Men's Dress Ankle Boots

A versatile tan leather Chelsea boot featuring elastic side panels and a convenient pull tab for easy wear.

A modern twist on classic boots with premium leather and a TRUFOAM sole for comfort and durability.

A contemporary twist on a classic silhouette, these taupe suede Chelsea boots offer style and durability.

A black pebbled leather chukka boot featuring a classic lace-up design and cushioned sole for comfort.

A rugged black leather boot featuring a vintage metal zipper and durable leather-rubber outsole for versatile style.

A sophisticated and versatile pair of tan Chelsea boots crafted from premium suede for all-day comfort.

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

A ruggedly handsome brown chukka boot with mixed materials, stitched details, and a modern stacked heel.

A ruggedly handsome wingtip boot in tan leather with a versatile design for dressing up or down.

A modern tan suede ankle boot with moc toe stitching, cushioned OrthoLite footbed, and flexible EVA sole.

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

A sleek, breathable leather Chelsea boot with a plain toe for versatile, off-duty style.

A comfortable and stylish pair of tan Chelsea boots crafted from high-quality leather.

A classic brown leather Chelsea boot featuring dual elastic panels and cushioned insole for all-day comfort.

A smooth mocha leather chukka boot with a three-eyelet design, modern stacked heel, and cushioned comfort.

A handmade tan leather ankle boot with a pull tab and Vibram® rubber outsole for lasting comfort.

A brown leather Chelsea boot featuring flexible side panels, cushioned footbed, and a durable rubber outsole.

A sleek black leather Chelsea boot featuring elastic side panels and a durable rubber outsole.

A supple leather ankle boot in cognac and tan with a cap-toe and cushioned comfort edges.

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

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

A brown leather ankle-high boot featuring moccasin stitching, cushioned OrthoLite footbed, and lightweight EVA outsole.

A handmade gray leather Chelsea boot with dual elastic gores and side harness for versatile style.

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