Cole Haan Men's 2.ZERØGRAND Laser Wingtip Oxfords

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

Save on top brands discounted in this REI sale, with prices starting at around $50 for men's shoes. We've pictured the Hoka Men's Transport Shoes for $100 ($50 off). REI Co-op members get free shipping on all orders; non-members get free shipping with orders of $60 or more. (It's $30 for a lifetime membership.)  Shop Now at REI

Use promo code "OLS25WORK" to bag the extra discount here. We've pictured these Merrell Men's MTL Skyfire 2 Matryx Shoes for $131.24 (they're $150 elsewhere.) Shop Now at eBay

Hoka members get this price at checkout. (It's free to sign up.) It's the best we could find by $15. In several styles (beginning at $98 which drops later, Black pictured). Buy Now at Hoka

Use promo code "GEARUP" to get this price and beat what other stores charge by $22. Buy Now at Nike