diff --git a/Library/Homebrew/dev-cmd/bump-cask-pr.rb b/Library/Homebrew/dev-cmd/bump-cask-pr.rb
index be951dadbd..ee0851635b 100644
--- a/Library/Homebrew/dev-cmd/bump-cask-pr.rb
+++ b/Library/Homebrew/dev-cmd/bump-cask-pr.rb
@@ -135,6 +135,8 @@ module Homebrew
       if new_version.latest? || new_hash == :no_check
         opoo "Ignoring specified `--sha256=` argument." if new_hash.is_a?(String)
         replacement_pairs << [/"#{old_hash}"/, ":no_check"] if old_hash != :no_check
+      elsif old_hash == :no_check && new_hash != :no_check
+        replacement_pairs << [":no_check", "\"#{new_hash}\""]
       elsif old_hash != :no_check
         if new_hash.nil? || cask.languages.present?
           if new_hash && cask.languages.present?