diff --git a/src/khoj/routers/api_chat.py b/src/khoj/routers/api_chat.py
index 09c7651a..6ecf0c37 100644
--- a/src/khoj/routers/api_chat.py
+++ b/src/khoj/routers/api_chat.py
@@ -60,6 +60,7 @@ from khoj.routers.helpers import (
     ConversationCommandRateLimiter,
     DeleteMessageRequestBody,
     FeedbackData,
+    WebSocketConnectionManager,
     acreate_title_from_history,
     agenerate_chat_response,
     aget_data_sources_and_output_format,
@@ -1467,8 +1468,21 @@ async def chat_ws(
     websocket: WebSocket,
     common: CommonQueryParams,
 ):
+    # Limit open websocket connections per user
+    user = websocket.scope["user"].object
+    connection_manager = WebSocketConnectionManager(trial_user_max_connections=5, subscribed_user_max_connections=10)
+    connection_id = str(uuid.uuid4())
+
+    if not await connection_manager.can_connect(websocket):
+        await websocket.close(code=1008, reason="Connection limit exceeded")
+        logger.info(f"WebSocket connection rejected for user {user.id}: connection limit exceeded")
+        return
+
     await websocket.accept()
 
+    # Note new websocket connection for the user
+    await connection_manager.register_connection(user, connection_id)
+
     # Initialize rate limiters
     rate_limiter_per_minute = ApiUserRateLimiter(requests=20, subscribed_requests=20, window=60, slug="chat_minute")
     rate_limiter_per_day = ApiUserRateLimiter(
@@ -1539,6 +1553,9 @@ async def chat_ws(
         if current_task and not current_task.done():
             current_task.cancel()
         await websocket.close(code=1011, reason="Internal Server Error")
+    finally:
+        # Always unregister the connection on disconnect
+        await connection_manager.unregister_connection(user, connection_id)
 
 
 async def process_chat_request(
diff --git a/src/khoj/routers/helpers.py b/src/khoj/routers/helpers.py
index 7b9a0d48..0bb2d7ba 100644
--- a/src/khoj/routers/helpers.py
+++ b/src/khoj/routers/helpers.py
@@ -2075,6 +2075,48 @@ class ApiImageRateLimiter:
             )
 
 
+class WebSocketConnectionManager:
+    """Limit max open websockets per user."""
+
+    def __init__(self, trial_user_max_connections: int = 10, subscribed_user_max_connections: int = 10):
+        self.trial_user_max_connections = trial_user_max_connections
+        self.subscribed_user_max_connections = subscribed_user_max_connections
+        self.connection_slug_prefix = "ws_connection_"
+        # Set cleanup window to 24 hours for truly stale connections (e.g., server crashes)
+        self.cleanup_window = 86400  # 24 hours
+
+    async def can_connect(self, websocket: WebSocket) -> bool:
+        """Check if user can establish a new WebSocket connection."""
+        # Cleanup very old connections (likely from server crashes)
+        user: KhojUser = websocket.scope["user"].object
+        subscribed = has_required_scope(websocket, ["premium"])
+        max_connections = self.subscribed_user_max_connections if subscribed else self.trial_user_max_connections
+
+        await self._cleanup_stale_connections(user)
+
+        # Count ALL connections for this user (not filtered by time)
+        active_connections = await UserRequests.objects.filter(
+            user=user, slug__startswith=self.connection_slug_prefix
+        ).acount()
+
+        return active_connections < max_connections
+
+    async def register_connection(self, user: KhojUser, connection_id: str) -> None:
+        """Register a new WebSocket connection."""
+        await UserRequests.objects.acreate(user=user, slug=f"{self.connection_slug_prefix}{connection_id}")
+
+    async def unregister_connection(self, user: KhojUser, connection_id: str) -> None:
+        """Remove a WebSocket connection record."""
+        await UserRequests.objects.filter(user=user, slug=f"{self.connection_slug_prefix}{connection_id}").adelete()
+
+    async def _cleanup_stale_connections(self, user: KhojUser) -> None:
+        """Remove connection records older than cleanup window."""
+        cutoff = django_timezone.now() - timedelta(seconds=self.cleanup_window)
+        await UserRequests.objects.filter(
+            user=user, slug__startswith=self.connection_slug_prefix, created_at__lt=cutoff
+        ).adelete()
+
+
 class ConversationCommandRateLimiter:
     def __init__(self, trial_rate_limit: int, subscribed_rate_limit: int, slug: str):
         self.slug = slug