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Chukka Boots

from $199

★ ★ ★ ★ ★ 17,359 Reviews

Design Your Pair Now
Order today, receive it by –date–.Free shipping

Men's Chukka Boots

Choose your Chukka boots online. Suede chukka boots or leather chukka boots, both are perfect as men's dress boots. Design your chukka boots for men and we will handcraft them the way you want them in 15 days.

Start with a base style

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Chukka Boots

Chukka Boots

Suede Chukka Boots

Suede Chukka Boots

Brown Chukka Boots

Brown Chukka Boots

Black Chukka Boots

Black Chukka Boots

Two tone Boots

Two tone Boots

Dress Boots

Dress Boots

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Help me choose

How to create your chukka boots

SELECT

Choose a base style. Design options are just endless.

CUSTOMIZE

Choose materials and fabrics for each piece of your shoe. Italian leather, suede, velvet,...

FIND YOUR SIZE

Sizes from from 3 to 16 and special widths. Use our size recommender to know the one that will fit you best.July 26th.

Design Your Pair Now

Buy your custom chukka boots online

man shoe image man shoe image

Check all the possibilities available on our 3D boots configurator to create the perfect chukka boots for men. Laces, toe cap, soles and many other details available so you have 100% unique boots.

Design Your Pair Now

Outfit Ideas

Get inspired by our community. Real customers like you styling great outfits based on Hockerty garments

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Terracotta Double-Breasted Suit with Open White Shirt SHOP LOOK Chocolate Brown Wool Trousers with Light Blue Shirt and Suspenders SHOP LOOK Terracotta Linen Suit with White Linen Shirt SHOP LOOK Blue Windowpane Suit with Polka Dot Tie and Pink Pocket Square SHOP LOOK Navy Pinstriped Suit with Black Tie and Brown Leather Briefcase SHOP LOOK Ivory Linen Suit with Teal Shirt and Brown and White Loafers SHOP LOOK Beige Linen Suit with Bare Chest SHOP LOOK White Dress Shirt with Light Blue Tie and Black Trousers SHOP LOOK Button-Down Shirt with Navy Trousers SHOP LOOK White Dress Shirt with Black Trousers and Suspenders SHOP LOOK
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Check them all

Fit to Perfection Guaranteed

From fabrics and buttons to pocket styles and lining colors, personalize your handcrafted look. Take control and feel confident with our Perfect Fit Guarantee.
Learn more

Our Chukka Boots

Home / Men / Shoes / Chukka boots
Brogue Chukka Boots in blue tweed & leather

Brogue Chukka Boots in blue tweed & leather

$261.5
Cap toe Chukka Boots in brown leather

Cap toe Chukka Boots in brown leather

$242.5
Men's Chukka Boots in burgundy leather & dark brown elastic band

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

$239
Brogue Chukka Boots in white & black leather

Brogue Chukka Boots in white & black leather

$253
customize
Try our shoes designer
from $199
Design yours
Men's Chukka Boots in black leather

Men's Chukka Boots in black leather

$244
2 tone Chukka Boots in burgundy & blue velvet & blue elastic band

2 tone Chukka Boots in burgundy & blue velvet & blue elastic band

$247
2 tone Chukka Boots in brown & blue leather & suede & dark brown elastic band

2 tone Chukka Boots in brown & blue leather & suede & dark brown elastic band

$242.5
2 tone Men's Chukka Boots in brown & black waxed leather, leather & tweed

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

$247
2 tone Men's Chukka Boots in brown tweed & leather

2 tone Men's Chukka Boots in brown tweed & leather

$236
Men's Chukka Boots in blue suede & dark brown elastic band

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

$242.5
Brogue Chukka Boots in brown waxed leather & leather

Brogue Chukka Boots in brown waxed leather & leather

$266
Men's Chukka Boots in brown suede & dark brown elastic band

Men's Chukka Boots in brown suede & dark brown elastic band

$239
Men's Chukka Boots in blue tweed

Men's Chukka Boots in blue tweed

$241.5
Chukka Boots in brown suede

Chukka Boots in brown suede

$232.5
Looks that last

Personalize your handcrafted look, from durable fabrics down to the finest details. Take charge of your style and feel confident with our Perfect Fit Guarantee.

Featured in
"With its design system, you can fully customize your shoes, getting super original or classic pieces, as you wish, in a super intuitive way."
"These made-to-measure, customizable, and sustainable jeans are the investment you should make now to always enjoy."
"Hockerty: The Made-To-Measure Clothing That's Accessible To All"
"Perhaps the Ceremony Calls for a Morning Suit? Check Hockerty made to measure morning suits"
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Next to you

Thousands of partners worldwide allow us to give you the best local service for fittings and alterations.

Perfect fit guarantee

Made to measure by expert tailors.

Customizable

Select fabrics, linings and everything in between.

Get measured

Let our algorithm do it, or measure at home.


Reviewed by you

Trustpilot
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On point

I love suede in the fall and these are perfect for those more formal occasions

Carl - United States

* * * * *
← →

Great addition

Nicholas - United States

* * * * *
←

They are as comfortable as they are stylish.

Rick - United States

See them all

Learn more in our blog

Read More How to Combine Boots with Suit

How to Combine Boots with Suit

Can you wear boots with a suit? If you’re a little hesitant to get suited and booted, unsure how to go about it and questioning if there are any fashion rules one must follow when making this style decision, we’re here to help you out. Wearing your usual suit and trousers attire with a pair of boots is actually one of the simplest ways to elevate your style and take it a fashionable step forward.

Read More Guide: Types of Men's Boots

Guide: Types of Men's Boots

You’re far from limited to simply wearing low cut shoes to go with your outfit, whether you’re getting dressed for a lunch meeting, an evening out, or any occasion that requires more than just jeans and your standard rugged footwear. The great thing about dress boots is that you can either dress them up or dress them down, depending on the occasion and of course, your personal style preferences.

Read More Types of Dress Shoes

Types of Dress Shoes

The popular claim is that you need five men’s dress shoes in your wardrobe that will transform you into an elegant man and will make you confident in the office or at events. Find these five types of men’s dress shoes you should own and let the transformation begin.

Suede and Leather Chukka boots

Our artisans will create your handmade chukka boots the way you design them. Chukka boots are more in style than ever, so, get the most out of our 3D chukka configurator and you will have 100% unique chukka boots for men.

Know more

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What are Chukka Boots?

Chukka boots are ankle shoes for men (mostly) that feature open lacing system and usually two or three eyelets. The most common type is a brown boot made from suede, but nowadays all color and design options are available at the market. 

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How to wear Chukka Boots?

Let your pants or jeans fall over your chukka boots to partially cover them or cuff your pants just above the boots to make them more visible. This can also create a nice fashionable statement, but beware not to cuff them too much so you don't freeze during winter days. 

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What to wear with Chukka Boots?

Chukka boots fall rather into the semi-formal to casual category, so don't try to style them in a formal manner. Pair them with jeans or chinos and t-shirts or shirts and you've yourself a nice outfit. Chukka boots also look great with informal blazers, mostly out of tweed, if you want to go for a lovely winter outfit. 

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