What's Free Shipping Day? Simply put, Free Shipping Day is your last chance to get free shipping AND get your gifts by Christmas. It was originally founded by the founders of FreeShipping.org to keep online shoppers in gift-getting mode after Cyber Monday. And though it started in America, The U.K. and Canada have since adopted the practice as well. When Is Free Shipping Day? Free shipping Day typically happens mid-December, but the date isn't the same from year to year. This year, Free Shipping Day falls on Friday, December 15, 2017. How Do I Get Free Shipping? The easiest way to get free shipping on or before December 15th is to check Groupon Coupons first! For a curated list of top merchants offering free shipping, click here now.