diff --git a/backend/tests/integration/test_pypi_proxy.py b/backend/tests/integration/test_pypi_proxy.py
index d5c2ca2..4bfdd4c 100644
--- a/backend/tests/integration/test_pypi_proxy.py
+++ b/backend/tests/integration/test_pypi_proxy.py
@@ -106,7 +106,8 @@ class TestPyPILinkRewriting:
         )
 
         # The relative URL should be resolved to absolute
-        assert "upstream=https%3A%2F%2Fartifactory.example.com%2Fapi%2Fpypi%2Fpackages" in result
+        # ../../packages/ab/cd/... from /api/pypi/pypi-remote/simple/requests/ resolves to /api/pypi/pypi-remote/packages/ab/cd/...
+        assert "upstream=https%3A%2F%2Fartifactory.example.com%2Fapi%2Fpypi%2Fpypi-remote%2Fpackages" in result
         # Hash fragment should be preserved
         assert "#sha256=abc123" in result