diff --git a/third-party/py/pex/pex/common.py b/third-party/py/pex/pex/common.py
index 76459ce23..491dcfc0b 100644
--- a/third-party/py/pex/pex/common.py
+++ b/third-party/py/pex/pex/common.py
@@ -12,6 +12,7 @@ import stat
 import sys
 import tempfile
 import threading
+import time
 import zipfile
 from collections import defaultdict
 from uuid import uuid4
@@ -328,4 +329,7 @@ class Chroot(object):
   def zip(self, filename, mode='wb'):
     with contextlib.closing(zipfile.ZipFile(filename, mode)) as zf:
       for f in sorted(self.files()):
-        zf.write(os.path.join(self.chroot, f), arcname=f, compress_type=zipfile.ZIP_DEFLATED)
+        file = os.path.join(self.chroot, f)
+        instant = 315532800
+        os.utime(file, (instant, instant))
+        zf.write(file, arcname=f, compress_type=zipfile.ZIP_DEFLATED)