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Men / Shoes / Chukka

Chukka Boots

The chukka boot is the easiest boot to dress up or down — two or three eyelets, ankle height, clean lines. But cheap versions use cardboard-stiff leather and glued soles that peel apart after a season. At Hockerty, you design your own chukka boots choosing from suede, Italian calf leather, country leather, or flora leather, then picking the sole type and colour. Each pair is handcrafted in Almansa, Spain by artisan shoemakers who build the boot to flex and soften naturally without losing its shape. Two width options give you a snug ankle fit that most off-the-rack chukkas miss completely.

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Brogue Men's Chukka Boots in brown leather

Brogue Men's Chukka Boots in brown leather

$338
Men's Chukka Boots in brown suede with a dark brown elastic band

Men's Chukka Boots in brown suede with a dark brown elastic band

$313
Men's Chukka Boots in brown leather with a dark brown elastic band

Men's Chukka Boots in brown leather with a dark brown elastic band

$308
Chukka Boots in brown waxed leather

Chukka Boots in brown waxed leather

$300
Men's Chukka Boots in brown waxed leather

Men's Chukka Boots in brown waxed leather

$300
Chukka Boots in black leather with a dark brown elastic band

Chukka Boots in black leather with a dark brown elastic band

$324
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from $295
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Men's Chukka Boots in burgundy leather with a dark brown elastic band

Men's Chukka Boots in burgundy leather with a dark brown elastic band

$308
Two-tone Men's Chukka Boots in brown tweed & leather

Two-tone Men's Chukka Boots in brown tweed & leather

$304
Men's Chukka Boots in brown waxed leather

Men's Chukka Boots in brown waxed leather

$300
Men's Chukka Boots in brown tweed

Men's Chukka Boots in brown tweed

$312
Men's Chukka Boots in blue tweed

Men's Chukka Boots in blue tweed

$312
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Our fashion approach seamlessly combines the ease of online shopping with the luxury of custom-made clothing. This allows us to offer you a perfect fit at an exceptional price, all through a convenient, touchless experience.
Cap-toe Men's Chukka Boots in brown leather

Cap-toe Men's Chukka Boots in brown leather

$313
Brogue Men's Chukka Boots in black leather

Brogue Men's Chukka Boots in black leather

$313
Men's Chukka Boots in beige suede

Men's Chukka Boots in beige suede

$315
Chukka Boots in black leather

Chukka Boots in black leather

$315
Men's Chukka Boots in brown suede

Men's Chukka Boots in brown suede

$315
Chukka Boots in black leather

Chukka Boots in black leather

$295
Chukka Boots in black leather

Chukka Boots in black leather

$300
Brogue Chukka Boots in black leather

Brogue Chukka Boots in black leather

$351
Men's Chukka Boots in black leather

Men's Chukka Boots in black leather

$315
Brogue Chukka Boots in black & brown velvet & leather

Brogue Chukka Boots in black & brown velvet & leather

$322
Cap-toe Chukka Boots in black & blue leather with a dark brown elastic band

Cap-toe Chukka Boots in black & blue leather with a dark brown elastic band

$321
Men's Chukka Boots in brown leather

Men's Chukka Boots in brown leather

$295
Two-tone Men's Chukka Boots in brown & blue leather, tweed & suede

Two-tone Men's Chukka Boots in brown & blue leather, tweed & suede

$337
Two-tone Men's Chukka Boots in brown & black waxed leather, leather & tweed

Two-tone Men's Chukka Boots in brown & black waxed leather, leather & tweed

$319
Two-tone Men's Chukka Boots in brown & blue leather & suede with a dark brown elastic band

Two-tone Men's Chukka Boots in brown & blue leather & suede with a dark brown elastic band

$313
Two-tone Chukka Boots in black & burgundy leather with a dark brown elastic band

Two-tone Chukka Boots in black & burgundy leather with a dark brown elastic band

$317
Brogue Chukka Boots in brown leather

Brogue Chukka Boots in brown leather

$333
Brogue Men's Chukka Boots in brown waxed leather & leather

Brogue Men's Chukka Boots in brown waxed leather & leather

$346
Brogue Men's Chukka Boots in blue tweed & leather

Brogue Men's Chukka Boots in blue tweed & leather

$343
Brogue Chukka Boots in blue tweed & leather

Brogue Chukka Boots in blue tweed & leather

$343
Chukka Boots in brown leather with a blue elastic band

Chukka Boots in brown leather with a blue elastic band

$328
Cap-toe Chukka Boots in green velvet

Cap-toe Chukka Boots in green velvet

$303
Wingtip Chukka Boots in brown suede

Wingtip Chukka Boots in brown suede

$328
Men's Chukka Boots in blue suede with a dark brown elastic band

Men's Chukka Boots in blue suede with a dark brown elastic band

$313

Are chukka boots casual or dressy?

They sit right in the middle — which is what makes them so useful. Suede chukkas in tan or brown lean casual and pair with jeans or chinos. Italian calf leather chukkas in darker tones dress up easily with wool trousers and a jacket.

What is the best leather for chukka boots?

Suede is the classic choice — it gives the boot its signature relaxed texture and looks better with age. For more durability and weather resistance, country leather or flora leather handles daily wear without needing as much care.

How should chukka boots fit around the ankle?

Snug but not tight. The boot should hold your ankle in place without rubbing or restricting movement. Hockerty two width options help you get this right — a properly fitted chukka stays comfortable all day without the looseness that causes blisters.