diff --git a/tests/library/chromium/chromium.spec.ts b/tests/library/chromium/chromium.spec.ts
index 2960c9b12c..61e006ef3b 100644
--- a/tests/library/chromium/chromium.spec.ts
+++ b/tests/library/chromium/chromium.spec.ts
@@ -233,6 +233,116 @@ test('should intercept only serviceworker request, not page', async ({ context,
   expect(response).toBe('from sw');
 });
 
+test('should emit new service worker on update', async ({ context, page, server }) => {
+  let version = 0;
+  server.setRoute('/worker.js', (req, res) => {
+    res.writeHead(200, 'OK', { 'Content-Type': 'text/javascript' });
+    res.write(`self.PW_VERSION = ${version++};`);
+    res.end();
+  });
+
+  server.setRoute('/home', (req, res) => {
+    res.write(`
+      <!DOCTYPE html>
+      <html>
+        <head>
+          <title>Service Worker Update Demo</title>
+        </head>
+        <body>
+          <button id="update" disabled>update service worker</button>
+          <script>
+            const updateBtn = document.getElementById('update');
+            updateBtn.addEventListener('click', evt => {
+              evt.preventDefault();
+              registration.then(r => r.update());
+            });
+
+            const registration = new Promise(r => navigator.serviceWorker.register('/worker.js').then(r));
+            registration.then(() => updateBtn.disabled = false);
+          </script>
+        </body>
+      </html>
+    `);
+    res.end();
+  });
+
+  const [ sw ] = await Promise.all([
+    context.waitForEvent('serviceworker'),
+    page.goto(server.PREFIX + '/home'),
+  ]);
+
+  await expect.poll(() => sw.evaluate(() => self['PW_VERSION'])).toBe(0);
+
+  const [ updatedSW ] = await Promise.all([
+    context.waitForEvent('serviceworker'),
+    page.click('#update'),
+  ]);
+
+  await expect.poll(() => updatedSW.evaluate(() => self['PW_VERSION'])).toBe(1);
+});
+
+test('should intercept service worker update requests', async ({ context, page, server }) => {
+  test.fixme();
+  test.info().annotations.push({ type: 'issue', description: 'https://github.com/microsoft/playwright/issues/14711' });
+
+  let version = 0;
+  server.setRoute('/worker.js', (req, res) => {
+    res.writeHead(200, 'OK', { 'Content-Type': 'text/javascript' });
+    res.write(`self.PW_VERSION = ${version++};`);
+    res.end();
+  });
+
+  server.setRoute('/home', (req, res) => {
+    res.write(`
+      <!DOCTYPE html>
+      <html>
+        <head>
+          <title>Service Worker Update Demo</title>
+        </head>
+        <body>
+          <button id="update" disabled>update service worker</button>
+          <script>
+            const updateBtn = document.getElementById('update');
+            updateBtn.addEventListener('click', evt => {
+              evt.preventDefault();
+              registration.then(r => r.update());
+            });
+
+            const registration = new Promise(r => navigator.serviceWorker.register('/worker.js').then(r));
+            registration.then(() => updateBtn.disabled = false);
+          </script>
+        </body>
+      </html>
+    `);
+    res.end();
+  });
+
+  const [ sw ] = await Promise.all([
+    context.waitForEvent('serviceworker'),
+    page.goto(server.PREFIX + '/home'),
+  ]);
+
+  await expect.poll(() => sw.evaluate(() => self['PW_VERSION'])).toBe(0);
+
+  // Before triggering, let's intercept the update request
+  await context.route('**/worker.js', async route => {
+    await route.fulfill({
+      status: 200,
+      body: `self.PW_VERSION = "intercepted";`,
+      contentType: 'text/javascript',
+    });
+  });
+
+  const [ updatedSW ] = await Promise.all([
+    context.waitForEvent('serviceworker'),
+    // currently times out here
+    context.waitForEvent('request', r => r.url().endsWith('worker.js')),
+    page.click('#update'),
+  ]);
+
+  await expect.poll(() => updatedSW.evaluate(() => self['PW_VERSION'])).toBe('intercepted');
+});
+
 test('setOffline', async ({ context, page, server }) => {
   const [worker] = await Promise.all([
     context.waitForEvent('serviceworker'),
