diff --git a/dwds/test/devtools_test.dart b/dwds/test/devtools_test.dart
index 76dda874f..12f8e6fb8 100644
--- a/dwds/test/devtools_test.dart
+++ b/dwds/test/devtools_test.dart
@@ -2,7 +2,6 @@
 // for details. All rights reserved. Use of this source code is governed by a
 // BSD-style license that can be found in the LICENSE file.
 
-@Skip('https://github.com/dart-lang/webdev/issues/1845 - Move to cron job.')
 @Timeout(Duration(minutes: 5))
 @TestOn('vm')
 import 'dart:io';
@@ -19,7 +18,7 @@ Future<void> _waitForPageReady(TestContext context) async {
   var attempt = 100;
   while (attempt-- > 0) {
     final content = await context.webDriver.pageSource;
-    if (content.contains('Hello World!')) return;
+    if (content.contains('hello_world')) return;
     await Future.delayed(const Duration(milliseconds: 100));
   }
   throw StateError('Page never initialized');
@@ -43,58 +42,48 @@ void main() {
     test('can launch devtools', () async {
       final windows = await context.webDriver.windows.toList();
       await context.webDriver.driver.switchTo.window(windows.last);
-      // TODO(grouma): switch back to `fixture.webdriver.title` when
-      // https://github.com/flutter/devtools/issues/2045 is fixed.
-      expect(await context.webDriver.pageSource, contains('Flutter'));
+      expect(await context.webDriver.title, equals('Dart DevTools'));
       expect(await context.webDriver.currentUrl, contains('ide=Dwds'));
-      // TODO(elliette): Re-enable and fix flakes.
-    }, skip: true);
-
-    test(
-      'can not launch devtools for the same app in multiple tabs',
-      () async {
-        final appUrl = await context.webDriver.currentUrl;
-        // Open a new tab, select it, and navigate to the app
-        await context.webDriver.driver
-            .execute("window.open('$appUrl', '_blank');", []);
-        await Future.delayed(const Duration(seconds: 2));
-        var windows = await context.webDriver.windows.toList();
-        final oldAppWindow = windows[0];
-        final newAppWindow = windows[1];
-        var devToolsWindow = windows[2];
-        await newAppWindow.setAsActive();
-
-        // Wait for the page to be ready before trying to open DevTools again.
-        await _waitForPageReady(context);
-
-        // Try to open devtools and check for the alert.
-        await context.webDriver.driver.keyboard.sendChord([Keyboard.alt, 'd']);
-        await Future.delayed(const Duration(seconds: 2));
-        final alert = context.webDriver.driver.switchTo.alert;
-        expect(alert, isNotNull);
-        expect(await alert.text,
-            contains('This app is already being debugged in a different tab'));
-        await alert.accept();
-
-        // Now close the old app and try to re-open devtools.
-        await oldAppWindow.setAsActive();
-        await oldAppWindow.close();
-        await devToolsWindow.setAsActive();
-        await devToolsWindow.close();
-        await newAppWindow.setAsActive();
-        await context.webDriver.driver.keyboard.sendChord([Keyboard.alt, 'd']);
-        await Future.delayed(const Duration(seconds: 2));
-        windows = await context.webDriver.windows.toList();
-        devToolsWindow = windows.firstWhere((window) => window != newAppWindow);
-        await devToolsWindow.setAsActive();
-        // TODO(grouma): switch back to `fixture.webdriver.title` when
-        // https://github.com/flutter/devtools/issues/2045 is fixed.
-        expect(await context.webDriver.pageSource, contains('Flutter'));
-      },
-      // TODO(elliette): Enable this test once
-      // https://github.com/dart-lang/webdev/issues/1504 is resolved.
-      skip: true,
-    );
+    });
+
+    test('can not launch devtools for the same app in multiple tabs', () async {
+      final appUrl = await context.webDriver.currentUrl;
+      // Open a new tab, select it, and navigate to the app
+      await context.webDriver.driver
+          .execute("window.open('$appUrl', '_blank');", []);
+      await Future.delayed(const Duration(seconds: 2));
+      final newAppWindow = await context.webDriver.windows.last;
+      await newAppWindow.setAsActive();
+
+      // Wait for the page to be ready before trying to open DevTools again.
+      await _waitForPageReady(context);
+
+      // Try to open devtools and check for the alert.
+      await context.webDriver.driver.keyboard.sendChord([Keyboard.alt, 'd']);
+      await Future.delayed(const Duration(seconds: 2));
+      final alert = context.webDriver.driver.switchTo.alert;
+      expect(alert, isNotNull);
+      expect(await alert.text,
+          contains('This app is already being debugged in a different tab'));
+      await alert.accept();
+
+      var windows = await context.webDriver.windows.toList();
+      for (final window in windows) {
+        if (window.id != newAppWindow.id) {
+          await window.setAsActive();
+          await window.close();
+        }
+      }
+
+      await newAppWindow.setAsActive();
+      await context.webDriver.driver.keyboard.sendChord([Keyboard.alt, 'd']);
+      await Future.delayed(const Duration(seconds: 2));
+      windows = await context.webDriver.windows.toList();
+      final devToolsWindow =
+          windows.firstWhere((window) => window != newAppWindow);
+      await devToolsWindow.setAsActive();
+      expect(await context.webDriver.title, equals('Dart DevTools'));
+    });
 
     test('destroys and recreates the isolate during a page refresh', () async {
       // This test is the same as one in reload_test, but runs here when there
@@ -124,7 +113,7 @@ void main() {
         toReplace: 'Bonjour le monde!',
         replaceWith: 'Hello World!',
       );
-    });
+    }, skip: 'https://github.com/dart-lang/webdev/issues/1888');
   });
 
   group('Injected client without DevTools', () {
@@ -169,6 +158,8 @@ void main() {
       expect(await alert.text, contains('--debug'));
       await alert.accept();
     });
+    // TODO(https://github.com/dart-lang/webdev/issues/1724): Re-enable debug
+    // extension tests on Windows.
   }, tags: ['extension'], skip: Platform.isWindows);
 }