Men's Dressy Casual Boots

A rugged yet sophisticated brown leather chukka boot with OrthoLite footbed and durable rubber outsoles.

A rugged yet sophisticated gray leather chukka boot with OrthoLite footbed and durable rubber outsoles.

A classic tan leather boot with Goodyear welt construction and a comfortable rounded toe.

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 classic leather boot in cognac/tan with intricate stitching and a scalloped topline.

A contemporary twist on a classic, these taupe suede Chelsea boots feature durable Goodyear welt construction.

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

A tan leather ankle boot with a plain round toe, Goodyear welt construction, and cushioned insole.

A rugged black leather boot featuring Goodyear welt construction, cushioned insole, and a chunky block heel.

A versatile cognac and tan leather ankle boot featuring a cap-toe design and cushioned comfort.

A tan leather chukka boot with mini-groove sole for all-day comfort and versatility.

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

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

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

A modern black suede chukka boot featuring a cushioned OrthoLite footbed and lightweight rubber outsole.

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

A tan and brown Chelsea boot made from vegetable tanned leather with a Goodyear welt outsole.

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

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

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

A rugged yet refined tan leather lace-up boot with an XL Extra light® wedged platform outsole.