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Workboot Leather Ankle boots



Available now. This product is in stock for you. Check here our delivery times.


Free returns free of charge within 14 days from the date of receipt of your products.


Workboots are work and safety boots in leather with Anti-Oil, Anti-Chemical and Anti-Slip sole. Available in several sizes: from 37 to 44.

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    Taking good care of your boots is also one of our priorities.

    Daily exposure to adverse conditions and wear and tear from use can damage your boots.

    Cleaning and caring for them correctly is essential to ensure their durability.


    Alex Tordoff
    Alex Tordoff@alexandertordoff
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    “Working with CHESTER boots is something that I am incredibly excited about as I have worn their boots for a long time already. With riding horses and being outside all day, I need to be sure that my boots are comfortable and well made to make sure they last. As well as achieving all of this, the customisable options make sure that my boots are always unique and stylish! My favourite pair is the Stockholm, with their great fit and and stylish fronts, I look forward to wearing them each day.”
    Roberto Brasil
    Roberto Brasil@robertobrasilofficial
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    “It is with great pleasure that I am with CHESTER. I have ridden with boots from all brands and I have never felt as comfortable as with the Aachen model. In 2019, I helped in the testing phase of the Aachen model and I feel that these boots are 100% to my liking. They are super comfortable and are my choice for both my daily work and competitions. CHESTER boots is a brand with excellent quality and fair and affordable prices for both professionals and amateurs.”
    Mary Plan
    Mary Plan@maryplan
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    “I couldn't be happier to embrace this family. I decided to create my own Stockholm boot. I like to keep it elegant but give a personal touch to everything that is mine. It's a super practical model, I find it different, but with the proper elegance and it was exactly these aspects that made me choose it. I'm truly surrendered.”
    Pablo Ceazar
    Pablo Ceazar@pabloceazar
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    “I am very happy to be part of this family. I chose the Vilamoura model for my first boots. I consider it elegant and classic. I also consider the leather is malleable and thin is another advantage that made me decide these would be my first riding boots, as they allow me to feel the horse better. I'm happy and without a doubt it was an excellent choice!”

    Size guide

    Europe 37 38 39 40 41 42 43 44
    U.S. & Canada M 5 6 7 7 ½ 8 8 ½ 9 10 ½
    W 6 ½ 7 ½ 8 ½ 9 9 ½ 10 10 ½ 12
    U.K 4 5 6 7 7 ½ 8 9 10
    Foot length (cm) 24.8 25.2 26.2 26.5 27.5 28.0 29.0 29.3


    1. Find a hard surface to stand on.
    2. Wear only socks and place your foot on an A4-size sheet of paper.
    3. Trace the full outline of your longest foot with a pencil (we may have one foot longer than the order).
    4. Measure the traced length in centimeters with a ruler, from the thumb to the heel.
    5. With the measurement in centimeters, compare it with our guide and with your normal shoe size.