Best Desert Boots
Best Desert Boots

Best Desert Boots & Chukkas

Desert and chukka boots are versatile, durable and work well with a range of different looks. As a footwear staple, there’s an excellent selection out there to discover and choose from. We’ve compiled some of our favourites here – our top picks for the best desert boots and chukkas…


Red Wing – 3140 Heritage Work Chukkas | $345 | Buy: End Clothing

The 3140 Heritage Work Chukkas are inspired by Red Wing’s rugged boot heritage. They’re a more casual offering, still featuring the signature white Vibram sole. The 3040’s are made from premium leather, complemented by contrast stitching and casual two-tone lacing.

Best Desert Boots


Royal Republiq – Cast Creep Mid Leather Tan | $269 | Pre-Order: Someplace

Leather experts, Royal Republiq are renowned for their craftsmanship and the quality of their goods. The Cast Crep boots feature a crepe sole and A-grade leather that will age handsomely.

Royal Republiq Chukka Boots


Timberland X UO – Chukka Boots | $189 | Buy: Urban Outfitters

Timberland has teamed up with Urban Outfitters to produce these nice looking low-rise boots. Made from premium suede, these will mould to your feet and their rugged outsole is great for varied terrain. They also feature a padded heel and lace up design.

Best Desert Boots


Vanishing Elephant – Leather Desert Boots | $260 | Buy: Surfstitch

Vanishing Elephant offers a classic aesthetic that highlights the great subtleties of clothing with a modern take. Their desert boots are definitely in line with this philosophy – these ones coming in a vibrant brown suede.

Best Desert Boots


Original Chippewa – 1955 Modern Suburban | $308 | Buy: Huckberry

Representing the authenticity and heritage of American craftsmanship, the Original Chippewa collection features timeless silhouettes. These handcrafted boots use only the best components, perfect for everyday wear, such as Vibram outsoles, full leather welts and comfort insert insoles.

Best Desert Boots


Clarks Originals – Desert Boots | $160 | Buy: Clarks

Now time for the classics – made from authentic English suede, Clarks Originals Desert Boots feature a distinctive crepe sole and clean, simple lines. This heritage design has been around for 65 years and is instantly recognisable.

Best Desert Boots


Sperry Top-Sider For J.Crew – Leather Chukka Boots | $215 | Buy: J.Crew

Sperry have teamed up with J.Crew to produce a new take on the original Top-Sider. Featuring the same level of craftsmanship as the classic boat shoes, the chukka design is a bit more versatile than its summery older brother.

Best Desert Boots


H By Hudson – Houghton Leather Chukka Boots | $174 | Buy: Asos

As a more formal option, the H by Hudson Houghton Leather Chukkas feature a smooth leather upper. The understated colour scheme works well with jeans for a more casual vibe, as well as chinos/pants for a dressier look.

Best Desert Boots


Dr Martns – Oscar Sawyer Desert Boots | $219 | Buy: The Iconic

Featuring a signature Goodyear-welted sole and pebbled leather upper, Dr Martens Oscar Sawyer Desert Boots are a hard-wearing take on the classic desert boot style.

Best Desert Boots

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