Pull On Leather Ankle Boots

A waterproof Chelsea boot crafted from buttery-soft leather with a rubber bottom for reliable traction.

A lightweight, durable leather ankle boot with cushioned insole and non-slip outsole in brown multi.

Pros: Great fit Excellent durability Warm and cozy Lightweight design Comfortable to wear

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

A pair of rustic black leather pull-on boots with superior shock absorption and cushioned comfort.

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

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

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

A versatile, rustic black leather Chelsea boot with cushioned insole and non-slip polyurethane outsole.

A waterproof Chelsea boot crafted from soft tumbled leather with a durable rubber bottom for wet conditions.

A premium leather pull-on boot with shock-absorbing construction, cushioned comfort, and non-slip protection.

A versatile black boot featuring weatherproof leather, cushioned midsole, and durable thermoplastic outsole for comfort.

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

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

Pros: Durable construction Lightweight design Stylish appearance Quick break-in Comfortable fit

A versatile high-top Chelsea boot in rustic black premium leather with classic brogue detailing and cushioned midsole.

Pros: Durable Stylish True to size Versatile Comfortable

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

A sleek, heeled Chelsea boot in water-resistant brown leather with Ortholite footbed and non-slip outsole.

A waterproof, insulated pull-on boot with leather, rubber, and wool, featuring a durable VertiGrip rubber outsole.

A tan full-grain oiled nubuck Chelsea boot with waterproof membrane and Vibram rubber outsole for all-weather comfort.

A stylish black Chelsea boot with full-grain leather, rubber outsole, and cushioned EVA footbed for comfort.