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The Chelsea


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

Color: Chestnut Material: Full-Grain Leather

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The Chelsea Boot by Amberjack in Chestnut Brown Leather - Medial Side View
Chestnut $199
The Chelsea Size: 7
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Most Comfortable Chelsea Boot

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2-Year Warranty


  • A-grade full grain leather & sheepskin lining
  • Dual-function athletic outsole & 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.

Go ahead, nerd out.

Our soles are made with new, proprietary materials that deliver surprisingly sweet comfort, all day long. Our A-grade full grain leather comes from one of the best tanneries in the world, who also happen to be our business partner; that means you get incredible quality at a price you won’t find anywhere else. The shoes are then made by masters in Portugal who have decades of experience but also aren’t afraid to get a little futuristic with it. This is a totally different type of shoe.

The Chelsea Chestnut by Amberjack - Product Diagram
Vertically Sourced A-Grade Leather


We’re vertically integrated with one of the world’s leading tanneries, so we use premium A-Grade hides from American steer and offer it to you at an unbeatable price.

Heat-Activated Arch Support

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.

Dual-Density Outsole

Dual-density outsole

Our proprietary TPU outsole uses high-performance athletic technology in the front, for flexibility, and strong hiking boot material in the back, for support. Wear them all day without tiring out your feet.

Super-Soft Buck Skin Lining

Super-soft buck skin 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.

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“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.”
“#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.

Chestnut Brown Chelsea Boots on Model with Green Pants
Chestnut Brown Chelsea Boots on Model with Green Pants - Walking

Ready For Anything

We built these shoes to take you wherever you need to go and look good doing it. No more compromising between style and comfort. Dress ‘em up. Dress ‘em down.

Chestnut Brown Chelsea Boots Outsole
Yellow Amberjack shoe insoles

The Most Advanced Chelsea Boots

Every element of The Chelsea is designed from the ground up with performance in mind. From the pre-stretched A-grade leather to the mechanically designed outsole to the thermo-moldable insole.

Chestnut Brown and Honey Tan Chelsea Boots Side by Side
Chestnut Brown Chelsea Boots on White Blocks

Luxury For Less

Designed in Brooklyn, NY and produced in one of Portugal’s top factories, The Chelsea is made with the highest quality materials, including full-grain leather, sheepskin lining, and a custom TPU outsole. Similarly made shoes cost 2-3x more.

Customer Reviews

Customer Reviews

Based on 640 reviews
Tom Rosales
Super comfortable

Liked the suede look right away and was hoping they’d be comfortable. Not disappointed! Took them to DC for the weekend and wore them everywhere. Very pleased!

Ian Jones
Comfortable and Professional

Incredibly comfortable shoes that look sharp. These are true to size and feel great walking around a good while in. I’m an airline pilot, so walking long distances and going outside in occasionally wet/slushy conditions on the ramp is a part of the job. These shoes are literally perfect for the role.


Great looking shoe. But I got them for comfort as I'm a pharmacist standing on my feet for minimum 12 hour days. Not as comfortable as they make them out to be. Sore feet. Blisters the first week. The insoles lasted about a month but they at least sent me new replacements.

Not remotely worth the money I paid for them.

Steve Anderson
Chelsea Style Shoe Review

I needed a pair of Chelsea style shoes for work. In the recent past, I purchase the same type shoes from two other shoe companies. Both are in my closet not being worn because they are too uncomfortable. On a last chance, I ordered the Chelsea Amberjack. These shoe are so comfortable, very similar in feel to my running shoes. I can easily wear them all day without my feet feeling fatigued. Also, the size for me was accurate when compared to my other shoes. Really like the quality of the leather and overall design. Highly recommend. Will purchase other styles when needed.

Ryan Escano
Move over Thursday boots, Amberjack is my new SOLEmate ❤️

Ok, so to start, i have a club foot! That alone has been the sole problem when buying shoes (no pun-intended). The pair gets deformed after a couple of months. But when i bought Amberjack’s Chelsea, i fell in love. Even my co-workers loved it! My feet literally were on clouds and it’s just gets comfortable the more you wear it! Would i buy the pair again, HECK YEAH?!! Would i recommend it? HECK YEAH!

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