diff --git a/demo/close_button.js b/demo/close_button.js
index baae22c8d0..e89b6aedd3 100644
--- a/demo/close_button.js
+++ b/demo/close_button.js
@@ -31,6 +31,17 @@ shakaDemo.CloseButton = class extends shaka.ui.Element {
       shakaDemoMain.unload();
     });
 
+    if ('documentPictureInPicture' in window) {
+      this.eventManager.listen(
+          window.documentPictureInPicture, 'enter', () => {
+            this.button_.style.display = 'none';
+            const pipWindow = window.documentPictureInPicture.window;
+            this.eventManager.listen(pipWindow, 'unload', () => {
+              this.button_.style.display = 'block';
+            });
+          });
+    }
+
     // TODO: Make sure that the screenreader description of this control is
     // localized!
   }
diff --git a/demo/main.js b/demo/main.js
index d35830cd1e..e8fb3b87b1 100644
--- a/demo/main.js
+++ b/demo/main.js
@@ -1185,6 +1185,10 @@ shakaDemo.Main = class {
     if (document.pictureInPictureElement) {
       document.exitPictureInPicture();
     }
+    if (window.documentPictureInPicture &&
+        window.documentPictureInPicture.window) {
+      window.documentPictureInPicture.window.close();
+    }
     this.player_.unload();
 
     // The currently-selected asset changed, so update asset cards.
diff --git a/docs/tutorials/ui-customization.md b/docs/tutorials/ui-customization.md
index 8767edd6ba..c091ead1c4 100644
--- a/docs/tutorials/ui-customization.md
+++ b/docs/tutorials/ui-customization.md
@@ -61,7 +61,8 @@ The following elements can be added to the UI bar using this configuration value
   starts playing the presentation at an increased speed
 * spacer: adds a chunk of empty space between the adjacent elements.
 * picture_in_picture: adds a button that enables/disables picture-in-picture mode on browsers
-  that support it. Button is invisible on other browsers.
+  that support it. Button is invisible on other browsers. Note that it will use the
+  [Document Picture-in-Picture API]() if supported.
 * loop: adds a button that controls if the currently selected video is played in a loop.
 * airplay: adds a button that opens a AirPlay dialog. The button is visible only if the browser
   supports AirPlay.
@@ -72,6 +73,7 @@ The following elements can be added to the UI bar using this configuration value
 * playback_rate: adds a button that controls the playback rate selection.
 * captions: adds a button that controls the current text track selection (including turning it off).
 <!-- TODO: If we add more buttons that can be put in the order this way, list them here. -->
+[Document Picture-in-Picture API]: https://developer.chrome.com/docs/web-platform/document-picture-in-picture/
 
 Similarly, the 'overflowMenuButtons' configuration option can be used to control
 the contents of the overflow menu.
@@ -83,7 +85,8 @@ The following buttons can be added to the overflow menu:
 * quality: adds a button that controls enabling/disabling of abr and video resolution selection.
 * language: adds a button that controls audio language selection.
 * picture_in_picture: adds a button that enables/disables picture-in-picture mode on browsers
-  that support it. Button is invisible on other browsers.
+  that support it. Button is invisible on other browsers. Note that it will use the 
+  [Document Picture-in-Picture API]() if supported.
 * loop: adds a button that controls if the currently selected video is played in a loop.
 * playback_rate: adds a button that controls the playback rate selection.
 * airplay: adds a button that opens a AirPlay dialog. The button is visible only if the browser
@@ -122,7 +125,8 @@ The following buttons can be added to the context menu:
 * Statistics: adds a button that displays statistics of the video.
 * loop: adds a button that controls if the currently selected video is played in a loop.
 * picture_in_picture: adds a button that enables/disables picture-in-picture mode on browsers
-  that support it. Button is invisible on other browsers.
+  that support it. Button is invisible on other browsers. Note that it will use the 
+  [Document Picture-in-Picture API]() if supported.
 
 Example:
 ```js
diff --git a/externs/pictureinpicture.js b/externs/pictureinpicture.js
index 6bd16b6b4c..12f92e193a 100644
--- a/externs/pictureinpicture.js
+++ b/externs/pictureinpicture.js
@@ -49,3 +49,53 @@ HTMLMediaElement.prototype.webkitSupportsPresentationMode = function(mode) {};
 
 /** @type {string} */
 HTMLMediaElement.prototype.webkitPresentationMode;
+
+
+/**
+ * @typedef {{
+ *   initialAspectRatio: (number|undefined),
+ *   width: (number|undefined),
+ *   height: (number|undefined),
+ *   copyStyleSheets: (boolean|undefined),
+ * }}
+ */
+var DocumentPictureInPictureOptions;
+
+
+/**
+ * @constructor
+ * @implements {EventTarget}
+ */
+function DocumentPictureInPicture() {}
+
+
+/**
+ * @param {DocumentPictureInPictureOptions} options
+ * @return {!Promise.<Window>}
+ */
+DocumentPictureInPicture.prototype.requestWindow = function(options) {};
+
+
+/** @type {Window} */
+DocumentPictureInPicture.prototype.window;
+
+
+/** @override */
+DocumentPictureInPicture.prototype.addEventListener =
+    function(type, listener, options) {};
+
+
+/** @override */
+DocumentPictureInPicture.prototype.removeEventListener =
+    function(type, listener, options) {};
+
+
+/** @override */
+DocumentPictureInPicture.prototype.dispatchEvent = function(event) {};
+
+
+/**
+ * @see https://wicg.github.io/document-picture-in-picture/#api
+ * @type {!DocumentPictureInPicture}
+ */
+Window.prototype.documentPictureInPicture;
diff --git a/ui/pip_button.js b/ui/pip_button.js
index c688d2e2cd..f33aa216ce 100644
--- a/ui/pip_button.js
+++ b/ui/pip_button.js
@@ -36,6 +36,9 @@ shaka.ui.PipButton = class extends shaka.ui.Element {
     /** @private {HTMLMediaElement} */
     this.localVideo_ = this.controls.getLocalVideo();
 
+    /** @private {HTMLElement } */
+    this.videoContainer_ = this.controls.getVideoContainer();
+
     const LocIds = shaka.ui.Locales.Ids;
     /** @private {!HTMLButtonElement} */
     this.pipButton_ = shaka.util.Dom.createButton();
@@ -111,8 +114,8 @@ shaka.ui.PipButton = class extends shaka.ui.Element {
    * @private
    */
   isPipAllowed_() {
-    return document.pictureInPictureEnabled &&
-        !this.video.disablePictureInPicture;
+    return ('documentPictureInPicture' in window) ||
+      (document.pictureInPictureEnabled && !this.video.disablePictureInPicture);
   }
 
 
@@ -122,6 +125,10 @@ shaka.ui.PipButton = class extends shaka.ui.Element {
    */
   async onPipClick_() {
     try {
+      if ('documentPictureInPicture' in window) {
+        await this.toggleDocumentPictureInPicture_();
+        return;
+      }
       if (!document.pictureInPictureElement) {
         // If you were fullscreen, leave fullscreen first.
         if (document.fullscreenElement) {
@@ -137,6 +144,50 @@ shaka.ui.PipButton = class extends shaka.ui.Element {
     }
   }
 
+  /**
+   * The Document Picture-in-Picture API makes it possible to open an
+   * always-on-top window that can be populated with arbitrary HTML content.
+   * https://developer.chrome.com/docs/web-platform/document-picture-in-picture
+   * @private
+   */
+  async toggleDocumentPictureInPicture_() {
+    // Close Picture-in-Picture window if any.
+    if (window.documentPictureInPicture.window) {
+      window.documentPictureInPicture.window.close();
+      this.onLeavePictureInPicture_();
+      return;
+    }
+
+    // Open a Picture-in-Picture window.
+    const pipPlayer = this.videoContainer_;
+    const rectPipPlayer = pipPlayer.getBoundingClientRect();
+    const pipWindow = await window.documentPictureInPicture.requestWindow({
+      initialAspectRatio: rectPipPlayer.width / rectPipPlayer.height,
+      copyStyleSheets: true,
+    });
+
+    // Add placeholder for the player.
+    const parentPlayer = pipPlayer.parentNode || document.body;
+    const placeholder = this.videoContainer_.cloneNode(true);
+    placeholder.style.visibility = 'hidden';
+    placeholder.style.height = getComputedStyle(pipPlayer).height;
+    parentPlayer.appendChild(placeholder);
+
+    // Make sure player fits in the Picture-in-Picture window.
+    const styles = document.createElement('style');
+    styles.append(`[data-shaka-player-container] {
+      width: 100% !important; max-height: 100%}`);
+    pipWindow.document.head.append(styles);
+
+    // Move player to the Picture-in-Picture window.
+    pipWindow.document.body.append(pipPlayer);
+    this.onEnterPictureInPicture_();
+
+    // Listen for the PiP closing event to move the player back.
+    this.eventManager.listenOnce(pipWindow, 'unload', () => {
+      placeholder.replaceWith(/** @type {!Node} */(pipPlayer));
+    });
+  }
 
   /** @private */
   onEnterPictureInPicture_() {