diff --git a/CHANGELOG.md b/CHANGELOG.md
index 2ef9dbc67..df9114bb6 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -7,6 +7,8 @@ and this project adheres to [Semantic Versioning](https://semver.org/spec/v2.0.0
 
 ## [Unreleased]
 
+- fix(chat): identify remote image requests with a user agent by @hakarrr in #2411
+
 - fix(ci): use supported Python versions on Ubuntu by @abetlen in #2407
 - feat: update llama.cpp to ggml-org/llama.cpp@7d7f02875
 
diff --git a/llama_cpp/llama_chat_format.py b/llama_cpp/llama_chat_format.py
index 62e236415..4d10daf58 100644
--- a/llama_cpp/llama_chat_format.py
+++ b/llama_cpp/llama_chat_format.py
@@ -3132,7 +3132,10 @@ def _load_image(image_url: str) -> bytes:
         else:
             import urllib.request
 
-            with urllib.request.urlopen(image_url) as f:
+            request = urllib.request.Request(
+                image_url, headers={"User-Agent": "llama-cpp-python"}
+            )
+            with urllib.request.urlopen(request) as f:
                 image_bytes = f.read()
                 return image_bytes
 
@@ -3666,7 +3669,10 @@ def _load_image(image_url: str) -> bytes:
         else:
             import urllib.request
 
-            with urllib.request.urlopen(image_url) as f:
+            request = urllib.request.Request(
+                image_url, headers={"User-Agent": "llama-cpp-python"}
+            )
+            with urllib.request.urlopen(request) as f:
                 image_bytes = f.read()
                 return image_bytes
 
diff --git a/tests/test_llama_image_loading.py b/tests/test_llama_image_loading.py
new file mode 100644
index 000000000..67c219738
--- /dev/null
+++ b/tests/test_llama_image_loading.py
@@ -0,0 +1,93 @@
+import base64
+import threading
+import urllib.error
+import urllib.request
+from http.server import BaseHTTPRequestHandler, ThreadingHTTPServer
+
+import pytest
+
+from llama_cpp.llama_chat_format import Llava15ChatHandler, MTMDChatHandler
+
+
+@pytest.fixture(params=[Llava15ChatHandler, MTMDChatHandler])
+def load_image(request):
+    # Image downloading does not require a model or multimodal native context.
+    return request.param._load_image
+
+
+@pytest.fixture
+def image_server():
+    requests = []
+    payload = b"\x89PNG\r\n\x1a\nimage-bytes"
+
+    class Handler(BaseHTTPRequestHandler):
+        def do_GET(self):
+            requests.append((self.path, self.headers.get("User-Agent")))
+            if self.path == "/redirect":
+                self.send_response(302)
+                self.send_header("Location", "/image")
+                self.end_headers()
+                return
+            if self.path == "/missing":
+                self.send_error(404)
+                return
+            if self.headers.get("User-Agent") != "llama-cpp-python":
+                self.send_error(403)
+                return
+            self.send_response(200)
+            self.send_header("Content-Type", "image/png")
+            self.send_header("Content-Length", str(len(payload)))
+            self.end_headers()
+            self.wfile.write(payload)
+
+        def log_message(self, *args):
+            pass
+
+    server = ThreadingHTTPServer(("127.0.0.1", 0), Handler)
+    thread = threading.Thread(target=server.serve_forever, daemon=True)
+    thread.start()
+    try:
+        yield f"http://127.0.0.1:{server.server_port}", payload, requests
+    finally:
+        server.shutdown()
+        server.server_close()
+        thread.join()
+
+
+def test_remote_image_uses_package_user_agent(load_image, image_server):
+    url, payload, requests = image_server
+    assert load_image(url + "/image") == payload
+    assert requests == [("/image", "llama-cpp-python")]
+
+
+def test_image_redirect_preserves_user_agent(load_image, image_server):
+    url, payload, requests = image_server
+    assert load_image(url + "/redirect") == payload
+    assert requests == [
+        ("/redirect", "llama-cpp-python"),
+        ("/image", "llama-cpp-python"),
+    ]
+
+
+def test_remote_image_http_errors_propagate(load_image, image_server):
+    url, _, _ = image_server
+    with pytest.raises(urllib.error.HTTPError) as exc:
+        load_image(url + "/missing")
+    assert exc.value.code == 404
+
+
+def test_data_image_does_not_open_url(load_image, monkeypatch):
+    def unexpected_urlopen(*args, **kwargs):
+        pytest.fail("data images must not issue a request")
+
+    monkeypatch.setattr(urllib.request, "urlopen", unexpected_urlopen)
+    payload = b"\x89PNG\r\n\x1a\nimage-bytes"
+    url = "data:image/png;base64," + base64.b64encode(payload).decode()
+    assert load_image(url) == payload
+
+
+def test_file_image_remains_supported(load_image, tmp_path):
+    payload = b"local-image-bytes"
+    path = tmp_path / "image.png"
+    path.write_bytes(payload)
+    assert load_image(path.as_uri()) == payload