diff --git a/CHANGELOG.md b/CHANGELOG.md
index 8f0d08492..32679bd42 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -9,11 +9,12 @@ and this project adheres to [Semantic Versioning](https://semver.org/spec/v2.0.0
 
 ### Added
 
-- **🔄 Check for Updates**: Now conveniently available in Settings > About.
+- **🔄 Check for Updates**: Keep your system current by checking for updates conveniently located in Settings > About.
+- **🗑️ Automatic Tag Deletion**: Unused tags on the sidebar will now be deleted automatically with just a click.
 
 ### Changed
 
-- **🎨 Modernized Styling**: Updated for a more contemporary appearance.
+- **🎨 Modernized Styling**: Enjoy a refreshed look with updated styling for a more contemporary experience.
 
 ## [0.1.103] - 2024-02-25
 
diff --git a/backend/apps/web/models/tags.py b/backend/apps/web/models/tags.py
index c14658cf6..d42645015 100644
--- a/backend/apps/web/models/tags.py
+++ b/backend/apps/web/models/tags.py
@@ -167,6 +167,27 @@ class TagTable:
             .count()
         )
 
+    def delete_tag_by_tag_name_and_user_id(self, tag_name: str, user_id: str) -> bool:
+        try:
+            query = ChatIdTag.delete().where(
+                (ChatIdTag.tag_name == tag_name) & (ChatIdTag.user_id == user_id)
+            )
+            res = query.execute()  # Remove the rows, return number of rows removed.
+            print(res)
+
+            tag_count = self.count_chat_ids_by_tag_name_and_user_id(tag_name, user_id)
+            if tag_count == 0:
+                # Remove tag item from Tag col as well
+                query = Tag.delete().where(
+                    (Tag.name == tag_name) & (Tag.user_id == user_id)
+                )
+                query.execute()  # Remove the rows, return number of rows removed.
+
+            return True
+        except Exception as e:
+            print("delete_tag", e)
+            return False
+
     def delete_tag_by_tag_name_and_chat_id_and_user_id(
         self, tag_name: str, chat_id: str, user_id: str
     ) -> bool:
diff --git a/backend/apps/web/routers/chats.py b/backend/apps/web/routers/chats.py
index 00dcfb6ed..1ce537ec6 100644
--- a/backend/apps/web/routers/chats.py
+++ b/backend/apps/web/routers/chats.py
@@ -115,9 +115,12 @@ async def get_user_chats_by_tag_name(
         for chat_id_tag in Tags.get_chat_ids_by_tag_name_and_user_id(tag_name, user.id)
     ]
 
-    print(chat_ids)
+    chats = Chats.get_chat_lists_by_chat_ids(chat_ids, skip, limit)
 
-    return Chats.get_chat_lists_by_chat_ids(chat_ids, skip, limit)
+    if len(chats) == 0:
+        Tags.delete_tag_by_tag_name_and_user_id(tag_name, user.id)
+
+    return chats
 
 
 ############################
diff --git a/src/lib/components/layout/Sidebar.svelte b/src/lib/components/layout/Sidebar.svelte
index c1878f4b7..293979a83 100644
--- a/src/lib/components/layout/Sidebar.svelte
+++ b/src/lib/components/layout/Sidebar.svelte
@@ -13,7 +13,8 @@
 		getChatList,
 		getChatById,
 		getChatListByTagName,
-		updateChatById
+		updateChatById,
+		getAllChatTags
 	} from '$lib/apis/chats';
 	import toast from 'svelte-french-toast';
 	import { slide } from 'svelte/transition';
@@ -330,7 +331,12 @@
 						<button
 							class="px-2.5 text-xs font-medium bg-gray-900 hover:bg-gray-800 transition rounded-full"
 							on:click={async () => {
-								await chats.set(await getChatListByTagName(localStorage.token, tag.name));
+								let chatIds = await getChatListByTagName(localStorage.token, tag.name);
+								if (chatIds.length === 0) {
+									await tags.set(await getAllChatTags(localStorage.token));
+									chatIds = await getChatList(localStorage.token);
+								}
+								await chats.set(chatIds);
 							}}
 						>
 							{tag.name}