Men's Luxury Chukka Boots

A black leather chukka boot featuring a breathable cushioned insole and durable natural rubber outsole.

A rugged, handcrafted leather chukka boot with blue lining and a cushioned, breathable footbed.

A rustic tan leather chukka boot with blue leather lining and all-natural rubber outsole.

A sleek black leather chukka boot featuring a minimalist ankle-high design and classic two-eyelet lacing.

A black leather chukka boot featuring suede heel detail, two eyelets, and a durable rubber outsole.

A brown leather chukka boot featuring suede heel detail, two eyelets, and a durable rubber outsole.

A supple leather chukka boot in tan and brown with a minimalist, ankle-high silhouette and two-eyelet lacing.

A supple leather chukka boot in mushroom brown with a minimalist, ankle-high silhouette and two-eyelet lacing.

A supple leather chukka boot in blue smoke and gray with a minimalist, ankle-high silhouette.

A comfortable black leather boot with easy on/off design, athletic comfort, and heritage detailing.

A stylish and comfortable tan leather boot with an easy on and off design and athletic comfort.

A modern brown leather boot with a rugged suede upper and comfortable TRUFOAM sole.

A classic black leather lace-up boot offering timeless style and durable craftsmanship for everyday wear.

A rugged tan and brown leather boot featuring a classic lace-up design and timeless craftsmanship.

A pair of tan cap toe boots crafted from premium Italian calfskin for versatile sophistication.

A handcrafted tan leather lace-up boot with cap toe, back zip, and Goodyear welt construction.

A Handcrafted black leather lace-up boots with cap toe, back zip, and Goodyear welt construction.

A pair of premium oil-tumbled leather boots offering durability, comfort, and style for any occasion.

A comfortable and cool lace-up boot in tan leather with an apron toe and double stitching.

A comfortable and cool lace-up boot in brown leather with an apron toe and double stitching.

A chic tan ankle boot with chrome-free, vegetable tanned leather and a durable Vibram® rubber outsole.

A pair of black, oil-tumbled leather boots offering durability, comfort, and versatile style.

A chic and versatile brown leather ankle boot with a comfortable fit and durable rubber outsole.

A versatile brown leather boot featuring a plain toe and convenient inside zipper for easy wear.