Mens Chukka Boots

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.

Clear all
21 products
Filter and sort
Filter
Showing 1-21 of 21 items
  • Vendor:
    The Le Chameau Men's La Chukka Cuir Boots combine timeless style with everyday practicality, making them a versatile choice for both smart and casual occasions. Made from premium waterproof leather, these classic men’s chukka boots are designed to deliver durability, comfort, and dependable performance...
    Regular price £124.95
    Regular price £250.00 Sale price £124.95
    • Marron Fonce
  • Vendor:
    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 flexibility and grip. Fully...
    Regular price £126.95
    Regular price £149.00 Sale price £126.95
    • Brown Suede
    • Dark Navy Suede
    • Chestnut Suede
  • Vendor:
    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 leather with waxed cotton details. The...
    Regular price £92.95
    Regular price £139.00 Sale price £92.95
    • Oiled Brown Suede
    • Teak
    • Black
  • Vendor:
    The Barbour Kirkstone desert boot is a 3-eyelet shoe made from 100% bovine leather, featuring a leather heel detail and Barbour flag branding for signature style. Lined with 60% polyester and 40% polyurethane for comfort, it sits on a durable rubber sole with a...
    Regular price £99.95
    Regular price £125.00 Sale price £99.95
    • Dark Brown
  • Vendor:
    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 stylish...
    Regular price £270.95
    Regular price £319.00 Sale price £270.95
    • Dark Brown Burnished Leather
  • Vendor:
    The Barbour Men's Hadston Chukka Boot is a versatile two-tone chukka boot that combines casual styling with everyday comfort. Made from a premium mix of suede and leather, it features an apron-toe design and a lightweight wedge sole for cushioned support throughout the day....
    Regular price £139.00
    Regular price £139.00 Sale price £139.00
    • Dark Brown
    • Olive/Dark Brown
  • Vendor:
    Step into timeless versatility with the men's 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 Originals Desert...
    Regular price From £65.95
    Regular price £85.00 Sale price From £65.95
    • Black Leather
    • Beeswax Leather
    • Cola Suede
  • Vendor:
    The Loake Gilbert Mens Boots are set on Goodyear welted rubber soles and are fully leather lined in premium leather. The Loake Gilbert boots have contrast stitching around the edges providing some added detail and style. These men's Loake Gilbert boots are ideal for...
    Regular price From £151.95
    Regular price £179.00 Sale price From £151.95
    • Brown Nubuck
    • Dark Brown Waxy Leather
  • Vendor:
    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 footwear...
    Regular price £75.95
    Regular price £84.95 Sale price £75.95
    • Dark Brown
  • Vendor:
    The Barbour Men's Sidwood Hiking Boot is inspired by a hiking boot with a cupped rubber sole that ensures that your feet are both protected and comfortable while wearing these boots. The upper is made from 100% nubuck, is lined in 60% cotton, 32%...
    Regular price £99.95
    Regular price £149.00 Sale price £99.95
    • Brown Nubuck
    • Olive Nubuck
  • Vendor:
    The Clarks Men's Lydford Mid high-top trainer blends everyday comfort with rugged, workboot-inspired style. Crafted from super-soft suede, it’s shaped to a classic Derby workboot silhouette for a versatile, utility-inspired look. Tor branding adds a heritage touch, while a soft textile collar offers both...
    Regular price £80.00
    Regular price £80.00 Sale price £80.00
    • Beeswax Leather
  • Vendor:
    The Clarks Men's Aldwin2 Chukka Boots offer a refined take on a timeless silhouette, inspired by the iconic Desert Boot. Crafted from premium leather, the boots deliver a versatile smart-casual look that transitions effortlessly from work to weekend. Designed with comfort in mind, the...
    Regular price £85.00
    Regular price £85.00 Sale price £85.00
    • Brown Leather
    • Tan Leather
  • Vendor:
    The Clarks Men's Melbury Hi Boots channel vintage ‘90s style, inspired by the brand’s 1993 Air Trek archive. Designed in a classic chukka silhouette, the Clarks boots feature timeless moc toe detailing and a premium leather upper for a rugged, heritage look. Built with...
    Regular price £110.00
    Regular price £110.00 Sale price £110.00
    • Brown Leather
  • Vendor:
    The Men's Barbour Shawdon Chukka Boot combines classic chukka styling with practical waterproof performance, making it a versatile choice for countryside walks and everyday wear. Made with a premium suede upper, these boots offer a refined yet rugged look, perfect for pairing with casual...
    Regular price £139.00
    Regular price £139.00 Sale price £139.00
    • Black
    • Teak
    • Brown Suede
  • Vendor:
    The Barbour Men's Harle Mid Chukka Boot is a rugged 4-eyelet chukka boot that blends classic country styling with everyday durability. Featuring a premium leather upper with contrasting signature quarters, it offers a distinctive heritage-inspired look suitable for casual and smart-casual wear. Designed with...
    Regular price £129.00
    Regular price £129.00 Sale price £129.00
    • Mahogany/Olive
    • Dark Brown/Cord
  • Vendor:
    The mens Chatham Ferndale Chukka Boot brings timeless style to the great outdoors, and is ideal for modern countryside living. Made from premium full-grain leather, this stylish Chukka boot features a traditional two-eyelet lace-up design, complemented by soft textile and leather lining for exceptional...
    Regular price £76.95
    Regular price £110.00 Sale price £76.95
    • Tan
  • Vendor:
    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 rubber outsole for traction...
    Regular price £59.95
    Regular price £89.00 Sale price £59.95
    • Tan
  • Vendor:
    Crafted in premium leather, the men's Clarks Aldwin Mid GTX Boots offer refined style with everyday function. Waterproof GORE-TEX® protection, a high-traction thermoplastic rubber (TR) sole, and a cushioned footbed ensure comfort and confidence in any forecast. Clean lines, subtle heritage details, and a...
    Regular price £83.95
    Regular price £120.00 Sale price £83.95
    • Black Leather
  • Vendor:
    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 easy-to-wear boots have a...
    Regular price From £89.95
    Regular price £135.00 Sale price From £89.95
    • Black
    • Tan
    • Cognac
  • Vendor:
    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....
    Regular price From £89.95
    Regular price £135.00 Sale price From £89.95
    • Black
    • Tan
    • Dark Brown
    • Dark Brown Suede
  • Vendor:
    The Barbour Men's Blaine Chukka Boot has been designed in a contemporary 2 eye style and has a 'crepe' effect sole, meaning it keeps the look of a traditional Chukka boot while not having some of the downsides of the traditional crepe sole. The...
    Regular price From £96.95
    Regular price £145.00 Sale price From £96.95
    • Choc Suede
    • Taupe Suede
    • Toffee
    • Toffee Suede