Mens Chukka Boots

At Philip Morris and Son we stock comfortable and versatile mens chukka boots. Shop various styles of boots to suit every activity online today. Chukka boots are ankle leather boots with suede or leather uppers. Chukka boot refers to a form of desert boots originally worn by British soldiers.

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    Timber Tan Barbour Mens Orion Chukka Boot
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    Barbour

    Barbour Mens Orion Chukka Boot

    The Barbour Orion men’s Chukka Boot. Made with a combination of leather and Barbour’s signature waxed cotton on the collar and heel counter, this casual chukka boot is perfect for a countryside lifestyle. These boots provide durability and...
    $315.87
    $252.58
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    Chatham Mens Bereleigh Chukka Boots
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    Chatham

    Chatham Mens Bereleigh Chukka Boots

    The Chatham men’s Bereleigh Chukka Boot is a smart, everyday chukka boot. Made with a premium oiled leather upper, the boots feature a micromesh textile padded lining. For everyday comfort, they are made with a cushioned EVA midsole and cleated...
    $208.24
    $187.07
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    Black Barbour Mens Maxwell Chukka Boot
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    Barbour

    Barbour Mens Maxwell Chukka Boot

    The men’s Barbour Maxwell Chukka Boots are a timeless design to inject some classic Barbour style into your outfits this season. Offering a smart yet rugged aesthetic, the Barbour Maxwell Chukka Boots are completely waterproof, made from real...
    $325.23
    $259.60
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    Mid Tan Leather Clarks Mens Aldwin Chukka Boot
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    Clarks

    Clarks Mens Aldwin Chukka Boot

    The Clarks Aldwin Chukka Boot is a versatile men’s boot, ideal for styling up, or dressing down for your needs. The Aldwin champions a premium aesthetic while combining it with lasting comfort and modern details. The chukka boots feature a contour...
    $198.88
    $180.05
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    Chatham Mens Ives Repello G2 Chukka Boots
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    Chatham

    Chatham Mens Ives Repello G2 Chukka Boots

    The Ives Repello Men's Boots from Chatham have all the great technical aspects and qualities of a deck shoe in a comfortable and wearable chukka boot. Crafted from premium, super-soft calf suede by CF Steads UK in classic, wearable tan, they are...
    $280.78
    $224.50
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    Dark Brown Hoggs Of Fife Mens Clayton Chukka Boot
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    Hoggs Of Fife

    Hoggs Of Fife Mens Clayton Chukka Boot

    The Hoggs of Fife Clayton Boot is made in an ankle-high design, with a practical open lacing system and three pairs of eyelets giving it the classic chukka boot styling. The Hoggs Clayton boots are adaptable in their appearance making them your go-to...
    $198.77
    $177.71
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    Chestnut Suede Loake Mens Amalfi Chukka Boot
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    Loake

    Loake Mens Amalfi Chukka Boot

    The Loake Amalfi chukka boot is the perfect combination of smart and casual. They have cemented rubber soles for maximum durability, are fully leather lined, have a comfortable footbed to ensure your feet are looked after, are last Tuscan style toe shape...
    $374.37
    $336.81
  • Marron Fonce Le Chameau Mens La Chukka Cuir Boot
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    Le Chameau

    Le Chameau Mens La Chukka Cuir Boot

    The Le Chameau mens La Chukka Cuir Boots are classic waterproof shoes with a leather upper. These boots are durable, stylish and practical and are great for everyday wear for both smart and casual events. They have a cleated tread on the sole for added...
    $584.95
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    Black Barbour Readhead Chukka Boots
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    Barbour

    Barbour Readhead Chukka Boots

    The Barbour Readhead Chukka Boots are a classic Chukka boot that is perfect for smart casual wear. In a staple design, the Barbour Readhead Boots are crafted from premium leather, and showcase a cotton canvas heel quarter. These comfortable and...
    $301.83
    $240.88
  • Java Ariat Kingham H2O Boots
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    Ariat

    Ariat Mens Kingham H2O Boots

    The mens Ariat Kingham Waterproof Boots are multipurpose, waterproof leather boots that are exceptionally comfortable and easy to wear with all your country wardrobe. Crafted from full-grain, soft nubuck leather, the Ariat Kingham Boots are a classic...
    $397.77
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    Dark Brown Loake Mens Pimlico Chukka Boots
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    Loake

    Loake Mens Pimlico Chukka Boots

    The Loake Mens Pimlico Chukka Boots are made from premium calf leather right here in England. The Pimlico boots feature a Dainite studded rubber sole for added grip. The premium leather boots have lace-up front fastening to help give the Chelsea boots a...
    $699.60
    $629.29