diff --git a/pipenv/cli.py b/pipenv/cli.py
index 00cdd518..e939e8db 100644
--- a/pipenv/cli.py
+++ b/pipenv/cli.py
@@ -168,9 +168,9 @@ def ensure_latest_self(user=False):
 
         # Resolve user site, enable user mode automatically.
         if site.ENABLE_USER_SITE and site.USER_SITE in sys.modules['pipenv'].__file__:
-            args = ['install', '--upgrade', 'pipenv']
+            args = ['install', '--upgrade', 'pipenv', '--no-cache']
         else:
-            args = ['install', '--user', '--upgrade', 'pipenv']
+            args = ['install', '--user', '--upgrade', 'pipenv', '--no-cache']
 
         sys.modules['pip'].main(args)