Gear Guides

The Best Desert Boots for Fall

The Best Men’s Desert Boots for Fall

From rugged chukkas to classic desert boots, we round up a few of our favorite styles for fall



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Astorflex Greenflex Chukka Boots

The family behind Astorflex has been making shoes by hand in Italy for more than six generations. The Greenflex is a classic desert boot - the kind favored by everyone from Steve McQueen to soldiers fighting on the hot sands of Northern Africa during WWII.

Built with premium suede leather and a rugged rubber outsole, these everyday chukka boots provide a little more structure than their better known big brother, the Clarks Desert Boot.


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Red Wing Weekender Chukka

Red Wing Heritage, manufacturer of high-quality leather work boots boasting more than 100 years of experience, departs from their traditional occupation-specific designs with a casual off-the-clock shoe. Made with Red Wing’s traditional construction methods and materials, the Weekender Chukka is flexible, lightweight and exceptionally tough.



The Clarks Desert Boot

Nathan Clark’s 1950 design was inspired by a rough boot from Cairo’s Old Bazaar, and its minimal, progressive style sparked a worldwide footwear revolution – worn by beatniks, mods, Britpop bands, and Jamaican rude boys, from Paris to Kingston, Tokyo to London.