diff --git a/pyproject.toml b/pyproject.toml
index 1f12cb6e..81eb0838 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -62,6 +62,7 @@ dev = [
   "pytest",
   "pytest-cov",
   "pytest-mock",
+  "pytest-rerunfailures",
   "pre-commit>=3.0.0",
   "ruff"
 ]
diff --git a/tests/clients/test_urllib3.py b/tests/clients/test_urllib3.py
index 62b07d49..5670ddcf 100644
--- a/tests/clients/test_urllib3.py
+++ b/tests/clients/test_urllib3.py
@@ -10,20 +10,23 @@
 import pytest
 import requests
 import urllib3
+
+import tests.apps.flask_app  # noqa: F401
 from instana.instrumentation.urllib3 import (
     _collect_kvs as collect_kvs,
-    extract_custom_headers,
+)
+from instana.instrumentation.urllib3 import (
     collect_response,
+    extract_custom_headers,
 )
 from instana.singletons import agent, tracer
-
-import tests.apps.flask_app  # noqa: F401
 from tests.helpers import testenv
 
 if TYPE_CHECKING:
-    from instana.span.span import InstanaSpan
     from pytest import LogCaptureFixture
 
+    from instana.span.span import InstanaSpan
+
 
 class TestUrllib3:
     @pytest.fixture(autouse=True)
@@ -136,6 +139,7 @@ def test_get_request(self):
         assert isinstance(urllib3_span.stack, list)
         assert len(urllib3_span.stack) > 1
 
+    @pytest.mark.flaky(reruns=3, reruns_delay=2)
     def test_get_request_https(self):
         request_url = "https://jsonplaceholder.typicode.com:443/todos/1"
         with tracer.start_as_current_span("test"):