Men's Waterproof Chelsea Boots

A black leather and rubber Chelsea boot with waterproof bottom, soft tumbled upper, and reliable traction.

An antique brown leather pull-on boot with supreme shock absorption and cushioned comfort for all-day wear.

A rugged dark oakwood leather pull-on boot with sneaker-like comfort and durable VertiGrip rubber outsole.

A heritage-inspired leather Chelsea boot with elastic goring and a durable Vibram® rubber outsole in dark russet.

A pair of premium leather pull-on boots with shock-absorbing technology and cushioned comfort, available in brown or olive.

A rustic black leather pull-on boot with superior shock absorption and cushioned comfort for all-day wear.

A premium leather pull-on boot with shock-absorbing construction and cushioned comfort in unisex Australian sizing.

A rugged, waterproof Chelsea boot with PrimaLoft insulation and siped rubber outsole for all-weather comfort.

A waterproof brown Chelsea boot with oiled nubuck uppers, Vibram rubber outsole, and thermoregulating lining.

A durable, waterproof slip-on with leather upper and rubber outsole, ideal for cold, wet conditions.

Pros: High quality Warm and waterproof Easy to slip on Versatile styling Comfortable fit

A durable all-weather boot with waterproof leather, PrimaLoft® insulation, and easy on/off side zippers.

Pros: Comfortable for long hours Easy on/off with zipper closure Durable and well-made Good traction and water resistance Warm and insulated

A rugged dark oakwood leather boot with sneaker-like comfort, moisture-wicking lining, and durable rubber outsole.

Pros: Durable construction Versatile use Lightweight design Stylish appearance Comfortable fit

A Maine-made boot in tumbled leather with shearling lining, perfect for rain, snow, and cold conditions.

Pros: High quality Waterproof Well-made Comfort Warmth

A Maine-made boot crafted from buttery-soft leather with plush shearling lining for warmth and comfort.

Pros: Quality Comfort Warmth Durability Made in the USA

A rugged coffee bean leather boot with waterproof membrane, Vibram® outsoles, and anti-odor sock liner.

Pros: High quality Good traction Warmth Comfortable Water resistance

A rugged coffee bean boot with waterproof oiled-leather, Vibram® rubber outsoles, and anti-odor sock liner.

Pros: Quality construction Waterproof Great color High comfort Useful side pockets

A rugged, deepest brown suede pull-on boot with sneaker-like comfort and all-day support.

A rugged gray leather boot with waterproof insulation, grippy rubber outsole, and plush cushioned comfort.

A rugged, deepest brown suede moc-toe boot with sneaker-like comfort and durable rubber outsole.

A Maine-made, waterproof boot with a durable leather upper and long-lasting rubber outsole for wet conditions.

A brown full-grain leather chukka boot with recycled materials and a waterproof, eco-friendly design.

A rugged, waterproof leather boot with GORE-TEX, Primaloft insulation, and Vibram outsole for superior traction.

A weather-ready, insulated boot with a leather upper and rubber bottom, perfect for wet conditions.