diff --git a/packages/http/httpx/kiota_http/middleware/redirect_handler.py b/packages/http/httpx/kiota_http/middleware/redirect_handler.py
index 6a8f3b71..998d25d7 100644
--- a/packages/http/httpx/kiota_http/middleware/redirect_handler.py
+++ b/packages/http/httpx/kiota_http/middleware/redirect_handler.py
@@ -247,4 +247,4 @@ def _same_origin(self, url: httpx.URL, other: httpx.URL) -> bool:
         """
         Return 'True' if the given URLs share the same origin.
         """
-        return (url.scheme == other.scheme and url.host == other.host)
+        return (url.scheme == other.scheme and url.host == other.host and url.port == other.port)
diff --git a/packages/http/httpx/tests/middleware_tests/test_redirect_handler.py b/packages/http/httpx/tests/middleware_tests/test_redirect_handler.py
index 46313fe3..bfabce2e 100644
--- a/packages/http/httpx/tests/middleware_tests/test_redirect_handler.py
+++ b/packages/http/httpx/tests/middleware_tests/test_redirect_handler.py
@@ -156,6 +156,41 @@ def test_not_same_origin(mock_redirect_handler):
     assert not mock_redirect_handler._same_origin(origin1, origin2)
 
 
+def test_not_same_origin_different_port(mock_redirect_handler):
+    origin1 = httpx.URL(BASE_URL)
+    origin2 = httpx.URL(f"{BASE_URL}:8443")
+    assert not mock_redirect_handler._same_origin(origin1, origin2)
+
+
+@pytest.mark.asyncio
+async def test_redirect_to_different_port_updates_host_header():
+    """Test that if a request is redirected to a different port on the same host,
+    the Host header is updated with the new port."""
+
+    redirect_target = "https://example.com:8443/foo"
+
+    def request_handler(request: httpx.Request):
+        if str(request.url) == redirect_target:
+            return httpx.Response(200)
+        return httpx.Response(
+            FOUND,
+            headers={LOCATION_HEADER: redirect_target},
+        )
+
+    handler = RedirectHandler()
+    request = httpx.Request(
+        "GET",
+        BASE_URL,
+        headers={"Host": "example.com"},
+    )
+    mock_transport = httpx.MockTransport(request_handler)
+    resp = await handler.send(request, mock_transport)
+    assert resp.status_code == 200
+    assert resp.request != request
+    assert resp.request.url == redirect_target
+    assert resp.request.headers["Host"] == "example.com:8443" 
+
+
 
 
 @pytest.mark.asyncio