        if (window == oppositeWindow.getParent() ) {
+                            addWaylandWindowFocusListenerToWindow(oppositeWindow);
+                            return;
+                        }
+                        if (window.getParent() == oppositeWindow) {
+                            return;
+                        }
+                    }
+
                     window.removeWindowFocusListener(this);
 
                     // AWT
@@ -578,18 +593,22 @@ public abstract class UNIXToolkit extends SunToolkit
         }
     }
 
+    private static void addWaylandWindowFocusListenerToWindow(Window window) {
+        if (!Arrays
+                .asList(window.getWindowFocusListeners())
+                .contains(waylandWindowFocusListener)
+        ) {
+            window.addWindowFocusListener(waylandWindowFocusListener);
+        }
+    }
+
     @Override
     public void dismissPopupOnFocusLostIfNeeded(Window invoker) {
-        if (!isOnWayland()
-                || invoker == null
-                || Arrays
-                    .asList(invoker.getWindowFocusListeners())
-                    .contains(waylandWindowFocusListener)
-        ) {
+        if (!isOnWayland() || invoker == null) {
             return;
         }
 
-        invoker.addWindowFocusListener(waylandWindowFocusListener);
+        addWaylandWindowFocusListenerToWindow(invoker);
     }
 
     @Override
@@ -599,5 +618,8 @@ public abstract class UNIXToolkit extends SunToolkit
         }
 
         invoker.removeWindowFocusListener(waylandWindowFocusListener);
+        for (Window ownedWindow : invoker.getOwnedWindows()) {
+            ownedWindow.removeWindowFocusListener(waylandWindowFocusListener);
+        }
     }
 }
diff --git a/test/jdk/javax/swing/JPopupMenu/FocusablePopupDismissTest.java b/test/jdk/javax/swing/JPopupMenu/FocusablePopupDismissTest.java
new file mode 100644
index 0000000000000000000000000000000000000000..2704c9789e309a0edc8fbae71098b29a6851caeb
--- /dev/null
+++ b/test/jdk/javax/swing/JPopupMenu/FocusablePopupDismissTest.java
@@ -0,0 +1,94 @@
+/*
+ * Copyright (c) 2023, Oracle and/or its affiliates. All rights reserved.
+ * DO NOT ALTER OR REMOVE COPYRIGHT NOTICES OR THIS FILE HEADER.
+ *
+ * This code is free software; you can redistribute it and/or modify it
+ * under the terms of the GNU General Public License version 2 only, as
+ * published by the Free Software Foundation.
+ *
+ * This code is distributed in the hope that it will be useful, but WITHOUT
+ * ANY WARRANTY; without even the implied warranty of MERCHANTABILITY or
+ * FITNESS FOR A PARTICULAR PURPOSE.  See the GNU General Public License
+ * version 2 for more details (a copy is included in the LICENSE file that
+ * accompanied this code).
+ *
+ * You should have received a copy of the GNU General Public License version
+ * 2 along with this work; if not, write to the Free Software Foundation,
+ * Inc., 51 Franklin St, Fifth Floor, Boston, MA 02110-1301 USA.
+ *
+ * Please contact Oracle, 500 Oracle Parkway, Redwood Shores, CA 94065 USA
+ * or visit www.oracle.com if you need additional information or have any
+ * questions.
+ */
+
+ /*
+  * @test
+  * @key headful
+  * @bug 8319103
+  * @requires (os.family == "linux")
+  * @library /java/awt/regtesthelpers
+  * @build PassFailJFrame
+  * @summary Tests if the focusable popup can be dismissed when the parent
+  *          window or the popup itself loses focus in Wayland.
+  * @run main/manual FocusablePopupDismissTest
+  */
+
+import javax.swing.JButton;
+import javax.swing.JFrame;
+import javax.swing.JPopupMenu;
+import javax.swing.JTextField;
+import java.awt.Window;
+import java.util.List;
+
+public class FocusablePopupDismissTest {
+    private static final String INSTRUCTIONS = """
+            A frame with a "Click me" button should appear next to the window
+            with this instruction.
+
+            Click on the "Click me" button.
+
+            If the JTextField popup with "Some text" is not showing on the screen,
+            click Fail.
+
+            The following steps require some focusable system window to be displayed
+            on the screen. This could be a system settings window, file manager, etc.
+
+            Click on the "Click me" button if the popup is not displayed
+            on the screen.
+
+            While the popup is displayed, click on some other window on the desktop.
+            If the popup has disappeared, click Pass, otherwise click Fail.
+            """;
+
+    public static void main(String[] args) throws Exception {
+        if (System.getenv("WAYLAND_DISPLAY") == null) {
+            //test is valid only when running on Wayland.
+            return;
+        }
+
+        PassFailJFrame.builder()
+                .title("FocusablePopupDismissTest")
+                .instructions(INSTRUCTIONS)
+                .rows(20)
+                .columns(45)
+                .testUI(FocusablePopupDismissTest::createTestUI)
+                .build()
+                .awaitAndCheck();
+    }
+
+    static List<Window> createTestUI() {
+        JFrame frame = new JFrame("FocusablePopupDismissTest");
+        JButton button = new JButton("Click me");
+        frame.add(button);
+
+        button.addActionListener(e -> {
+            JPopupMenu popupMenu = new JPopupMenu();
+            JTextField textField = new JTextField("Some text", 10);
+            popupMenu.add(textField);
+            popupMenu.show(button, 0, button.getHeight());
+        });
+        frame.pack();
+
+        return List.of(frame);
+    }
+}