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Mens Chukka Boots

At Philip Morris and Son we stock comfortable and versatile mens chukka boots. Shop various styles of mens country 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.

  • New
    Dark Brown Barbour Mens Meays Chukka Boot
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    Barbour

    Barbour Mens Meays Chukka Boot

    The Barbour Meays Chukka Boot is a wardrobe staple, due to their versatility. The Barbour boots can be styled for both formal and causal occasioms, whether you have important events, or you are heading out to the local town for a walk, or meal. The...
    £135.00
  • New
    Chestnut Suede Loake Sahara Chukka Boot
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    Loake

    Loake Sahara Chukka Boot

    Effortlessly versatile, the Loake Sahara Boot is a refined take on the classic desert boot. Made from premium suede leather and built on the rounded 'Strobe' last with an F fitting, it features a stitch-down rubber sole that offers lightweight...
    £149.00
  • Cola Suede Clarks Mens RelaxLite Moc Boots
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    Clarks

    Clarks Mens RelaxLite Moc Boots

    The mens Clarks Relaxlite Moc Boots are versatile and effortlessly stylish boots offering a modern take on a classic Clarks Originals design. Inspired by the legendary Desert Boot™, this casual silhouette combines premium suede uppers with heritage...
    £65.00
  • Black Leather Clarks Mens Newford Mid Chukka Boot
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    Clarks

    Clarks Mens Newford Mid Chukka Boots

    Step into timeless versatility with the Clarks Newford Mid Chukka Boot, a casual boot designed for life on the go. Crafted from premium leather that develops a rich patina over time, this rugged Chukka silhouette draws inspiration from the iconic Clarks...
    £95.00
  • - 35%
    Tan 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...
    £120.00
    £77.95
  • - 42%
    Brown Chatham Mens Drogo II Chukka Boots
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    Chatham

    Chatham Mens Drogo II Chukka Boots

    Blending timeless style with rugged practicality, the Chatham Drogo II Chukka Boot is a staple of Chatham's country footwear range. Expertly made from rich brown burnished leather, these classic two-eyelet boots feature a smooth, rounded silhouette,...
    £95.00
    £54.95
  • - 15%
    Brown Suede Loake Mens Altman Chukka Boots
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    Loake

    Loake Mens Altman Chukka Boots

    The Loake Men’s Altman Chukka Boots are a classic lace up chukka boot, made with suede leather. Full leather lined, with a comfort leather insole, the boots feature Goodyear Welted Lightweight EVA soles – great for longevity and grip. The...
    £229.00
    £194.95
  • - 33%
    Coffee Suede Barbour Mens Tucker Chukka Boot
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    Barbour

    Barbour Mens Tucker Chukka Boot

    The Barbour Men’s Tucker Chukka Boots, are a suede leather chukka shoe, with sidewall debase Barbour branding and Barbour sole. These suede boots are the perfect blend between smart and casual, whether you wear them with chinos for a meal out, or...
    £125.00
    £83.95
  • - 25%
    Tan 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...
    £89.00
    £66.95
  • - 20%
    Oiled Brown Suede 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...
    £110.95 - £139.00
  • - 15%
    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...
    £85.00
    £71.95
  • - 11%
    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...
    £84.95
    £75.95
  • - 33%
    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...
    £129.00 - £135.00
    £85.95 - £107.95
  • - 15%
    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...
    £170.00
    £144.95
  • - 15%
    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...
    £319.00
    £270.95