diff --git a/.github/workflows/ci.yaml b/.github/workflows/ci.yaml
index abc2173c6e7..72599d28703 100644
--- a/.github/workflows/ci.yaml
+++ b/.github/workflows/ci.yaml
@@ -306,7 +306,8 @@ jobs:
           skips: []
           timeout: 60
         - os: windows-2025
-          extra_test_args: [] # TODO: Enable '-u all'
+          extra_test_args:
+            - '-u all'
           env_polluting_tests:
             - test_set
           skips: []
diff --git a/Lib/test/test_codecmaps_kr.py b/Lib/test/test_codecmaps_kr.py
index b8376d36615..a6409239dc5 100644
--- a/Lib/test/test_codecmaps_kr.py
+++ b/Lib/test/test_codecmaps_kr.py
@@ -11,7 +11,7 @@ class TestCP949Map(multibytecodec_support.TestBase_Mapping,
     encoding = 'cp949'
     mapfileurl = 'http://www.pythontest.net/unicode/CP949.TXT'
 
-    @unittest.expectedFailure  # TODO: RUSTPYTHON; LookupError: unknown encoding: cp949
+    @unittest.expectedFailureIf(__import__("sys").platform in ("android", "darwin", "linux"), "TODO: RUSTPYTHON; LookupError: unknown encoding: cp949")
     def test_mapping_file(self):
         return super().test_mapping_file()
 
diff --git a/Lib/test/test_codecmaps_tw.py b/Lib/test/test_codecmaps_tw.py
index 4a1359ce7be..2fcf59c9f6d 100644
--- a/Lib/test/test_codecmaps_tw.py
+++ b/Lib/test/test_codecmaps_tw.py
@@ -27,7 +27,7 @@ class TestCP950Map(multibytecodec_support.TestBase_Mapping,
         (b"\xFFxy", "replace",  "\ufffdxy"),
     )
 
-    @unittest.expectedFailure  # TODO: RUSTPYTHON; LookupError: unknown encoding: cp950
+    @unittest.expectedFailureIf(__import__("sys").platform in ("android", "darwin", "linux"), "TODO: RUSTPYTHON; LookupError: unknown encoding: cp950")
     def test_errorhandle(self):
         return super().test_errorhandle()
 
diff --git a/Lib/test/test_tokenize.py b/Lib/test/test_tokenize.py
index 394a87c3601..5ed844c34f0 100644
--- a/Lib/test/test_tokenize.py
+++ b/Lib/test/test_tokenize.py
@@ -2173,6 +2173,7 @@ def test_string_concatenation(self):
         # Two string literals on the same line
         self.check_roundtrip("'' ''")
 
+    @unittest.skipIf(support.is_resource_enabled("cpu") and __import__("sys").platform == "win32", "TODO: RUSTPYTHON; Timeout after 10 minutes")
     def test_random_files(self):
         # Test roundtrip on random python modules.
         # pass the '-ucpu' option to process the full directory.
diff --git a/Lib/test/test_venv.py b/Lib/test/test_venv.py
index 34757c97a4f..2ea5f502247 100644
--- a/Lib/test/test_venv.py
+++ b/Lib/test/test_venv.py
@@ -1094,6 +1094,7 @@ def nicer_error(self):
                 f"**Subprocess Error**\n{err}"
             )
 
+    @unittest.expectedFailureIfWindows("TODO: RUSTPYTHON; FileNotFoundError: [WinError 2] No such file or directory")
     @requires_venv_with_pip()
     @requires_resource('cpu')
     def test_with_pip(self):
diff --git a/Lib/test/test_winconsoleio.py b/Lib/test/test_winconsoleio.py
index 1bae884ed9a..516d5563218 100644
--- a/Lib/test/test_winconsoleio.py
+++ b/Lib/test/test_winconsoleio.py
@@ -142,6 +142,7 @@ def test_write_empty_data(self):
         with ConIO('CONOUT$', 'w') as f:
             self.assertEqual(f.write(b''), 0)
 
+    @unittest.expectedFailureIfWindows("TODO: RUSTPYTHON")
     @requires_resource('console')
     def test_write(self):
         testcases = []
diff --git a/Lib/test/test_winsound.py b/Lib/test/test_winsound.py
index 9724d830ade..d013d8396cb 100644
--- a/Lib/test/test_winsound.py
+++ b/Lib/test/test_winsound.py
@@ -100,6 +100,7 @@ def test_keyword_args(self):
 
 class PlaySoundTest(unittest.TestCase):
 
+    @unittest.expectedFailureIfWindows("TODO: RUSTPYTHON; TypeError: a bytes-like object is required, not 'str'")
     def test_errors(self):
         self.assertRaises(TypeError, winsound.PlaySound)
         self.assertRaises(TypeError, winsound.PlaySound, "bad", "bad")
diff --git a/Lib/test/test_wmi.py b/Lib/test/test_wmi.py
index 90eb40439d4..e2d924c9769 100644
--- a/Lib/test/test_wmi.py
+++ b/Lib/test/test_wmi.py
@@ -59,6 +59,7 @@ def test_wmi_query_not_select(self):
         with self.assertRaises(ValueError):
             wmi_exec_query("not select, just in case someone tries something")
 
+    @unittest.skipIf(__import__("sys").platform == "win32", "TODO: RUSTPYTHON; Timeout after 10 minutes")
     @support.requires_resource('cpu')
     def test_wmi_query_overflow(self):
         # Ensure very big queries fail