diff --git a/InvenTree/plugin/registry.py b/InvenTree/plugin/registry.py
index 6283320aa2..7a8e24abd0 100644
--- a/InvenTree/plugin/registry.py
+++ b/InvenTree/plugin/registry.py
@@ -224,7 +224,7 @@ class PluginsRegistry:
             return
 
         try:
-            output = str(subprocess.check_output(['pip', 'install', '-r', settings.PLUGIN_FILE], cwd=os.path.dirname(settings.BASE_DIR)), 'utf-8')
+            output = str(subprocess.check_output(['pip', 'install', '-U', '-r', settings.PLUGIN_FILE], cwd=os.path.dirname(settings.BASE_DIR)), 'utf-8')
         except subprocess.CalledProcessError as error:  # pragma: no cover
             logger.error(f'Ran into error while trying to install plugins!\n{str(error)}')
             return False