TST: xfail on 37, win (#27956)

* TST: xfail on 37, win

Closes #27902

Author: TomAugspurger

pandas/tests/groupby/test_categorical.py

@@ -4,6 +4,8 @@
 import numpy as np
 import pytest
 
+from pandas.compat import PY37, is_platform_windows
+
 import pandas as pd
 from pandas import (
     Categorical,
@@ -208,6 +210,9 @@ def test_level_get_group(observed):
 
 
 # GH#21636 previously flaky on py37
+@pytest.mark.xfail(
+    is_platform_windows() and PY37, reason="Flaky, GH-27902", strict=False
+)
 @pytest.mark.parametrize("ordered", [True, False])
 def test_apply(ordered):
     # GH 10138