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  • The Chelsea Boot by Amberjack in Chestnut Brown Leather - Medial Side View
  • The Chelsea Boot by Amberjack in Chestnut Brown Leather - Lateral Side View
  • The Chelsea Boot by Amberjack in Chestnut Brown Leather - Back Heel View
  • The Chelsea Boot by Amberjack in Chestnut Brown Leather - Top Down View
  • The Chelsea Boot by Amberjack in Chestnut Brown Leather - Outsole View
  • The Chelsea Boot by Amberjack in Chestnut Brown Leather - Three Quarter Angle View
  • The Chelsea Boot by Amberjack in Chestnut Brown Leather - Worn with Green Pants
  • The Chelsea Boot by Amberjack in Chestnut Brown Leather - Worn On Model with Green Pants Top Down View
  • The Chelsea Boot by Amberjack in Chestnut Brown Leather - Labeled Outsole
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    The Chelsea

    $195

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

    Color: Chestnut

    • 7
    • 7.5
    • 8
    • 8.5
    • 9
    • 9.5
    • 10
    • 10.5
    • 11
    • 11.5
    • 12
    • 13
    Most comfortable Dress Shoe
    Most Comfortable Chelsea Boot
    2-3 Day Shipping
    Free 2-3 Day Shipping
    Free Returns
    Free Returns
    1 Year Warranty
    1 Year Warranty
    Carbon Neutral
    Full-Grain Leather
    Press Logos
    • Shipping and returns are free in the U.S. Depending on location, shoes will arrive in 2-4 days.
    • Shoes run true to size; order your regular size. 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.

    Chelsea (Chestnut) shoe diagram.

    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

    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.

    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.

    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.”
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    “#1 Best Overall Chelsea Boot on the market. The Chelsea is the perfect mix between style and comfort, at an affordable price.”
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    “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.”
    “
    “Emerging Brand Amberjack’s Debut Shoe Already Has a 10,000+ Waitlist.”
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    “#1 Most Innovative Dress Sneaker”

    The Chelsea Boot. Reinvented.

    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.

    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.

    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.

    The Most Advanced Chelsea Boot

    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.

    The Most Advanced Chelsea Boot

    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.

    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, perforated sheepskin lining, and a custom TPU outsole. Similarily made shoes cost 2-3x more.

    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, perforated sheepskin lining, and a custom TPU outsole. Similarily made shoes cost 2-3x more.

    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, perforated sheepskin lining, and a custom TPU outsole. Similarily made shoes cost 2-3x more.

    Customer Reviews

    Customer Reviews

    Based on 261 reviews
    92%
    (239)
    3%
    (7)
    3%
    (7)
    2%
    (4)
    2%
    (4)
    B
    BB
    Awesome

    Seriously comfortable. Ordered a half size down and fit perfectly. Usually have to go a half size up because it’s hard to find a shoe to fit a wide foot. Perfect for business casual dress. Absolute life saver for office life. Couldn’t recommend more and am glad to have the option. Thanks!

    M
    Michael Soderling
    Most comfortable

    these may be the most comfortable out-of-the-box shoes I've ever purchased. No qualms with the quality. I would have appreciated a pull tab on the back to make it easier pulling them as all my other Chelsea's have but otherwise I think these shoes are worth the investment. Now to find out how long they last. One other thing, usually there is something in the box that talks about how to be care for the shoes. I didn't have this but then it is online

    D
    DSJ26
    Only one minor flaw

    Omg these are so comfortable. I have tried so many different boots until I bought these. One minor I found was it’s missing a strap in the back to help put them on. Other than that they are amazing.

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    M
    Mark Flores
    Comfortable

    With recent foot and ankle issues in both feet. I decided to finally buy proper footwear for work. That 1) looks nice and 2) comfortable .. that I can wear all day and my feet and ankles don't feel like I ran a mile at only the mid-day poinr. I did a quick search online and saw Amberjack's website. With no hesitation I placed my order for my 1st pair. And decided to go with the Chelsea Boot. I broke them in yesterday at work. 14hr work day. On my feet. Walking from bldg to bldg, etc. And the verdict is in! And the shoes did sensational!! No pain at the end of the day!! I felt like I had just put them on. I still have to meet with my podiatrist for proper orthotics, etc for other footwear I have. But, Amberjack, and all that you've read about the insole, the design for comfort, etc. It's the REAL DEAL!!!

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    Marlon Ing
    Worth the coin

    I purchased the Chelsea and do not regret it. The fit, finish, and comfortable to my feet. It is worth every bit of coin. I would recommend and buy again.

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