diff --git a/backend/app/pypi_proxy.py b/backend/app/pypi_proxy.py
index aba1613..942bfdb 100644
--- a/backend/app/pypi_proxy.py
+++ b/backend/app/pypi_proxy.py
@@ -81,7 +81,7 @@ def _get_basic_auth(source) -> Optional[tuple[str, str]]:
     return None
 
 
-def _rewrite_package_links(html: str, base_url: str, package_name: str) -> str:
+def _rewrite_package_links(html: str, base_url: str, package_name: str, upstream_base_url: str) -> str:
     """
     Rewrite download links in a PyPI simple page to go through our proxy.
 
@@ -89,6 +89,7 @@ def _rewrite_package_links(html: str, base_url: str, package_name: str) -> str:
         html: The HTML content from upstream
         base_url: Our server's base URL
         package_name: The package name for the URL path
+        upstream_base_url: The upstream URL used to fetch this page (for resolving relative URLs)
 
     Returns:
         HTML with rewritten download links
@@ -96,19 +97,31 @@ def _rewrite_package_links(html: str, base_url: str, package_name: str) -> str:
     # Pattern to match href attributes in anchor tags
     # PyPI simple pages have links like:
     # <a href="https://files.pythonhosted.org/packages/.../file.tar.gz#sha256=...">file.tar.gz</a>
+    # Or relative URLs from Artifactory like:
+    # <a href="../../packages/packages/62/35/.../requests-0.10.0.tar.gz#sha256=...">
 
     def replace_href(match):
         original_url = match.group(1)
+
+        # Resolve relative URLs to absolute using the upstream base URL
+        if not original_url.startswith(('http://', 'https://')):
+            # Split off fragment before resolving
+            url_without_fragment = original_url.split('#')[0]
+            fragment_part = original_url[len(url_without_fragment):]
+            absolute_url = urljoin(upstream_base_url, url_without_fragment) + fragment_part
+        else:
+            absolute_url = original_url
+
         # Extract the filename from the URL
-        parsed = urlparse(original_url)
+        parsed = urlparse(absolute_url)
         path_parts = parsed.path.split('/')
         filename = path_parts[-1] if path_parts else ''
 
         # Keep the hash fragment if present
         fragment = f"#{parsed.fragment}" if parsed.fragment else ""
 
-        # Encode the original URL for safe transmission
-        encoded_url = quote(original_url.split('#')[0], safe='')
+        # Encode the absolute URL (without fragment) for safe transmission
+        encoded_url = quote(absolute_url.split('#')[0], safe='')
 
         # Build new URL pointing to our proxy
         new_url = f"{base_url}/pypi/simple/{package_name}/{filename}?upstream={encoded_url}{fragment}"
@@ -236,6 +249,7 @@ async def pypi_package_versions(
             auth = _get_basic_auth(source)
 
             package_url = source.url.rstrip('/') + f'/simple/{normalized_name}/'
+            final_url = package_url  # Track final URL after redirects
 
             timeout = httpx.Timeout(PROXY_READ_TIMEOUT, connect=PROXY_CONNECT_TIMEOUT)
 
@@ -255,7 +269,9 @@ async def pypi_package_versions(
 
                     # Make redirect URL absolute if needed
                     if not redirect_url.startswith('http'):
-                        redirect_url = urljoin(package_url, redirect_url)
+                        redirect_url = urljoin(final_url, redirect_url)
+
+                    final_url = redirect_url  # Update final URL
 
                     response = client.get(
                         redirect_url,
@@ -269,7 +285,8 @@ async def pypi_package_versions(
                     content = response.text
 
                     # Rewrite download links to go through our proxy
-                    content = _rewrite_package_links(content, base_url, normalized_name)
+                    # Pass final_url so relative URLs can be resolved correctly
+                    content = _rewrite_package_links(content, base_url, normalized_name, final_url)
 
                     return HTMLResponse(content=content)