diff --git a/server/entity/Media.ts b/server/entity/Media.ts
index 48b04c785..cf6f5a280 100644
--- a/server/entity/Media.ts
+++ b/server/entity/Media.ts
@@ -200,21 +200,20 @@ 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 = new URL(
-          `/web/index.html#!/${pageName}?id=${this.jellyfinMediaId}&context=home&serverId=${serverId}`,
-          jellyfinHost
-        ).href;
+        this.mediaUrl = `${jellyfinHost}/web/index.html#!/${pageName}?id=${this.jellyfinMediaId}&context=home&serverId=${serverId}`;
       }
       if (this.jellyfinMediaId4k) {
-        this.mediaUrl4k = new URL(
-          `/web/index.html#!/${pageName}?id=${this.jellyfinMediaId4k}&context=home&serverId=${serverId}`,
-          jellyfinHost
-        ).href;
+        this.mediaUrl4k = `${jellyfinHost}/web/index.html#!/${pageName}?id=${this.jellyfinMediaId}&context=home&serverId=${serverId}`;
       }
     }
   }
diff --git a/server/routes/auth.ts b/server/routes/auth.ts
index 35f569fde..0280a4286 100644
--- a/server/routes/auth.ts
+++ b/server/routes/auth.ts
@@ -244,11 +244,15 @@ 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 =
+    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
     user = await userRepository.findOne({
@@ -263,10 +267,7 @@ authRoutes.post('/jellyfin', async (req, res, next) => {
 
       // Update the users avatar with their jellyfin profile pic (incase it changed)
       if (account.User.PrimaryImageTag) {
-        user.avatar = new URL(
-          `/Users/${account.User.Id}/Images/Primary/?tag=${account.User.PrimaryImageTag}&quality=90`,
-          jellyfinHost
-        ).href;
+        user.avatar = `${jellyfinHost}/Users/${account.User.Id}/Images/Primary/?tag=${account.User.PrimaryImageTag}&quality=90`;
       } else {
         user.avatar = '/os_logo_square.png';
       }
@@ -312,10 +313,7 @@ authRoutes.post('/jellyfin', async (req, res, next) => {
           jellyfinAuthToken: account.AccessToken,
           permissions: Permission.ADMIN,
           avatar: account.User.PrimaryImageTag
-            ? new URL(
-                `/Users/${account.User.Id}/Images/Primary/?tag=${account.User.PrimaryImageTag}&quality=90`,
-                jellyfinHost
-              ).href
+            ? `${jellyfinHost}/Users/${account.User.Id}/Images/Primary/?tag=${account.User.PrimaryImageTag}&quality=90`
             : '/os_logo_square.png',
           userType: UserType.JELLYFIN,
         });
@@ -345,10 +343,7 @@ authRoutes.post('/jellyfin', async (req, res, next) => {
           jellyfinAuthToken: account.AccessToken,
           permissions: settings.main.defaultPermissions,
           avatar: account.User.PrimaryImageTag
-            ? new URL(
-                `/Users/${account.User.Id}/Images/Primary/?tag=${account.User.PrimaryImageTag}&quality=90`,
-                jellyfinHost
-              ).href
+            ? `${jellyfinHost}/Users/${account.User.Id}/Images/Primary/?tag=${account.User.PrimaryImageTag}&quality=90`
             : '/os_logo_square.png',
           userType: UserType.JELLYFIN,
         });
diff --git a/server/routes/settings/index.ts b/server/routes/settings/index.ts
index 2d9fc2ffa..dc9dbcb42 100644
--- a/server/routes/settings/index.ts
+++ b/server/routes/settings/index.ts
@@ -307,11 +307,14 @@ settingsRoutes.get('/jellyfin/library', async (req, res) => {
 settingsRoutes.get('/jellyfin/users', async (req, res) => {
   const settings = getSettings();
   const { hostname, externalHostname } = getSettings().jellyfin;
-  const jellyfinHost =
+  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({
     select: ['id', 'jellyfinAuthToken', 'jellyfinDeviceId', 'jellyfinUserId'],
@@ -330,10 +333,7 @@ settingsRoutes.get('/jellyfin/users', async (req, res) => {
     username: user.Name,
     id: user.Id,
     thumb: user.PrimaryImageTag
-      ? new URL(
-          `/Users/${user.Id}/Images/Primary/?tag=${user.PrimaryImageTag}&quality=90`,
-          jellyfinHost
-        ).href
+      ? `${jellyfinHost}/Users/${user.Id}/Images/Primary/?tag=${user.PrimaryImageTag}&quality=90`
       : '/os_logo_square.png',
     email: user.Name,
   }));
diff --git a/server/routes/user/index.ts b/server/routes/user/index.ts
index 258a3eae0..16d8a50be 100644
--- a/server/routes/user/index.ts
+++ b/server/routes/user/index.ts
@@ -497,11 +497,14 @@ 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();
 
@@ -525,10 +528,7 @@ router.post(
             email: jellyfinUser?.Name,
             permissions: settings.main.defaultPermissions,
             avatar: jellyfinUser?.PrimaryImageTag
-              ? new URL(
-                  `/Users/${jellyfinUser.Id}/Images/Primary/?tag=${jellyfinUser.PrimaryImageTag}&quality=90`,
-                  jellyfinHost
-                ).href
+              ? `${jellyfinHost}/Users/${jellyfinUser.Id}/Images/Primary/?tag=${jellyfinUser.PrimaryImageTag}&quality=90`
               : '/os_logo_square.png',
             userType: UserType.JELLYFIN,
           });