diff --git a/media-session/video-conferencing.html b/media-session/video-conferencing.html
index b42c3880f9..aed156065e 100755
--- a/media-session/video-conferencing.html
+++ b/media-session/video-conferencing.html
@@ -19,6 +19,7 @@ <h3>Background</h3>
 <video playsinline autoplay muted></video>
 <button id="openCameraButton">Open Camera</button>
 <button id="togglePipButton">Toggle Picture-in-Picture</button>
+<input id="autoPipCheckbox" type="checkbox">Automatically enter Picture-in-Picture</button>
 
 {% include output_helper.html %}
 
diff --git a/media-session/video-conferencing.js b/media-session/video-conferencing.js
index eede6d032e..47cc88e40d 100644
--- a/media-session/video-conferencing.js
+++ b/media-session/video-conferencing.js
@@ -27,6 +27,23 @@ togglePipButton.addEventListener("click", async () => {
   }
 });
 
+autoPipCheckbox.addEventListener('input', () => {
+  try {
+    if (!autoPipCheckbox.checked) {
+      // Disable automatically enter Picture-in-Picture.
+      navigator.mediaSession.setActionHandler('enterpictureinpicture', null);
+      return;
+    }
+    // Request browser to automatically enter Picture-in-Picture when eligible.
+    navigator.mediaSession.setActionHandler('enterpictureinpicture', async () => {
+      log('> Video is eligible for Automatic Picture-in-Picture.');
+      await video.requestPictureInPicture();
+    });
+  } catch (error) {
+    log('Warning! The "enterpictureinpicture" media session action is not supported.');
+  }
+});
+
 try {
   navigator.mediaSession.setActionHandler('togglemicrophone', () => {
     log('> User clicked "Toggle Mic" icon.');
diff --git a/media-session/video.js b/media-session/video.js
index 8db6136ff0..3fb6eb81bc 100644
--- a/media-session/video.js
+++ b/media-session/video.js
@@ -128,6 +128,18 @@ try {
   log('Warning! The "seekto" media session action is not supported.');
 }
 
+
+/* Enter Picture-in-Picture (supported since Chrome 120) */
+
+try {
+  navigator.mediaSession.setActionHandler('enterpictureinpicture', async function() {
+    log('> User clicked "Enter Picture-in-Picture" icon.');
+    await video.requestPictureInPicture();
+  });
+} catch(error) {
+  log('Warning! The "enterpictureinpicture" media session action is not supported.');
+}
+
 /* Utils */
 
 function getAwesomePlaylist() {