diff --git a/system/src/Grav/Common/Upgrade/SafeUpgradeService.php b/system/src/Grav/Common/Upgrade/SafeUpgradeService.php
index e313f2bc3..f9c7af4aa 100644
--- a/system/src/Grav/Common/Upgrade/SafeUpgradeService.php
+++ b/system/src/Grav/Common/Upgrade/SafeUpgradeService.php
@@ -1184,7 +1184,12 @@ class SafeUpgradeService
 
         // Sort by created_at descending
         usort($manifests, static function ($a, $b) {
-            return $b['created_at'] <=> $a['created_at'];
+            $result = $b['created_at'] <=> $a['created_at'];
+            if ($result === 0) {
+                return strcmp($b['path'], $a['path']);
+            }
+
+            return $result;
         });
 
         $toDelete = array_slice($manifests, $limit);
diff --git a/tests/unit/Grav/Common/Upgrade/SafeUpgradeServiceTest.php b/tests/unit/Grav/Common/Upgrade/SafeUpgradeServiceTest.php
index 11f26c186..da2f5d252 100644
--- a/tests/unit/Grav/Common/Upgrade/SafeUpgradeServiceTest.php
+++ b/tests/unit/Grav/Common/Upgrade/SafeUpgradeServiceTest.php
@@ -132,9 +132,6 @@ class SafeUpgradeServiceTest extends \PHPUnit\Framework\TestCase
             $manifests[] = $service->promote($package, '1.8.' . $i, ['backup', 'cache', 'images', 'logs', 'tmp', 'user']);
             // Ensure subsequent promotions have a marker to restore.
             file_put_contents($root . '/ORIGINAL', 'state-' . $i);
-            // Sleep to ensure different timestamps for sorting (time() has 1s resolution)
-            sleep(1);
-            usleep(100000); // +100ms to be sure
         }
 
         $files = glob($manifestStore . '/*.json');