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The 22 Best Chukka Boots For Versatile Men’s Style

There’s no denying that the British have somewhat of a monopoly on being behind some of fashion’s most debonair and polished looks; chukka boots included. Chukka boots were first worn by British soldiers in World War II but quickly transcended into a popular footwear choice for men everywhere.

Today, the chukka boot is still extremely popular for its versatile smart-casual look that can easily elevate a simple white tee and jeans but can also blend perfectly with a shirt and tailored trousers at a formal affair. Typically made from leather or suede, every man should own at least one pair of chukka boots.

Features of a chukka boot

The best chukka boots are ankle-high, with rounded toes and open lacing with only two or three pairs of eyelets. They are usually made with premium leather or suede, although over the years many brands have produced contemporary versions with other materials.

Chukka Boot FAQs

What's the difference between a chukka boot and a desert boot?

A desert boot is actually a type of chukka boot. Traditional chukka boots have thin soles, whereas desert boots have a thicker spongy sole, but aside from that one difference, they are the same style of boot and are ultimately, both classified as chukka boots.

How do I style a chukka boot?

The beauty of the chukka boot is that they are extremely versatile and will go with pretty much everything in your closet. Pair chukka boots with jeans and a t-shirt for a relaxed look, or with chinos, a t-shirt, and an unbuttoned shirt for a cool smart-casual look.

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If you’re ready to add the versatile chukka boot to your footwear collection, we’ve rounded up the best chukka boots available that are stylish, durable, and comfortable, and are produced by some of the best footwear brands of all time.

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