diff --git a/Library/Homebrew/cask/upgrade.rb b/Library/Homebrew/cask/upgrade.rb
index 6e350d96f9..0e5e1870c1 100644
--- a/Library/Homebrew/cask/upgrade.rb
+++ b/Library/Homebrew/cask/upgrade.rb
@@ -118,7 +118,9 @@ module Cask
           quarantine: quarantine, require_sha: require_sha
         )
       rescue => e
-        caught_exceptions << e.exception("#{new_cask.full_name}: #{e}")
+        new_exception = e.exception("#{new_cask.full_name}: #{e}")
+        new_exception.set_backtrace(e.backtrace)
+        caught_exceptions << new_exception
         next
       end