diff --git a/test/test_networking.py b/test/test_networking.py
index 62325aa8e..8cadd86f5 100644
--- a/test/test_networking.py
+++ b/test/test_networking.py
@@ -180,6 +180,12 @@ def do_GET(self):
             self.send_header('Location', '/a/b/./../../headers')
             self.send_header('Content-Length', '0')
             self.end_headers()
+        elif self.path == '/redirect_dotsegments_absolute':
+            self.send_response(301)
+            # redirect to /headers but with dot segments before - absolute url
+            self.send_header('Location', f'http://127.0.0.1:{http_server_port(self.server)}/a/b/./../../headers')
+            self.send_header('Content-Length', '0')
+            self.end_headers()
         elif self.path.startswith('/redirect_'):
             self._redirect()
         elif self.path.startswith('/method'):
@@ -345,16 +351,17 @@ def test_percent_encode(self, handler):
             res.close()
 
     @pytest.mark.parametrize('handler', ['Urllib', 'Requests'], indirect=True)
-    def test_remove_dot_segments(self, handler):
-        with handler() as rh:
+    @pytest.mark.parametrize('path', [
+        '/a/b/./../../headers',
+        '/redirect_dotsegments',
+        # https://github.com/yt-dlp/yt-dlp/issues/9020
+        '/redirect_dotsegments_absolute',
+    ])
+    def test_remove_dot_segments(self, handler, path):
+        with handler(verbose=True) as rh:
             # This isn't a comprehensive test,
-            # but it should be enough to check whether the handler is removing dot segments
-            res = validate_and_send(rh, Request(f'http://127.0.0.1:{self.http_port}/a/b/./../../headers'))
-            assert res.status == 200
-            assert res.url == f'http://127.0.0.1:{self.http_port}/headers'
-            res.close()
-
-            res = validate_and_send(rh, Request(f'http://127.0.0.1:{self.http_port}/redirect_dotsegments'))
+            # but it should be enough to check whether the handler is removing dot segments in required scenarios
+            res = validate_and_send(rh, Request(f'http://127.0.0.1:{self.http_port}{path}'))
             assert res.status == 200
             assert res.url == f'http://127.0.0.1:{self.http_port}/headers'
             res.close()
diff --git a/yt_dlp/networking/_requests.py b/yt_dlp/networking/_requests.py
index e129110ca..00e4bdb49 100644
--- a/yt_dlp/networking/_requests.py
+++ b/yt_dlp/networking/_requests.py
@@ -8,6 +8,7 @@
 
 from ..dependencies import brotli, requests, urllib3
 from ..utils import bug_reports_message, int_or_none, variadic
+from ..utils.networking import normalize_url
 
 if requests is None:
     raise ImportError('requests module is not installed')
@@ -199,6 +200,10 @@ def rebuild_method(self, prepared_request, response):
 
         prepared_request.method = new_method
 
+        # Requests fails to resolve dot segments on absolute redirect locations
+        # See: https://github.com/yt-dlp/yt-dlp/issues/9020
+        prepared_request.url = normalize_url(prepared_request.url)
+
     def rebuild_auth(self, prepared_request, response):
         # HACK: undo status code change from rebuild_method, if applicable.
         # rebuild_auth runs after requests would remove headers/body based on status code