diff --git a/server/entity/Media.ts b/server/entity/Media.ts
index ed8e588bf..704a5f104 100644
--- a/server/entity/Media.ts
+++ b/server/entity/Media.ts
@@ -200,10 +200,11 @@ class Media {
       const pageName =
         process.env.JELLYFIN_TYPE === 'emby' ? 'item' : 'details';
       const { serverId, hostname, externalHostname } = getSettings().jellyfin;
-      const jellyfinHost =
+      let jellyfinHost =
         externalHostname && externalHostname.length > 0
           ? externalHostname
           : hostname;
+      jellyfinHost = jellyfinHost.endsWith("/") ? jellyfinHost.slice(0, -1) : jellyfinHost;
       if (this.jellyfinMediaId) {
         this.mediaUrl = `${jellyfinHost}/web/index.html#!/${pageName}?id=${this.jellyfinMediaId}&context=home&serverId=${serverId}`;
       }
diff --git a/server/routes/auth.ts b/server/routes/auth.ts
index 4b22943e1..0bce293df 100644
--- a/server/routes/auth.ts
+++ b/server/routes/auth.ts
@@ -244,10 +244,11 @@ authRoutes.post('/jellyfin', async (req, res, next) => {
     }
     // First we need to attempt to log the user in to jellyfin
     const jellyfinserver = new JellyfinAPI(hostname ?? '', undefined, deviceId);
-    const jellyfinHost =
-      externalHostname && externalHostname.length > 0
-        ? externalHostname
-        : hostname;
+    let jellyfinHost =
+    externalHostname && externalHostname.length > 0
+      ? externalHostname
+      : hostname;
+    jellyfinHost = jellyfinHost.endsWith("/") ? jellyfinHost.slice(0, -1) : jellyfinHost;
 
     const account = await jellyfinserver.login(body.username, body.password);
     // Next let's see if the user already exists
diff --git a/server/routes/settings/index.ts b/server/routes/settings/index.ts
index 3a7cb6dfc..2fcc1a00a 100644
--- a/server/routes/settings/index.ts
+++ b/server/routes/settings/index.ts
@@ -307,10 +307,11 @@ settingsRoutes.get('/jellyfin/library', async (req, res) => {
 settingsRoutes.get('/jellyfin/users', async (req, res) => {
   const settings = getSettings();
   const { hostname, externalHostname } = getSettings().jellyfin;
-  const jellyfinHost =
-    externalHostname && externalHostname.length > 0
-      ? externalHostname
-      : hostname;
+  let jellyfinHost =
+  externalHostname && externalHostname.length > 0
+    ? externalHostname
+    : hostname;
+  jellyfinHost = jellyfinHost.endsWith("/") ? jellyfinHost.slice(0, -1) : jellyfinHost;
 
   const userRepository = getRepository(User);
   const admin = await userRepository.findOneOrFail({
diff --git a/server/routes/user/index.ts b/server/routes/user/index.ts
index a875ca1fc..349cde076 100644
--- a/server/routes/user/index.ts
+++ b/server/routes/user/index.ts
@@ -497,10 +497,11 @@ router.post(
       //const jellyfinUsersResponse = await jellyfinClient.getUsers();
       const createdUsers: User[] = [];
       const { hostname, externalHostname } = getSettings().jellyfin;
-      const jellyfinHost =
+      let jellyfinHost =
         externalHostname && externalHostname.length > 0
           ? externalHostname
           : hostname;
+      jellyfinHost = jellyfinHost.endsWith("/") ? jellyfinHost.slice(0, -1) : jellyfinHost;
 
       jellyfinClient.setUserId(admin.jellyfinUserId ?? '');
       const jellyfinUsers = await jellyfinClient.getUsers();