diff --git a/browser_patches/webkit/BUILD_NUMBER b/browser_patches/webkit/BUILD_NUMBER
index b0536459d745c..e944bea9ac3af 100644
--- a/browser_patches/webkit/BUILD_NUMBER
+++ b/browser_patches/webkit/BUILD_NUMBER
@@ -1 +1 @@
-1205
+1206
diff --git a/browser_patches/webkit/patches/bootstrap.diff b/browser_patches/webkit/patches/bootstrap.diff
index b8afdc4cf0c46..187c594cd8680 100644
--- a/browser_patches/webkit/patches/bootstrap.diff
+++ b/browser_patches/webkit/patches/bootstrap.diff
@@ -5588,6 +5588,19 @@ index 44737686187a06a92c408ea60b63a48ac8481334..c754a763688b52e7ddd47493296ef9b0
  }
  
  bool PlatformKeyboardEvent::currentCapsLockState()
+diff --git a/Source/WebKit/Configurations/WebKit.xcconfig b/Source/WebKit/Configurations/WebKit.xcconfig
+index c8300ab14a7273942d580acd5de7ec1ff53d3d34..ea757e7e44cfb3cffa5f24083da18c279a128ff8 100644
+--- a/Source/WebKit/Configurations/WebKit.xcconfig
++++ b/Source/WebKit/Configurations/WebKit.xcconfig
+@@ -130,7 +130,7 @@ WK_QUICKLOOK_THUMBNAILING_LDFLAGS_MACOS_SINCE_1015 = -framework QuickLookThumbna
+ WK_QUICKLOOK_THUMBNAILING_LDFLAGS_iphoneos = -framework QuickLookThumbnailing;
+ WK_QUICKLOOK_THUMBNAILING_LDFLAGS_iphonesimulator = -framework QuickLookThumbnailing;
+ 
+-FRAMEWORK_AND_LIBRARY_LDFLAGS = -lobjc -framework CFNetwork -framework CoreAudio -framework CoreFoundation -framework CoreGraphics -framework CoreText -framework Foundation -framework ImageIO -framework IOKit -framework IOSurface -framework WebKitLegacy -framework QuickLookThumbnailing -lnetwork $(WK_ACCESSIBILITY_LDFLAGS) $(WK_APPKIT_LDFLAGS) $(WK_ASSERTION_SERVICES_LDFLAGS) $(WK_RUNNINGBOARD_SERVICES_LDFLAGS) $(WK_AUTHKIT_LDFLAGS) $(WK_CARBON_LDFLAGS) $(WK_CORE_PREDICTION_LDFLAGS) $(WK_CORE_SERVICES_LDFLAGS) $(WK_GRAPHICS_SERVICES_LDFLAGS) $(WK_LIBSANDBOX_LDFLAGS) $(WK_LIBWEBRTC_LDFLAGS) $(WK_MOBILE_CORE_SERVICES_LDFLAGS) $(WK_MOBILE_GESTALT_LDFLAGS) $(WK_OPENGL_LDFLAGS) $(WK_PDFKIT_LDFLAGS) $(WK_SAFE_BROWSING_LDFLAGS) $(WK_SECURITY_INTERFACE_LDFLAGS) $(WK_UIKIT_LDFLAGS) $(WK_URL_FORMATTING_LDFLAGS) $(WK_WEBINSPECTORUI_LDFLAGS) $(WK_QUICKLOOK_THUMBNAILING_LDFLAGS);
++FRAMEWORK_AND_LIBRARY_LDFLAGS = -lobjc -framework CFNetwork -framework CoreAudio -framework CoreFoundation -framework CoreGraphics -framework CoreText -framework Foundation -framework ImageIO -framework IOKit -framework IOSurface -framework WebKitLegacy -lnetwork $(WK_ACCESSIBILITY_LDFLAGS) $(WK_APPKIT_LDFLAGS) $(WK_ASSERTION_SERVICES_LDFLAGS) $(WK_RUNNINGBOARD_SERVICES_LDFLAGS) $(WK_AUTHKIT_LDFLAGS) $(WK_CARBON_LDFLAGS) $(WK_CORE_PREDICTION_LDFLAGS) $(WK_CORE_SERVICES_LDFLAGS) $(WK_GRAPHICS_SERVICES_LDFLAGS) $(WK_LIBSANDBOX_LDFLAGS) $(WK_LIBWEBRTC_LDFLAGS) $(WK_MOBILE_CORE_SERVICES_LDFLAGS) $(WK_MOBILE_GESTALT_LDFLAGS) $(WK_OPENGL_LDFLAGS) $(WK_PDFKIT_LDFLAGS) $(WK_SAFE_BROWSING_LDFLAGS) $(WK_SECURITY_INTERFACE_LDFLAGS) $(WK_UIKIT_LDFLAGS) $(WK_URL_FORMATTING_LDFLAGS) $(WK_WEBINSPECTORUI_LDFLAGS) $(WK_QUICKLOOK_THUMBNAILING_LDFLAGS);
+ 
+ // Prevent C++ standard library basic_stringstream, operator new, delete and their related exception types from being exported as weak symbols.
+ UNEXPORTED_SYMBOL_LDFLAGS = -Wl,-unexported_symbol -Wl,__ZTISt9bad_alloc -Wl,-unexported_symbol -Wl,__ZTISt9exception -Wl,-unexported_symbol -Wl,__ZTSSt9bad_alloc -Wl,-unexported_symbol -Wl,__ZTSSt9exception -Wl,-unexported_symbol -Wl,__ZdlPvS_ -Wl,-unexported_symbol -Wl,__ZnwmPv -Wl,-unexported_symbol -Wl,__Znwm -Wl,-unexported_symbol -Wl,__ZNSt3__18functionIFvN7WebCore12PolicyActionEEEC2EOS4_ -Wl,-unexported_symbol -Wl,__ZNSt3__18functionIFvN7WebCore12PolicyActionEEEC1EOS4_ -Wl,-unexported_symbol -Wl,__ZNSt3__18functionIFvN7WebCore12PolicyActionEEEaSEDn -Wl,-unexported_symbol -Wl,__ZNKSt3__18functionIFvN7WebCore12PolicyActionEEEclES2_ -Wl,-unexported_symbol -Wl,__ZNSt3__18functionIFvN7WebCore12PolicyActionEEE4swapERS4_ -Wl,-unexported_symbol -Wl,__ZNSt3__18functionIFvN7WebCore12PolicyActionEEEC1ERKS4_ -Wl,-unexported_symbol -Wl,__ZNSt3__18functionIFvN7WebCore12PolicyActionEEEC2ERKS4_ -Wl,-unexported_symbol -Wl,__ZNSt3__18functionIFvN7WebCore12PolicyActionEEED1Ev -Wl,-unexported_symbol -Wl,__ZNSt3__18functionIFvN7WebCore12PolicyActionEEED2Ev -Wl,-unexported_symbol -Wl,__ZNSt3__18functionIFvN7WebCore12PolicyActionEEEaSERKS4_ -Wl,-unexported_symbol -Wl,__ZTVNSt3__117bad_function_callE -Wl,-unexported_symbol -Wl,__ZTCNSt3__118basic_stringstreamIcNS_11char_traitsIcEENS_9allocatorIcEEEE0_NS_13basic_istreamIcS2_EE -Wl,-unexported_symbol -Wl,__ZTCNSt3__118basic_stringstreamIcNS_11char_traitsIcEENS_9allocatorIcEEEE0_NS_14basic_iostreamIcS2_EE -Wl,-unexported_symbol -Wl,__ZTCNSt3__118basic_stringstreamIcNS_11char_traitsIcEENS_9allocatorIcEEEE16_NS_13basic_ostreamIcS2_EE -Wl,-unexported_symbol -Wl,__ZTTNSt3__118basic_stringstreamIcNS_11char_traitsIcEENS_9allocatorIcEEEE -Wl,-unexported_symbol -Wl,__ZTVNSt3__115basic_stringbufIcNS_11char_traitsIcEENS_9allocatorIcEEEE -Wl,-unexported_symbol -Wl,__ZTVNSt3__118basic_stringstreamIcNS_11char_traitsIcEENS_9allocatorIcEEEE -Wl,-unexported_symbol -Wl,__ZTCNSt3__118basic_stringstreamIcNS_11char_traitsIcEENS_9allocatorIcEEEE8_NS_13basic_ostreamIcS2_EE;
 diff --git a/Source/WebKit/NetworkProcess/NetworkProcess.cpp b/Source/WebKit/NetworkProcess/NetworkProcess.cpp
 index f62e98610dd2e74efcf0c899475e6d095b8f916b..e0a7d93c6700869adc7ba612f07fe3cf77e221af 100644
 --- a/Source/WebKit/NetworkProcess/NetworkProcess.cpp
diff --git a/browser_patches/webkit/src/Tools/Playwright/mac/BrowserWindowController.m b/browser_patches/webkit/src/Tools/Playwright/mac/BrowserWindowController.m
index c48697f7cfd69..6c1177d85fe85 100644
--- a/browser_patches/webkit/src/Tools/Playwright/mac/BrowserWindowController.m
+++ b/browser_patches/webkit/src/Tools/Playwright/mac/BrowserWindowController.m
@@ -388,6 +388,33 @@ - (void)windowWillClose:(NSNotification *)notification
     [_webView removeFromSuperview];
     _textFinder.hideInterfaceCallback = nil;
     [self release];
+
+    // Post two events (don't ask me why!) to spin event loop and drain
+    // automatically created autorelease pools that will release our window.
+    // See https://www.mikeash.com/pyblog/more-fun-with-autorelease.html
+    // for some discussion.
+    NSEvent* event1 = [NSEvent
+      otherEventWithType:NSEventTypeApplicationDefined
+                location:NSMakePoint(0, 0)
+           modifierFlags:0
+               timestamp:[[NSDate date] timeIntervalSince1970]
+            windowNumber:0
+                 context:nil
+                 subtype:0
+                   data1:0
+                   data2:0];
+    [NSApp postEvent:event1 atStart:YES];
+    NSEvent* event2 = [NSEvent
+      otherEventWithType:NSEventTypeApplicationDefined
+                location:NSMakePoint(0, 0)
+           modifierFlags:0
+               timestamp:[[NSDate date] timeIntervalSince1970]
+            windowNumber:0
+                 context:nil
+                 subtype:0
+                   data1:0
+                   data2:0];
+    [NSApp postEvent:event2 atStart:NO];
 }
 
 - (void)webViewDidClose:(WKWebView *)webView {