diff --git a/lib/data/repositories/offline_repository.dart b/lib/data/repositories/offline_repository.dart
index a49d71ea..1ac6081c 100644
--- a/lib/data/repositories/offline_repository.dart
+++ b/lib/data/repositories/offline_repository.dart
@@ -256,4 +256,24 @@ class OfflineRepository {
   Map<String, dynamic> rowToRawData(DownloadedItem row) {
     return jsonDecode(row.metadataJson) as Map<String, dynamic>;
   }
+
+  Future<void> updateItemPaths({
+    required String itemId,
+    required String serverId,
+    String? localFilePath,
+    String? posterPath,
+    String? backdropPath,
+    String? logoPath,
+    String? thumbPath,
+  }) async {
+    await (_db.update(_db.downloadedItems)
+          ..where((t) => t.itemId.equals(itemId) & t.serverId.equals(serverId)))
+        .write(DownloadedItemsCompanion(
+      localFilePath: localFilePath != null ? Value(localFilePath) : const Value.absent(),
+      posterPath: posterPath != null ? Value(posterPath) : const Value.absent(),
+      backdropPath: backdropPath != null ? Value(backdropPath) : const Value.absent(),
+      logoPath: logoPath != null ? Value(logoPath) : const Value.absent(),
+      thumbPath: thumbPath != null ? Value(thumbPath) : const Value.absent(),
+    ));
+  }
 }
diff --git a/lib/di/injection.dart b/lib/di/injection.dart
index e0cd0798..e6a25d6d 100644
--- a/lib/di/injection.dart
+++ b/lib/di/injection.dart
@@ -1,5 +1,6 @@
 import 'package:get_it/get_it.dart';
 import 'package:jellyfin_preference/jellyfin_preference.dart';
+import 'package:path_provider/path_provider.dart';
 import 'package:device_info_plus/device_info_plus.dart';
 import 'package:package_info_plus/package_info_plus.dart' as pkg;
 import 'package:server_core/server_core.dart';
@@ -386,9 +387,9 @@ Future<void> configureDependencies() async {
   final storagePath = StoragePathService();
   getIt.registerSingleton<StoragePathService>(storagePath);
   getIt.registerSingleton<OfflineDatabase>(OfflineDatabase(openConnection()));
-  getIt.registerSingleton<OfflineRepository>(
-    OfflineRepository(getIt<OfflineDatabase>()),
-  );
+  final offlineRepo = OfflineRepository(getIt<OfflineDatabase>());
+  getIt.registerSingleton<OfflineRepository>(offlineRepo);
+  await _migrateIosPaths(offlineRepo);
 
   final connectivityService = ConnectivityService();
   connectivityService.initialize();
@@ -408,3 +409,47 @@ Future<void> configureDependencies() async {
     ),
   );
 }
+
+String? migrateIosPath(String? storedPath, String currentDocsPath) {
+  if (storedPath == null) return null;
+  final docsIndex = storedPath.indexOf('/Documents/');
+  if (docsIndex == -1) return storedPath;
+  final relativePath = storedPath.substring(docsIndex + '/Documents/'.length);
+  return '$currentDocsPath/$relativePath';
+}
+
+Future<void> _migrateIosPaths(OfflineRepository repo) async {
+  if (!PlatformDetection.isIOS) return;
+
+  try {
+    final docs = await getApplicationDocumentsDirectory();
+    final currentDocsPath = docs.path;
+
+    final items = await repo.getItems();
+    for (final item in items) {
+      final newLocalFilePath = migrateIosPath(item.localFilePath, currentDocsPath);
+      final newPosterPath = migrateIosPath(item.posterPath, currentDocsPath);
+      final newBackdropPath = migrateIosPath(item.backdropPath, currentDocsPath);
+      final newLogoPath = migrateIosPath(item.logoPath, currentDocsPath);
+      final newThumbPath = migrateIosPath(item.thumbPath, currentDocsPath);
+
+      if (newLocalFilePath != item.localFilePath ||
+          newPosterPath != item.posterPath ||
+          newBackdropPath != item.backdropPath ||
+          newLogoPath != item.logoPath ||
+          newThumbPath != item.thumbPath) {
+        await repo.updateItemPaths(
+          itemId: item.itemId,
+          serverId: item.serverId,
+          localFilePath: newLocalFilePath,
+          posterPath: newPosterPath,
+          backdropPath: newBackdropPath,
+          logoPath: newLogoPath,
+          thumbPath: newThumbPath,
+        );
+      }
+    }
+  } catch (_) {
+    // Fail-silent to not block startup if anything goes wrong
+  }
+}
diff --git a/test/util/path_migration_test.dart b/test/util/path_migration_test.dart
new file mode 100644
index 00000000..6f1aa8e6
--- /dev/null
+++ b/test/util/path_migration_test.dart
@@ -0,0 +1,31 @@
+import 'package:flutter_test/flutter_test.dart';
+import 'package:moonfin/di/injection.dart' show migrateIosPath;
+
+void main() {
+  group('iOS Path Migration', () {
+    test('migrateIosPath returns null if input is null', () {
+      expect(migrateIosPath(null, '/new/path/Documents'), isNull);
+    });
+
+    test('migrateIosPath returns original path if /Documents/ is not found', () {
+      const path = '/some/other/path/file.mp4';
+      expect(migrateIosPath(path, '/new/path/Documents'), path);
+    });
+
+    test('migrateIosPath translates path if /Documents/ is found', () {
+      const oldPath = '/var/mobile/Containers/Data/Application/OLD-UUID-1234/Documents/Moonfin/Movies/video.mp4';
+      const currentDocsPath = '/var/mobile/Containers/Data/Application/NEW-UUID-5678/Documents';
+      const expected = '/var/mobile/Containers/Data/Application/NEW-UUID-5678/Documents/Moonfin/Movies/video.mp4';
+
+      expect(migrateIosPath(oldPath, currentDocsPath), expected);
+    });
+
+    test('migrateIosPath handles nested folder paths correctly', () {
+      const oldPath = '/var/mobile/Containers/Data/Application/OLD-UUID-1234/Documents/Moonfin/images/poster.png';
+      const currentDocsPath = '/var/mobile/Containers/Data/Application/NEW-UUID-5678/Documents';
+      const expected = '/var/mobile/Containers/Data/Application/NEW-UUID-5678/Documents/Moonfin/images/poster.png';
+
+      expect(migrateIosPath(oldPath, currentDocsPath), expected);
+    });
+  });
+}