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The Chelsea

$205

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

Color: Obsidian

20% Off

Standard Price

Size
  • 7
  • 7
  • 7.5
  • 7.5
  • 8
  • 8
  • 8.5
  • 8.5
  • 9
  • 9
  • 9.5
  • 9.5
  • 10
  • 10
  • 10.5
  • 10.5
  • 11
  • 11
  • 11.5
  • 11.5
  • 12
  • 12
  • 12.5
  • 12.5
  • 13
  • 13
  • 14
  • 14
  • 15
  • 15
Width: 
  • Standard
  • Wide (EE)
Pre-order (ships in 2 weeks)
Pre-order (ships in 2 weeks)
Pre-order (ships in 2 weeks)
Size
7
7.5
8
8.5
9
9.5
10
10.5
11
11.5
12
12.5
13
14
15
Width
Standard
Wide
Carousel Shape
The Chelsea Boot by Amberjack in Obsidian Black Leather - Medial View
Obsidian $205
The Chelsea • 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 Chelsea 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.

obsidian black 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.

chelsea 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.

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.

“
“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 Chelsea Boots”
“
“#1 Best Overall Chelsea Boot on the market. The Chelsea is 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 Chelsea boot, I can confirm that it is incredibly comfortable.”
“
“You’re never going to want to take them off.”

Chelsea Boots. Reinvented.

No more compromising between style and comfort.

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

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

Customer Reviews

Customer Reviews

Based on 986 reviews
87%
(855)
8%
(75)
3%
(29)
1%
(13)
1%
(14)
C
Cory

This is the most comfortable and best looking dress shoe I have ever purchased. I have several dress shoes, but these are far more better and comfortable. Thank you guys for creating this incredible shoe for us . I am forever a customer and will be purchasing more from Amberjack .

T
Trey
Fit:
Runs small
Runs large
So Comfortable

I recently bought these for work since I spend a lot of time on my feet standing around all day at the company booth or moving from one meeting to another. The design is so flexible I can wear them with either slacks or dress jeans and a sport coat. But the best part is how incredibly comfortable they are. My feet no longer hurt at the end of the day without resorting to tennis shoes. Had to size up due to wide feet and cramped toe box in the design.

F
Father David
Great boots

These boots are great. Usually wearing black and on my feet for hours at a time. I've been looking for the combo of comfort and yet professional. These pull it off.

A
Alex Jaber
Fit:
Runs small
Runs large
Very comfortable

Very comfortable shoe

A
ABRAHAM BOURE
Fit:
Runs small
Runs large
Very comfortable

Felt the comfort the first time wearing the boots. For someone that walk and stand most of their shift, these boots are the ones.

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