diff --git a/tests/test_litellm/proxy/client/cli/test_claude_settings.py b/tests/test_litellm/proxy/client/cli/test_claude_settings.py
index e5f2a9d95bd..a1517ce2a17 100644
--- a/tests/test_litellm/proxy/client/cli/test_claude_settings.py
+++ b/tests/test_litellm/proxy/client/cli/test_claude_settings.py
@@ -1,6 +1,7 @@
 import json
 import shlex
 import stat
+import sys
 import time
 from unittest.mock import patch
 
@@ -328,6 +329,7 @@ class TestConflictingOwnersOfTheSettingsFile:
 
 
 class TestDoesNotDestroyUserOwnedStructure:
+    @pytest.mark.skipif(sys.platform == "win32", reason="symlink creation needs elevation or Developer Mode on Windows")
     def test_writes_through_a_symlinked_settings_file(self, tmp_path, lite_on_path):
         """os.replace() swaps the symlink for a regular file, detaching a dotfiles repo.
 
diff --git a/tests/test_litellm/proxy/common_utils/test_static_asset_utils.py b/tests/test_litellm/proxy/common_utils/test_static_asset_utils.py
index 593158515a5..31b0dfe9249 100644
--- a/tests/test_litellm/proxy/common_utils/test_static_asset_utils.py
+++ b/tests/test_litellm/proxy/common_utils/test_static_asset_utils.py
@@ -7,6 +7,7 @@ arbitrary local image paths working while refusing non-image files like
 """
 
 import os
+import sys
 
 import pytest
 
@@ -52,6 +53,7 @@ class TestResolveValidatedLocalImagePath:
         result = resolve_validated_local_image_path("/proc/self/environ")
         assert result is None
 
+    @pytest.mark.skipif(sys.platform == "win32", reason="symlink creation needs elevation or Developer Mode on Windows")
     def test_rejects_symlink_pointing_to_non_image(self, tmp_path):
         secret = tmp_path / "secret.txt"
         secret.write_text("password=hunter2")
@@ -62,6 +64,7 @@ class TestResolveValidatedLocalImagePath:
 
         assert result is None
 
+    @pytest.mark.skipif(sys.platform == "win32", reason="symlink creation needs elevation or Developer Mode on Windows")
     def test_accepts_symlink_pointing_to_image(self, tmp_path):
         logo = tmp_path / "real_logo.png"
         logo.write_bytes(b"\x89PNG\r\n\x1a\nfake png body")