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Cyber Monday deals on men's boots are here, bringing major style upgrades just in time for winter adventures and everyday hangs. Whether you’re in search of street-ready looks or something to level up your weekend plans, these fresh styles have you covered. Step into the season with top-rated picks, versatile fits, and all the latest trends—because nothing says confidence like new boots at can’t-miss prices. Grab your favorite pairs before they’re gone and score big on the most wanted looks for less.

$179.99

A tan nubuck leather boot with waterproof construction, recycled nylon laces, and PrimaLoft ECO insulation.

$159.99

A versatile brown boot with EVA-blend cushioning, premium leather, and recycled fabric lining for comfort and sustainability.

$129.99

A sophisticated black hiking boot with premium leather, recycled fabric lining, and durable rubber outsoles.

$148.99

A waterproof boot with recycled canvas, leather collar, and rubber outsole for comfort and stability.

$144.99
Now $130.49 (10% Off)

SALE!

A waterproof black boot with eco-conscious materials, superior traction, and extra-cushiony interior.

$134.99
Now $121.49 (10% Off)

SALE!

A dark brown waterproof chukka boot with premium leather, OrthoLite® footbed, and superior traction.

$159.99

A waterproof boot with premium leather, recycled fabric, and superior traction for trail comfort.

$169.99

A classic 8-eye black leather boot with air-cushioned sole, yellow stitching, and grooved sides.

$99.99
Now $89.99 (10% Off)

SALE!

A black suede chukka boot with a warm Teddy fleece lining and slip-resistant rugged outsole.

$209.99

A black, waterproof boot with premium leather, recycled lining, and 400g PrimaLoft® insulation for ultimate comfort.

$179.99

A waterproof black leather boot with PrimaLoft insulation and recycled rubber lug outsole for men.

$134.99
Now $121.49 (10% Off)

SALE!

A waterproof chukka boot in camel with superior traction, OrthoLite® footbed, and recycled fabric lining.

$144.99

A durable black waterproof boot with suede upper, 100g insulation, and lightweight EVA midsole.

$179.99

A black waterproof boot with PrimaLoft® insulation, EVA footbed, and recycled ReBOTL™ fabric lining.

$169.99
Now $152.99 (10% Off)

SALE!

An iconic olive leather boot with 8 eyes, yellow stitching, and air-cushioned sole for comfort.

$129.99
Now $116.99 (10% Off)

SALE!

A black utility boot crafted from Accord leather and Poly Ripstop, featuring iconic yellow stitching.

$149.99
Now $134.99 (10% Off)

SALE!

A lightweight black chukka boot made from Ajax leather and recycled synthetic fabric with a 2.1" Tarian sole.

$169.99
Now $152.99 (10% Off)

SALE!

A rugged brown leather boot with a padded collar, air-cushioned sole, and classic Doc's DNA.

$224.99
Now $134.99 (40% Off)

SALE!

A tan waterproof boot with quilted padding, rubber soles, and a warm removable liner.

$169.99

A sleek black leather boot with elasticated gussets and Goodyear Welted construction for durability.

$159.99

A black leather ankle boot with a lightweight Zebzag sole and signature yellow stitching.

$159.99

A rust-colored waterproof boot with cushioned footbed, superior traction, and eco-friendly recycled materials.

$139.99
Now $125.99 (10% Off)

SALE!

A medium grey hiking shoe with eco-friendly materials, cushioned soles, and durable leather uppers.

$109.99

A durable black hiking boot with premium leather, CORDURA® fabric, and eco-friendly ReBOTL™ lining.