diff --git a/.github/workflows/ports_windows.yml b/.github/workflows/ports_windows.yml
index 7647749f77..91a3192a10 100644
--- a/.github/workflows/ports_windows.yml
+++ b/.github/workflows/ports_windows.yml
@@ -42,6 +42,8 @@ jobs:
           configuration: Debug
         - visualstudio: '2019'
           configuration: Debug
+    env:
+      CI_BUILD_CONFIGURATION: ${{ matrix.configuration }}
     runs-on: ${{ matrix.runner }}
     steps:
     - name: Install Visual Studio 2017
diff --git a/tests/run-tests.py b/tests/run-tests.py
index 59ed179621..079b9a3259 100755
--- a/tests/run-tests.py
+++ b/tests/run-tests.py
@@ -580,7 +580,7 @@ def run_tests(pyb, tests, args, result_dir, num_threads=1):
     if os.getenv("GITHUB_ACTIONS") == "true":
         skip_tests.add("thread/stress_schedule.py")  # has reliability issues
 
-        if os.getenv("RUNNER_OS") == "Windows":
+        if os.getenv("RUNNER_OS") == "Windows" and os.getenv("CI_BUILD_CONFIGURATION") == "Debug":
             # fails with stack overflow on Debug builds
             skip_tests.add("misc/sys_settrace_features.py")