FREE SHIPPING | FREE RETURNS THROUGH 1/31/2026

The Chukka

$205

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

Color: Obsidian
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
Pre-Order (Ships in 10 weeks)
Only 5 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 Boot by Amberjack in Obsidian - Medial Side View
Obsidian $205
The Chukka • Size: 7

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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.Ā 

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 Product Diagram
The Chukka Boot by Amberjack in Obsidian - 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 Obsidian - 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 Obsidian - 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.

ā€œ
ā€œAbsurdly comfortable right out of the box - no break-in time required.ā€
ā€œ
ā€œUsing proprietary athletic technology and vertically sourced A-grade leather, these are the world's most advanced dress-casual shoes.ā€
ā€œ
ā€œAmberjack, a Brooklyn upstart, targets young men keen to enjoy stealthier comfort and to ā€œnerd outā€ on the hidden tech.ā€
ā€œ
ā€œBest Casual Bootsā€
ā€œ
ā€œ#1 Best Overall Boot on the market. The perfect mix between style and comfort, at an affordable price.ā€
ā€œ
ā€œEach 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.ā€
ā€œ
ā€œIncredibly comfortable boots.ā€
ā€œ
ā€œ#1 Best Casual Shoes for Menā€
ā€œ
ā€œAfter personally test driving their boot, I can confirm that it is incredibly comfortable.ā€
ā€œ
ā€œYou’re never going to want to take them off.ā€

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 21 reviews
86%
(18)
14%
(3)
0%
(0)
0%
(0)
0%
(0)
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.

J
Jordan M
Fit:
Runs small
Runs large
Best shoe I've ever owned

I love these shoes. I want more pairs. They are so classy looking, but they feel so comfortable. My wife saw them and see "oh fancy!". I can dress them up or pull off a casual look. These are the best shoes I've ever purchased.

V
Vincent Bobo
Fit:
Runs small
Runs large
Life changing.

I bartend… I work 10+ hours on my feet everyday.

I’ve tried everything from Cole Haans, shoes for crews.. and doc martens (typical bartender), and I could never find a shoe that I could wear for hours at a time that could hold up to the day to day without having foot, knee and back pain…

That was until I found these.

They’re stylish, non slip.. I hardly have to polish them.

I’ve got my boss and a few of my coworkers wearing them now. It’s worth the money.

I work at the Belmont in Charleston, SC; a high volume craft cocktail bar where we get our steps in.

Anyway, I’ve probably said too much… just know that if you’re debating on ordering these or not, just hit that button and change your life.

L
Larry
Fit:
Runs small
Runs large
Awesome Boots!

Just got my 4th pair of Amberjacks and now have 2 chukka and 2 Chelsea. These boots fit like they were made for my feet. They’re well made and look great. I always get compliments when I wear a pair. Good value too!!

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