Julie here from Shopify Support.
Adding a pop-up during the checkout process is a great way to boost sales and can definitely be a valuable promotional tool during the holiday season.
While it's not possible to edit or add to the checkout unless you are on the Shopify Plus plan, you could add a pop up on the cart page or perhaps when someone adds a product to the cart. We have quite a few pop-up apps in the Shopify App Store. A few popular options include:
These apps will give you the ability to promote specific products as add-ons, and will also allow you to customize the pop-up so you can promote them as "stocking stuffers". I think you'll find them to be great options for your holiday promotion.
Let me know what you think!
Julie | Social Care @ Shopify
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You can do it but on the Cart page, when customer press checkout button a pop up will appear and show a collection on it with a quick add to cart button, this is the main idea. You need to edit liquid and java-script code to do it.