diff --git a/backend/open_webui/routers/openai.py b/backend/open_webui/routers/openai.py
index 6f8c0f81bf..ab9c30cfe9 100644
--- a/backend/open_webui/routers/openai.py
+++ b/backend/open_webui/routers/openai.py
@@ -215,7 +215,19 @@ async def get_headers_and_cookies(
         headers['Authorization'] = f'Bearer {token}'
 
     if config.get('headers') and isinstance(config.get('headers'), dict):
-        headers = {**headers, **config.get('headers')}
+        template_vars = {
+            '{{chat_id}}': (metadata or {}).get('chat_id', '') or '',
+            '{{message_id}}': (metadata or {}).get('message_id', '') or '',
+            '{{user_id}}': (user.id if user else '') or '',
+            '{{user_name}}': (user.name if user else '') or '',
+        }
+        custom_headers = {}
+        for k, v in config.get('headers').items():
+            if isinstance(v, str):
+                for token, value in template_vars.items():
+                    v = v.replace(token, value)
+            custom_headers[k] = v
+        headers = {**headers, **custom_headers}
 
     return headers, cookies
 
diff --git a/src/lib/components/AddConnectionModal.svelte b/src/lib/components/AddConnectionModal.svelte
index ae1d353642..e176ba48af 100644
--- a/src/lib/components/AddConnectionModal.svelte
+++ b/src/lib/components/AddConnectionModal.svelte
@@ -444,7 +444,7 @@
 									<div class="flex-1">
 										<Tooltip
 											content={$i18n.t(
-												'Enter additional headers in JSON format (e.g. {"X-Custom-Header": "value"}'
+												'Enter additional headers in JSON format (e.g. {"X-Custom-Header": "value"}). Dynamic values supported: {{chat_id}}, {{message_id}}, {{user_id}}, {{user_name}}'
 											)}
 										>
 											<Textarea