In several colors (Wheat pictured) at $10 off list price. Opt for pickup to avoid the $6.99 shipping charge (or get free shipping with orders of $35 or more). Buy Now at Walmart
Today only, save at least 50% off everything in this Cole Haan clearance section. We've pictured these Cole Haan Men's Morse Grand Chukka Boots for $99.99 (56% off.) Shop Now at Macy's
Save up to 55% off men's shoes in their sale section. We've pictured the Timberland Men's Heritage Mid Chukka Boot for $80 ($70 off). Timberland Community members bag free shipping with orders of $75 or more, and it's free to join. For orders under $75, shipping adds $5. Buy Now at Timberland
Women's boots start at $56, and men's are from $105. We've pictured the Ugg Men's Neumel Boots for $105 ($45 off). Shop Now at Ugg
You'd pay $60 more elsewhere and be none the wiser for it. In Brown/Black. Shipping adds $9.95, but orders of $89 or more get free shipping. Buy Now at Nordstrom Rack
You'd pay over $60 elsewhere. Star Rewards members get free shipping with orders of $25 or more (it's free to join). Pickup is also available. Buy Now at Macy's
That's a low by $19, with most stores charging $125. 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. Buy Now at Macy's
Get up to 75% off more than 2,000 pairs of men's shoes at Macy's. You will save on sneakers, boots, dress shoes, and more. We've pictured the Skechers Men's Slip-Ins Glide-Step Zefyr Casual Sneakers for $55 ($25 off). 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
Use promo code "PRESDAY" cuts 25% off almost 50 pairs, including the pictured Durango Men's Workin' Rebel Steel Toe Waterproof w/ InsulKul Work Boots for $107.63 after code ($84 savings). Shipping adds $7.50 or orders of $75 or more ships for free. Shop Now at Durango Boots
That's $41 off and a great deal on any men's boots from this brand. Buy Now at Academy Sports & Outdoors
Cole Haan's Men's Sale is loaded right now over 200 marked-down styles, including boots, oxfords, loafers, and sneakers. Discounts range from modest cuts on newer staples to deep clearance-level pricing on select pairs, with standout examples dropping from the low-$200s into the $99–$149 zone. You'll also spot "water-resistant" and "waterproof" options mixed in, making it a good browse if you're stocking up for late-winter weather.
We've pictured the Cole Haan Men's ØriginalGrand CitySpectre Chelsea Boots for $100 ($130 off. Shop Now at Cole Haan
Birkenstock's Last Chance sale offers seasonal styles at reduced prices, with hundreds of shoes, boots, and sandals marked down for a limited time. Members receive an extra 10% off already discounted styles, making the deals even stronger. (It's free to join.) Inventory is limited and these items won't return next season, so popular sizes and colors may sell out quickly. Shipping adds $4.95. Shop Now at Birkenstock
Get deals on a large selection of Merrell men's sale shoes and boots in this sale at Merrell. Even better, use promo code "EXTRA40" at checkout to get an extra 40% off your order. It's the best extra discount we've seen on sale styles at Merrell. We've pictured the Merrell Men's World Legend 2 Remat Shoes for $50.39 after coupon (low by $34). Shop Now at Merrell
Use promo code "JANOLS25" to get this price and beat what other stores charge by $13. Buy Now at eBay
Shop boots from around $45. We've pictured the Columbia Men's Transverse Hike Waterproof Boot for $75.51 (low by $9). Shop Now at Amazon
That's $55 off and the best price we could find. Better, they're available in the full range of sizes at publication time. Buy Now at Dr. Martens Shoes
Save $35 in sizes 7 through 11. Choose pickup or spend $35 to avoid the $6.99 shipping charge. Buy Now at Walmart
That's a $15 low for most options. They're available in three colors in sizes from 7 to 13. Buy Now at Macy's
Save on boots for men and women. Find the sale items by hovering over the navigation links for Men or Women. We've pictured the Blundstone Men's Lug Boot #2240 for $165 ($55 off and the lowest price we could find). Shop Now at Blundstone