diff --git a/CHANGES/5127.bugfix b/CHANGES/5127.bugfix
new file mode 100644
index 00000000000..581ab3e8c31
--- /dev/null
+++ b/CHANGES/5127.bugfix
@@ -0,0 +1 @@
+Fix a bug in ``web.run_app()`` about Python version checking on Windows
diff --git a/aiohttp/web.py b/aiohttp/web.py
index d1d602c3fc3..00e6eb706df 100644
--- a/aiohttp/web.py
+++ b/aiohttp/web.py
@@ -420,7 +420,7 @@ async def _run_app(
         # sleep forever by 1 hour intervals,
         # on Windows before Python 3.8 wake up every 1 second to handle
         # Ctrl+C smoothly
-        if sys.platform == "win32" and sys.version_info < 3.8:
+        if sys.platform == "win32" and sys.version_info < (3, 8):
             delay = 1
         else:
             delay = 3600