diff --git a/.github/workflows/test_outdated_versions.yml b/.github/workflows/test_outdated_versions.yml
index b8f4a2e5dfcd..727d32fe5668 100644
--- a/.github/workflows/test_outdated_versions.yml
+++ b/.github/workflows/test_outdated_versions.yml
@@ -13,7 +13,7 @@ jobs:
     strategy:
       fail-fast: false
       matrix:
-        botocore: ["--upgrade boto3 botocore", "boto3==1.11.0 botocore==1.14.0"]
+        botocore: ["--upgrade boto3 botocore", "--upgrade boto3 botocore && pip install urllib3==2.2.1", "boto3==1.11.0 botocore==1.14.0"]
         python-version: [ "3.11" ]
         responses-version: ["0.15.0", "0.17.0", "0.19.0", "0.20.0" ]
         werkzeug-version: ["2.0.1", "2.1.1", "2.2.2"]