diff --git a/lldb/test/API/functionalities/thread/thread_specific_break_plus_condition/TestThreadSpecificBpPlusCondition.py b/lldb/test/API/functionalities/thread/thread_specific_break_plus_condition/TestThreadSpecificBpPlusCondition.py
--- a/lldb/test/API/functionalities/thread/thread_specific_break_plus_condition/TestThreadSpecificBpPlusCondition.py
+++ b/lldb/test/API/functionalities/thread/thread_specific_break_plus_condition/TestThreadSpecificBpPlusCondition.py
@@ -20,6 +20,7 @@
     # hits break in another thread in testrun
     @add_test_categories(['pyapi'])
     @expectedFlakeyNetBSD
+    @skipIfWindows # This test is flaky on Windows
     def test_python(self):
         """Test that we obey thread conditioned breakpoints."""
         self.build()
diff --git a/lldb/test/API/python_api/lldbutil/iter/TestLLDBIterator.py b/lldb/test/API/python_api/lldbutil/iter/TestLLDBIterator.py
--- a/lldb/test/API/python_api/lldbutil/iter/TestLLDBIterator.py
+++ b/lldb/test/API/python_api/lldbutil/iter/TestLLDBIterator.py
@@ -89,6 +89,7 @@
             self.assertEqual(yours[i], mine[i],
                             "ID of yours[{0}] and mine[{0}] matches".format(i))
 
+    @skipIfWindows # This test is flaky on Windows
     def test_lldb_iter_frame(self):
         """Test iterator works correctly for SBProcess->SBThread->SBFrame."""
         self.build()