Shop loafers from $44, sneakers from $66, and boots from $75. We've pictured the Donald Pliner Men's Reuben Loafers for $66 ($229 off). Shipping is free for orders over $89, otherwise it adds $10. Shop Now at Nordstrom Rack
These boots are $45 off. Opt for store pickup (where available) to dodge the $8.95 shipping fee or orders of $49 or more ships for free. Buy Now at Kohl's
It's a $10 drop since last week and the best price we've ever seen for these boots, thanks to Nordstrom Rack's Clear the Rack discount. Buy Now at Nordstrom Rack
Prices start as low as $40. You will find discounted loafers, sneakers, oxfords, boots, and more. We've pictured the Cole Haan Men's GrandPrø Ashland Stitchlite Sneakers for $65 (half off). Shipping adds $10, but you'll get free shipping on orders over $150. Shop Now at Dillard's
Save on men's and women's shoes, boots, hiking boots, waterproof boots and more. Sizes are limited on some, but the good deals are worth looking around for here. We've pictured this Columbia Men's Newton Ridge Plus II Suede Waterproof Boots for $64.99 ($35 off.) Shop Now at Woot! An Amazon Company
That's 57% off and the best deal we could find. Even better, add two pairs to your cart and you'll get the second pair for an extra 50% off. Plus, you'll get free shipping. Buy Now at eBay
Apply coupon code "SUNSHINE" to tie the best price we've seen for these and the lowest price we could find today by $23. adidas adiClub members get free shipping. (It's free to join.) Buy Now at adidas
Save on hiking shoes and boots, moccassins, sandals, and water shoes as well, with a wide variety and some steep discounts. We've pictured the Merrell Men's Moab 3 EDGE Hiking Shoe from $55 ($55 off). Shop Now at Amazon
Prices start as low as $40. You will find discounted loafers, sneakers, oxfords, boots, and more. We've pictured the Cole Haan Men's GrandPrø Crossover Leather Sneakers from $70. Shipping adds $10, but you'll get free shipping on orders over $150. Shop Now at Dillard's
There are some great deals in this selection, offered as part of Macy's Memorial Day 2025 sale, including sneakers from $18, hiking boots from $20, and dress shoes from $25. We've pictured the Columbia Men's Landroamer Scout Non Shell Boots for $40 (low by $20). Star Rewards members receive free shipping on orders over $25 (it's free to join). Non-members can pay $10.95 or get free shipping on orders over $49. Pickup is available on most orders, too. Shop Now at Macy's
Save on low, mid, and high rise shoes and boots, including waterproofing. Shop Now at Amazon
Timberland has 9 men's sneakers and sneaker boots discounted up to 60% off. We've pictured the Timberland Men's Men's Motion Scramble Low Lace-Up Waterproof Hikers for $100 ($40 off). Plus, Timberland Community Rewards members get free shipping on orders of $75. Shop Now at Timberland
Shop over 25 men's boots at Timberland. We've pictured the Timberland Men's Gritstone 6" Steel Toe Work Boots for $75 ($50 off). Plus, Timberland Community Rewards members get free shipping on orders of $75. Shop Now at Timberland
Nearly 750 pairs of men's shoes have hit the Nordstrom Rack clearance section with discounts on popular brands like Cole Haan, Clarks, Dr. Martens, Timberland, and Nike. Pictured are the Cole Haan Men's Grand Remix Chukka Boots, which are $40 (they're as much as double at other stores). Shipping adds $10 or is free over $89. Shop Now at Nordstrom Rack
Use coupon code "FRIDAYFLASH" to get up to $105 off these two men's and women's styles. Shipping adds $7.50 or orders of $75 or more ships for free. Buy Now at Georgia Boot
Use coupon code "4UFRIDAY" to get $116 off. Shipping adds $7.50 or orders of $75 or more ships for free. Buy Now at Rocky Boots
Get up to $51 off across these four styles with coupon code "NOWAKE". Shipping adds $7.50 or orders of $75 or more ships for free. Buy Now at Rocky Boots
Shop discounted loafers, sneakers, oxfords, boots, and more. We've pictured the Cole Haan Men's ZERØGRAND Remastered Embrostitch Wingtip Oxfords for $60 ($150 off). Shipping adds $10, but you'll get free shipping on orders over $150. Buy Now at Dillard's
This style is designed for outdoors and $40 off. It's available in Brown at this price. Buy Now at Shoebacca
