FREE SHIPPING AND RETURNS IN THE U.S.

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
Only 7 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

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 within 30 days for orders within the contiguous US.

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 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.

“Absurdly comfortable right out of the box - no break-in time required.”
“Using proprietary athletic technology and vertically sourced A-grade leather, these are the world's most advanced dress-casual shoes.”
“Amberjack, a Brooklyn upstart, targets young men keen to enjoy stealthier comfort and to “nerd out” on the hidden tech.”
“Best Casual Boots”
“#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.”
“Incredibly comfortable boots.”
“#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 10 reviews
80%
(8)
20%
(2)
0%
(0)
0%
(0)
0%
(0)
M
Mark Faust
Fit:
Runs small
Runs large
Wish the "Chestnut & Mocha's" Color of Leather was Darker Like the Chestnut of The Original

These shoes are great…especially if you’re a hobbit who doesn’t need shoelaces longer than a dental floss sample. I’m a size 13, which apparently qualifies me for the “two inches too short” shoelace club. For $200+, maybe toss in enough lace to actually tie the shoe instead of reenacting Fifty Shades of Struggle.

At 6’1”, 200 pounds, I’m thin and long — basically Gumby in leather. And speaking of leather, the design is solid: not too trendy, not too retro, which is another way of saying I won’t look like I shop exclusively at midlife-crisis outlets. The soles? More classic than those “edgy” clown-ish alternatives you see. And yes, Amberjacks are cushier than traditional leather soles, but the consistency of the leather color of chestnut… come on. I’d prefer the darker chestnut, but apparently “rich brown” is reserved for bourbon, not boots.

Although The Original's chestnut color was more fitting, I'm returning them; the chukkas were close enough.

Now, the return process? It was like being trapped in a bad Netflix series — stuck in an endless loop, screaming “I said RETURN, not EXCHANGE!” Support finally bailed me out on a Saturday, so props for that. Customer service works weekends — who knew?

Bottom line: these lighter chukkas aren’t “banana-yellow light,” so with some dark brown polish, I can fake my way into class. Despite the shoelace debacle, I’ll probably buy again — because nothing says loyalty like mild masochism.

Hi Mark, thank you for leaving a thoughtful review (and if it's okay to say, very humorous review. We all got a good chuckle from your writing style). We appreciate your feedback on the laces, the leather color, and the returns process. We will pass this on to the relevant teams.

K
Kevin Bland
Fit:
Runs small
Runs large
Must be the shoes

I continue to love and enjoy the shoes that I've ordered from Amberjack. The comfort and style.

K
Keith Kinart
Fit:
Runs small
Runs large
Love these shoes

This is my second pair. Fit, comfort and quality can't be beat.

D
Dwight

Great boot

c
chris evans
Fit:
Runs small
Runs large
Always a little tight

I love Amberjack Shoes because they look beautiful. But for me, they tend to run a little small. I had to return my first pair that I ordered this last time. And I ordered a size larger. That makes them stick out a little too long. I guess I just need a wider shoe, but Amberjack doesn’t make a lot of wide shoes.

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