diff --git a/lib/web_ui/lib/src/engine/browser_detection.dart b/lib/web_ui/lib/src/engine/browser_detection.dart
index b167480f80547..f771c9ea64ee4 100644
--- a/lib/web_ui/lib/src/engine/browser_detection.dart
+++ b/lib/web_ui/lib/src/engine/browser_detection.dart
@@ -81,7 +81,8 @@ BrowserEngine detectBrowserEngineByVendorAgent(String vendor, String agent) {
   }
 
   // Assume Blink otherwise, but issue a warning.
-  print('WARNING: failed to detect current browser engine. Assuming this is a Chromium-compatible browser.');
+  print(
+      'WARNING: failed to detect current browser engine. Assuming this is a Chromium-compatible browser.');
   return BrowserEngine.blink;
 }
 
@@ -141,8 +142,9 @@ OperatingSystem detectOperatingSystem({
   if (platform.startsWith('Mac')) {
     // iDevices requesting a "desktop site" spoof their UA so it looks like a Mac.
     // This checks if we're in a touch device, or on a real mac.
-    final int maxTouchPoints =
-        overrideMaxTouchPoints ?? domWindow.navigator.maxTouchPoints?.toInt() ?? 0;
+    final int maxTouchPoints = overrideMaxTouchPoints ??
+        domWindow.navigator.maxTouchPoints?.toInt() ??
+        0;
     if (maxTouchPoints > 2) {
       return OperatingSystem.iOs;
     }
@@ -204,6 +206,36 @@ bool get isIOS15 {
       domWindow.navigator.userAgent.contains('OS 15_');
 }
 
+/// Detect if running on Chrome version 110 or older on Windows.
+///
+/// These versions of Chrome have a bug on Windows which causes
+/// rendering to be flipped upside down.
+// TODO(harryterkelsen): Remove this check once we stop supporting Chrome 110
+// and earlier, https://github.com/flutter/flutter/issues/139186.
+bool get isChrome110OrOlderOnWindows {
+  if (debugIsChrome110OrOlderOnWindows != null) {
+    return debugIsChrome110OrOlderOnWindows!;
+  }
+  if (_cachedIsChrome110OrOlderOnWindows != null) {
+    return _cachedIsChrome110OrOlderOnWindows!;
+  }
+  if (operatingSystem != OperatingSystem.windows) {
+    return _cachedIsChrome110OrOlderOnWindows = false;
+  }
+  final RegExp chromeRegexp = RegExp(r'Chrom(e|ium)\/([0-9]+)\.');
+  final RegExpMatch? match =
+      chromeRegexp.firstMatch(domWindow.navigator.userAgent);
+  if (match != null) {
+    final int chromeVersion = int.parse(match.group(2)!);
+    return _cachedIsChrome110OrOlderOnWindows = chromeVersion <= 110;
+  }
+  return _cachedIsChrome110OrOlderOnWindows = false;
+}
+
+// Cache the result of checking if the app is running on Chrome 110 on Windows
+// since we check this on every frame.
+bool? _cachedIsChrome110OrOlderOnWindows;
+
 /// If set to true pretends that the current browser is iOS Safari.
 ///
 /// Useful for tests. Do not use in production code.
@@ -234,6 +266,9 @@ bool get isWasm => const bool.fromEnvironment('dart.library.ffi');
 /// Use in tests to simulate the detection of iOS 15.
 bool? debugIsIOS15;
 
+/// Use in tests to simulated the detection of Chrome 110 or older on Windows.
+bool? debugIsChrome110OrOlderOnWindows;
+
 int? _cachedWebGLVersion;
 
 /// The highest WebGL version supported by the current browser, or -1 if WebGL
diff --git a/lib/web_ui/lib/src/engine/dom.dart b/lib/web_ui/lib/src/engine/dom.dart
index 284cd7296832a..47c464a8de840 100644
--- a/lib/web_ui/lib/src/engine/dom.dart
+++ b/lib/web_ui/lib/src/engine/dom.dart
@@ -3672,8 +3672,10 @@ external JSAny? get _createImageBitmapFunction;
 /// Set to `true` to disable `createImageBitmap` support. Used in tests.
 bool debugDisableCreateImageBitmapSupport = false;
 
-bool browserSupportsCreateImageBitmap =
-    !debugDisableCreateImageBitmapSupport || _createImageBitmapFunction != null;
+bool get browserSupportsCreateImageBitmap =>
+    _createImageBitmapFunction != null &&
+    !isChrome110OrOlderOnWindows &&
+    !debugDisableCreateImageBitmapSupport;
 
 @JS()
 @staticInterop
diff --git a/lib/web_ui/test/canvaskit/no_create_image_bitmap_test.dart b/lib/web_ui/test/canvaskit/no_create_image_bitmap_test.dart
index 4ee6b09aa3a2f..d23270e1e8a31 100644
--- a/lib/web_ui/test/canvaskit/no_create_image_bitmap_test.dart
+++ b/lib/web_ui/test/canvaskit/no_create_image_bitmap_test.dart
@@ -20,14 +20,18 @@ void testMain() {
     setUpCanvasKitTest();
     setUp(() async {
       EngineFlutterDisplay.instance.debugOverrideDevicePixelRatio(1.0);
-      debugDisableCreateImageBitmapSupport = true;
     });
 
     tearDown(() {
       debugDisableCreateImageBitmapSupport = false;
+      debugIsChrome110OrOlderOnWindows = null;
     });
 
     test('can render without createImageBitmap', () async {
+      debugDisableCreateImageBitmapSupport = true;
+
+      expect(browserSupportsCreateImageBitmap, isFalse);
+
       final CkPictureRecorder recorder = CkPictureRecorder();
       final CkCanvas canvas = recorder.beginRecording(region);
 
@@ -61,5 +65,14 @@ void testMain() {
         region: region,
       );
     });
+
+    test(
+        'createImageBitmap support is disabled on '
+        'Windows on Chrome version 110 or older', () async {
+      debugIsChrome110OrOlderOnWindows = true;
+      debugDisableCreateImageBitmapSupport = false;
+
+      expect(browserSupportsCreateImageBitmap, isFalse);
+    });
   });
 }