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The Chukka

$205

We designed these Chukka boots to feel even better than they look so you’ll be ready for anything.

Color: Chestnut & Mocha
Material: Full-Grain Leather

Size
  • 7
  • 7.5
  • 8
  • 8.5
  • 9
  • 9.5
  • 10
  • 10.5
  • 11
  • 11.5
  • 12
  • 12.5
  • 13
  • 14
  • 15
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Pre-order (ships in 10 weeks)
Pre-order (ships in 10 weeks)
Pre-order (ships in 10 weeks)
Pre-order (ships in 10 weeks)
Only 4 left!
Size
7
7.5
8
8.5
9
9.5
10
10.5
11
11.5
12
12.5
13
14
15
Carousel Shape
The Chukka (Chestnut & Mocha)
Chestnut & Mocha $205
The Chukka • Size: 7

Gifting Made Easy

Extended Holiday Returns

Orders placed between November 1st and December 31st can be returned for free through January 31st, 2026.

Most Comfortable Chukka Boot

Free Shipping

Free Returns

2-Year Warranty

Details

  • A-grade full grain leather & sheepskin lining
  • Dual-function athletic outsole
  • Removable heat-activated insole
  • Designed in Brooklyn, NY & made in Portugal

As Seen in

<p>As Seen in</p>

Sizing guidance

  • True to size; size down if you are between sizes. Size up if you have a wider foot.
  • For styles available in sizes EE, please see our collection here.

FAQ's

Do you offer free returns?

Yes, we have free returns and exchanges for orders within the contiguous US.

Extended Holiday Returns
Orders placed between November 1st and December 31st can be returned through January 31st, 2026.

Why don't you offer discounts or sales?

This helps ensure that all customers get the same low price year round.

How long does standard shipping take?

Typically 2-5 business days for US orders.

How does the 2 year warranty work?

For any defects, issues, or damage within the first 2 years of purchase, we will send you a replacement pair at no cost. 

How do I contact customer service?

Please email help@amberjack.shop or call 833-921-7392. We are available 7 days a week from 9am-9pm ET.

Go ahead, nerd out.

Our soles use high-performance TPU—lightweight, flexible, and built to last. Up top, it’s 100% natural, full-grain leather from LWG-certified tanneries. Every pair is handcrafted in Portugal with a balance of tradition and tech. Comfort, quality, style—no shortcuts.

The Chukka Boot by Amberjack in Chestnut & Mocha - Full Grain Leather

NATURAL FULL-GRAIN LEATHER

Our hand-finished, full-grain leather is as beautiful as it is durable. Sourced from top-rated LWG tanneries in Portugal and Italy, it has a natural finish and only gets better with time.

Amberjack Insole

Heat-activated arch support

We’ve got fancy foam that uses heat to form to your foot. It’s like memory foam but more durable so it’ll stay supportive way longer.

The Chukka Boot by Amberjack in Chestnut & Mocha - Outsole

ANTI-SLIP ATHLETIC OUTSOLE

Our proprietary TPU outsole combines flexible athletic technology, supportive cushioning, and anti-slip traction for all-day comfort and a sneaker-like feel.

The Chukka Boot by Amberjack in Chestnut & Mocha - Sheepskin Lining

Super-soft sheepskin lining

Your feet will be hugged in buttery-soft sheepskin lining that's laser perforated to allow airflow. You’ll basically not want to wear socks.

“
“Absurdly comfortable right out of the box - no break-in time required.”
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“Using proprietary athletic technology and vertically sourced A-grade leather, these are the world's most advanced dress-casual shoes.”
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“Amberjack, a Brooklyn upstart, targets young men keen to enjoy stealthier comfort and to “nerd out” on the hidden tech.”
“
“Best Casual Boots”
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“#1 Best Overall Boot on the market. The perfect mix between style and comfort, at an affordable price.”
“
“Each Amberjack shoe is made with proprietary comfort science; pre-stretched A-grade full grain leather, heat activated arch support, and a mechanically designed dual density outsole.”
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“Incredibly comfortable boots.”
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“#1 Best Casual Shoes for Men”
“
“After personally test driving their boot, I can confirm that it is incredibly comfortable.”
“
“You’re never going to want to take them off.”

Chukka Boots. Reinvented.

No more compromising between style and comfort.

Every element of The Chukka is designed with performance in mind.

Brooklyn-designed, Portugal-made - similar shoes cost 2-3x more.

Customer Reviews

Customer Reviews

Based on 24 reviews
88%
(21)
13%
(3)
0%
(0)
0%
(0)
0%
(0)
E
Emmanuel Lopez
Fit:
Runs small
Runs large
Comfortable for all day wearing

I bought Amberjacks because of all the great reviews I saw for comfort and I also liked the styles that I was able to see on the website. I purchased a pair of The Boot and a pair of Chukka’s. The Boot did not work out for me just because I’m not used to wearing high boots, but I gave them a try. I returned them to get a second pair of Chukka’s. Now I have a Honey pair and Obsidian pair of Chukka’s and they are the most comfortable dress shoe I have owned. I’ve had Johnston and Murphy’s, Section X, and a few others. These leather Chukka’s go great with my wool blend dress pants. I also got a chance to talk to their service team for the return and they made it very easy to deal with and both reps were kind and competent.

G
Guy on his feet
Fit:
Runs small
Runs large
Style AND comfort. Finally!

In an effort to step up my style I had been slowly upgrading my wardrobe. I had found suitable clothes from tops to socks, but nowhere had I found shoes that were stylish AND comfortable until I found Amberjacks. I have knee and back issues from a couple decades of labor, and none of the stylish shoes I had tried could be worn for more than an hour or two at most before they became painful. I bought a new pair of the Amberjack Tuxedo shoes elsewhere and wore them to my wedding. After all day and night they were still comfortable so I bought the Chukkas. Both pairs are very well made and I expect them to hold up very well. I’ve been living in these Chukkas and will soon be buying more pairs. I’m a convert, and I think I look pretty good being one!

L
Liam Stewart
Fit:
Runs small
Runs large
The best bartending shoe I have ever owned.

I work at a few bars in Charleston SC and my coworker Vincent put myself and the rest of the bar onto Amberjack shoes. They are unbelievably comfortable to work in for 10-12hrs shifts, as well as being stylish to pair with any dressed up occasion.

D
Del Staigers
Fit:
Runs small
Runs large
Look & Feel Great

These shoes are sharp! And they are comfortable. I wear them with jeans and dress pants, and they look great.

B
Bluepepper
Fit:
Runs small
Runs large
Comfy

I liked that I was able to wear these shoes right out of the box with no break-in period. They were as comfortable as advertised. I'm interested in other Amberjack shoes for this reason, but I'm not a fan of the white soles.

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