diff --git a/pandas/tests/io/parser/common/test_chunksize.py b/pandas/tests/io/parser/common/test_chunksize.py
index 4c26047d98acc..9ad3c1328cdae 100644
--- a/pandas/tests/io/parser/common/test_chunksize.py
+++ b/pandas/tests/io/parser/common/test_chunksize.py
@@ -162,7 +162,6 @@ def test_chunk_begins_with_newline_whitespace(all_parsers):
 
 
 @pytest.mark.slow
-@pytest.mark.xfail(reason="GH38630, sometimes gives ResourceWarning", strict=False)
 def test_chunks_have_consistent_numerical_type(all_parsers):
     parser = all_parsers
     integers = [str(i) for i in range(499999)]
diff --git a/pandas/tests/plotting/test_converter.py b/pandas/tests/plotting/test_converter.py
index 75f2dcacf244d..1d9b14a739848 100644
--- a/pandas/tests/plotting/test_converter.py
+++ b/pandas/tests/plotting/test_converter.py
@@ -10,10 +10,7 @@
 
 import pandas._config.config as cf
 
-from pandas.compat import (
-    is_platform_windows,
-    np_datetime64_compat,
-)
+from pandas.compat import np_datetime64_compat
 import pandas.util._test_decorators as td
 
 from pandas import (
@@ -92,11 +89,6 @@ def test_registering_no_warning(self):
         ax.plot(s.index, s.values)
         plt.close()
 
-    @pytest.mark.xfail(
-        is_platform_windows(),
-        reason="Getting two warnings intermittently, see GH#37746",
-        strict=False,
-    )
     def test_pandas_plots_register(self):
         plt = pytest.importorskip("matplotlib.pyplot")
         s = Series(range(12), index=date_range("2017", periods=12))
diff --git a/pandas/tests/plotting/test_groupby.py b/pandas/tests/plotting/test_groupby.py
index 76320767a6b01..997f5abe12078 100644
--- a/pandas/tests/plotting/test_groupby.py
+++ b/pandas/tests/plotting/test_groupby.py
@@ -4,7 +4,6 @@
 import numpy as np
 import pytest
 
-from pandas.compat import is_platform_windows
 import pandas.util._test_decorators as td
 
 from pandas import (
@@ -20,11 +19,6 @@
 
 @td.skip_if_no_mpl
 class TestDataFrameGroupByPlots(TestPlotBase):
-    @pytest.mark.xfail(
-        is_platform_windows(),
-        reason="Looks like LinePlot._is_ts_plot is wrong",
-        strict=False,
-    )
     def test_series_groupby_plotting_nominally_works(self):
         n = 10
         weight = Series(np.random.normal(166, 20, size=n))
diff --git a/pandas/tests/tseries/offsets/test_offsets_properties.py b/pandas/tests/tseries/offsets/test_offsets_properties.py
index ef9f2390922ff..1b4fa9292c403 100644
--- a/pandas/tests/tseries/offsets/test_offsets_properties.py
+++ b/pandas/tests/tseries/offsets/test_offsets_properties.py
@@ -11,7 +11,6 @@
     assume,
     given,
 )
-from hypothesis.errors import Flaky
 import pytest
 import pytz
 
@@ -45,7 +44,6 @@ def test_on_offset_implementations(dt, offset):
     assert offset.is_on_offset(dt) == (compare == dt)
 
 
-@pytest.mark.xfail(strict=False, raises=Flaky, reason="unreliable test timings")
 @given(YQM_OFFSET)
 def test_shift_across_dst(offset):
     # GH#18319 check that 1) timezone is correctly normalized and