Madden Men's Maxxin Boots $30

Originally $90, these best-selling men's Madden Maxxin Chelsea Boots drop to $29.99 at Macy's. Plus they ship for free after logging into your free Macy's Rewards account, saving you $10.95 in fees. This matches last year's Black Friday pricing, and it's rare to find these boots below $40. They feature stretchy gore panels so they slip on easily.