Explore Chukka Boot, Cowboy and more!

Ben Sherman Victor Chukka Sneaker Boot | DSW

Men's Ben Sherman Victor Chukka Sneaker Boot - Brown

Be a winner when it comes to style in the Victor chukka sneaker boot from Ben Sherman. This leather and suede lace-up desert boot also has a vulcanized sole for a modern look with jeans or khakis.

Born Trigger Chukka Boot

Master the chukka boot trend with the Trigger boot from Born. With a worn leather upper and enduring comfort that Born is known for, this stylish lace up is a must have for the season.

Bacco Bucci Pavano Chukka Boot

Fine Italian craftsmanship meets modern style in the Pavana boot from Bacco Bucci! This leather lace-up boot boasts hand painted details on both the toe and heel for a unique look.

Studio Ink French 2 Chukka Boot

Keep your look cool while wearing the French 2 chukka boot from Studio Ink. With a durable construction and comfortable design, this leather lace-up boot is sure to get the job done, while keeping you in style.

Desert Island: 15 Best Chukka Boots for Men

Desert Island: 15 Best Chukka Boots for Men

Dockers Tussock Chukka Boot | DSW

Rock contemporary casual style with the Tussock chukka boot from Dockers. This desert style leather boot is a cool and comfortable way to complete your look.

Shop  Caterpillar Transform Chukka Boot

With rugged good looks and cushioning right where you need it, the Transform leather boot from Caterpillar is a smart choice. This chukka-inspired lace-up also features a Flex Tech? and maximum traction sole.

Kenneth Cole Reaction Desert Wind Chukka Boot | DSW

The most versatile, fashionable boot you will wear this season, the Desert Wind chukka boot from Kenneth Cole Reaction will not disappoint! Lace up this suede desert boot with just about any attire for a put together look.

Cole Haan Charles Chukka Boot

If impeccable casual style is your goal then the Charles from Cole Haan is just the desert boot you are looking for! Lace up this pebbled leather chukka boot with anything from khakis to jeans and look polished and put together.