diff --git a/lldb/test/API/python_api/file_handle/TestFileHandle.py b/lldb/test/API/python_api/file_handle/TestFileHandle.py
index 707044a3afb0f..70720e3f0fa91 100644
--- a/lldb/test/API/python_api/file_handle/TestFileHandle.py
+++ b/lldb/test/API/python_api/file_handle/TestFileHandle.py
@@ -2,7 +2,6 @@
 Test lldb Python API for file handles.
 """
 
-
 import os
 import io
 import re
@@ -680,6 +679,7 @@ def test_stdout_file(self):
             lines = [x for x in f.read().strip().split() if x != "7"]
             self.assertEqual(lines, ["foobar"])
 
+    @skipIf(hostoslist=["windows"])
     def test_stdout_file_interactive(self):
         """Ensure when we read stdin from a file, outputs from python goes to the right I/O stream."""
         with open(self.in_filename, "w") as f:
diff --git a/lldb/test/Shell/ScriptInterpreter/Python/io.test b/lldb/test/Shell/ScriptInterpreter/Python/io.test
index 25e3de41724e0..1a3ff8dcd4258 100644
--- a/lldb/test/Shell/ScriptInterpreter/Python/io.test
+++ b/lldb/test/Shell/ScriptInterpreter/Python/io.test
@@ -1,3 +1,5 @@
+# UNSUPPORTED: system-windows
+
 # RUN: rm -rf %t.stdout %t.stderr
 # RUN: cat %s | %lldb --script-language python > %t.stdout 2> %t.stderr
 # RUN: cat %t.stdout | FileCheck %s --check-prefix STDOUT