Use promo code "HARDLYWORKIN" to get the best price we could find by $9. It's available in Glacial (pictured), Black, or Surplus Green at this price. Buy Now at Steep & Cheap
For a limited time, get an extra 40% off men's sale jackets at Gap. Shipping starts at $5, but Rewards members get free shipping with orders of $50 or more. (It's free to join, and free shipping applies to your cart total before any extra discounts.) Shop Now at Gap
Apply promo code "HARDLYWORKIN" to get the best price we could find by $7. It's available in Sail Red/Spicy/Coll Navy/Sunstone at this price. Buy Now at Steep & Cheap
At over 40% off, it's the best price we could find. We've pictured it in Key West H, but it's available in a few other colors too. 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
Brands like Balenciaga, Arc'Teryx, Gucci, Prada, and Ralph Lauren see discounts in this sale, with nearly 27,000 styles on offer. Standard shipping will set you back $14.95, but you can pay extra to upgrade your shipping and receive your items faster. Shop Now at The RealReal
Get up to $130 off 11 styles. We've pictured the 32 Degrees MEN'S Corduroy Sherpa-Lined Shirt Jacket for $30 ($70 off). Plus, orders of $23.75 or more ship for free with code "NEWS24". Buy Now at 32 Degrees
The Light Heather Gray/Black option is marked 78% off. Orders of $65 or more get free shipping; otherwise, choose pickup (where available) to avoid the $8.99 shipping charge. Buy Now at Going, Going, Gone
Over 75 men's jackets are discounted in this October 2025 sale. Deals start from $30, with brands including Guess, Levi's, The North Face, and more. Shipping adds $6.95, but orders of $50 or more get free shipping. Shop Now at Urban Outfitters
Shop over 100 items in variety of styles and colors. We've pictured the Columbia Men's Steens Mountain Half Snap Fleece Pullover for $30 ($15 off). Greater Rewards members receive free shipping. (Not a member? It's free to sign up.) Buy Now at Columbia
Use coupon code "VIP" to bag this $9 low. 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. Buy Now at Macy's
The Blue Drift color options is discounted 66% off. Choose in-store pickup to avoid the $8 shipping fee or receive free shipping on orders of $60 or more. Buy Now at REI
At just over half off, it's the best deal we could find. We've pictured it in Dark Olive, but it's also available in Black. Choose in-store pickup to avoid the $8 shipping fee or receive free shipping on orders of $60 or more. Buy Now at REI
Save 80% off the list price. 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
Use coupon code "FASHIONUPWINTER" at checkout to unlock this strong price for a The North Face men's fleece. Buy Now at eBay
Get up to 70% off nearly 30 jackets from this popular brand. We've pictured the Patagonia Men's Storm Shift Jacket for $149 (low by $231). Prices are as marked. Shop Now at REI
Hollister had discounted over 40 men's jackets and coats. Plus, most items get an extra 20% off. The discount will apply in cart. We've pictured the Hollister Men's Corduroy Bomber Jacket for $24 in cart ($66 off). Shipping adds $7 or orders of $59 or more ships for free. Shop Now at Hollister
It's a great deal for a men's jacket and currently marked 79% off the usual price. Buy Now at Nordstrom Rack
Shop over 100 men's, women's, and kids' Patagonia clearance jackets. Kids' start at $48, women's from $55, and men's from $70. Choose in-store pickup to dodge the $8 shipping fee or get free shipping with orders of $60 or more. Shop Now at REI
Save on 18 styles, with prices starting from $50. (Most of these styles drop a further 30% via coupon code "SAVE30".) Above & Beyond rewards for free and bag free shipping on all your orders. (It's free to join.)
Pictured is the Cole Haan Men's Hooded Rain Parka for $140 after coupon ($88 off). Shop Now at Cole Haan
Prices start at $58. We've pictured the Patagonia Men's Lightweight Synchilla Snap Fleece Pullover for $62 (low by $36). Orders of $65 or more get free shipping; otherwise, choose pickup (where available) to avoid the $8.99 shipping charge. Shop Now at Going, Going, Gone