Chelsea boots are a wardrobe must-have for the stylish country gent. At Philip Morris and Son we offer a great range of chelsea boots from a number of premium brands. We have the iconic R.M. Williams chelsea boots that are just as suited to the office as they are to the outdoors. We have premium work style chelsea boots from the likes of Blundstone and Red Wing, and also country-style chelsea boots from the Loake Shoemakers country collection. Chelseas can be dressed up or down and work just as well for casual wear as they do for formal wear.

Mens Chelsea Boots

Asked By Customers - Answered By Staff

What are the best chelsea boots men?

The best Chelsea boots for men depends on your style and preferences and what you intend to wear them with. At Philip Morris & Son we stock a range of premium quality Chelsea boots for men by brands including R.M. Williams, Blundstone, Loake, Red Wing, Ariat and more. For some advice on how to wear your Chelsea boots, take a look at our blog on How to Style Chelsa Boots for Men. The best chelsea boots men's based on customer popularity in the UK at this time are from Loake.

  • - 19%
    New
    Brown Blundstone Unisex Classics 2340 Chelsea Boot
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    Blundstone

    Blundstone Unisex Classics 2340 Chelsea Boot

    Designed for comfort, the Blundstone Classics 2340 Chelsea Boots are the perfect all-round Chelsea boots. The Blundstone Classics 2340 Chelsea Boots offer all the great features of Blundstone Originals with extra enhancements: they're leather-lined, are...
    $554.08
    $449.26
  • - 12%
    New
    Sierra Brown Blundstone Unisex Originals 2305 Chelsea Boot
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    Blundstone

    Blundstone Unisex Originals 2305 Chelsea Boot

    Designed for everyday adventures, the Blundstone Originals 2305 Chelsea Boots in Sierra Brown Leather are premium Chelsea boots that are certain to become your new go-to favourites. Made from premium water-resistant leather, the Blundstone Originals 2305...
    $523.29
    $461.58
  • - 17%
    Chestnut Blundstone Unisex Dress 1900 Ankle Boot
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    Blundstone

    Blundstone Unisex Dress 1900 Ankle Boot

    Offering a more formal look, the Blundstone 1900 Dress Ankle Boots are perfect for smart-casual wear where practicality is still key. Made from supple water-resistant leather, the Blundstone 1900 Boots have a signature tailored toe shape to create a...
    $631.03
    $523.14
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    Clarks Mens Solsbury Easy Boot Dark Brown Leather
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    Clarks

    Clarks Mens Solsbury Easy Boot

    The Clarks Solsbury Easy Boot is a mens Chelsea inspired dealer boot. The Clarks Solsbury features iconic stitch-down construction with dual stitch thread for durability. The Clarks mens boot has a premium, hardwearing leather upper and is complete with...
    $369.38
    $332.29
  • Rum RM Williams Comfort Craftsman
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    R.M.Williams

    RM Williams Comfort Craftsman

    The RM Williams Comfort Craftsman is one of the best-loved boots in the R.M. Williams range and one of the most sought-after Chelsea boots in the market. Made from premium grade yearling leather for durability, smoothness and softness, the RM Williams...
    $1,228.20
  • - 10%
    Dark Brown Hoggs Of Fife Mens Dalmeny Dealer Boot
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    Hoggs Of Fife

    Hoggs Of Fife Mens Dalmeny Dealer Boot

    The Hoggs Of Fife Dalmeny Dealer Boots are made for countryside adventures with their strong rugged design and hardwearing exterior esnuring they last you well. These Hoggs Dealer boots have their signature HTEX waterproof lining to keep your feet toasty...
    $307.67
    $276.88
  • - 20%
    Rustic Brown Blundstone Unisex Thermal 584 Chelsea Boot
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    Blundstone

    Blundstone Unisex Thermal 584 Chelsea Boot

    The Blundstone 584 Chelsea boot is a sturdy and durable boot designed to offer you maximum protection from the cold. Made from premium leather that has a special water-resistant treatedment, the Blundstone 584 Chelsea boots also have waterproof latex...
    $646.42
    $516.98
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    Rustic Black Blundstone Unisex Thermal 1478 Chelsea Boot
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    Blundstone

    Blundstone Unisex Thermal 1478 Chelsea Boot

    Blundstone Unisex Thermal 1478 Chelsea Boot. Perfect for long walks through the countryside on a drizzly day, the thermal 1478 Chelsea boots are made from water-resistant treated premier leather uppers with waterproof latex seams and thread that ensure...
    $646.42
    $516.98
  • - 20%
    Antique Brown Blundstone Unisex Thermal 1477 Chelsea Boot
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    Blundstone

    Blundstone Unisex Thermal 1477 Chelsea Boot

    Blundstone Unisex Thermal 1477 Chelsea Boot. Nobody likes having cold feet, take away that possibility with these warm and comfortable thermal boots from Blundstone. These 1477 Chelsea boots not only offer you warmth and comfort but waterproof protection...
    $646.42
    $516.98
  • - 24%
    Stout Brown Blundstone Unisex Originals 500 Chelsea Boot
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    Blundstone

    Blundstone 500 Original Chelsea Boot

    The Blundstone 500 Boot is known as Blundstone's best-selling Chelsea boot, and with good reason too! The round-toe Blundstone Chelsea Boots have been constructed from top-quality leather with superior attention to detail. The Blundstone 500 Boots...
    $523.29
    $396.93
  • - 23%
    Rustic Brown Blundstone Unisex Dress 1306 Chelsea Boot
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    Blundstone

    Blundstone Unisex Dress 1306 Chelsea Boot

    The Blundstone 1306 dress boot is a versatile piece of footwear that can be dressed up or down to suit the occasion. The boot's structure is comprised of rustic brown leather uppers attached to a polyurethane outsole which provides extra cushioning for...
    $554.08
    $424.64
  • - 22%
    Rustic Black Blundstone Unisex Classics 587 Chelsea Boot
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    Blundstone

    Blundstone Unisex Classics 587 Chelsea Boot

    The Blundstone Comfort 587 Chelsea Boots are perfect for walking in nearly any terrain thanks to their comfort footbeds and shock-absorbing heel. The premium leather uppers and leather lining offer extra comfort which moulds to the shape of your foot...
    $554.08
    $430.79
  • - 22%
    Crazy Horse Blundstone Unisex Classics 562 Chelsea Boot
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    Blundstone

    Blundstone Unisex Classics 562 Chelsea Boot

    The Blundstone Classic 562 is a unisex Chelsea boot that features a rounded toe and a sandy brown leather appearance. It can be easily pulled onto the foot thanks to the pull loops and elasticated gussets whilst the contoured insole provides exceptional...
    $554.08
    $430.79
  • - 22%
    Rustic Brown Blundstone 585 Boots
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    Blundstone

    Blundstone 585 Boots

    The Blundstone 585 Boots are hardwearing Chelsea boots from Blundstone's Classic range. The eye-catching Blundstone Boots 585 have been fashioned from top-quality leather, with soft padded insoles to provide you with the most comfortable fit possible...
    $554.08
    $430.79
  • - 24%
    Walnut Blundstone 550 Boots
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    Blundstone

    Blundstone 550 Boots

    The Blundstone 550 Boots are an iconic design that is always in style. The 550 Boots are versatile classics in a unisex design that are perfect for year-round wear. Made from premium, water-resistant leather the Blundstone 550 Boots have a stylish...
    $554.08
    $421.56
  • - 26%
    Voltan Black Blundstone 063 Boots
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    Blundstone

    Blundstone 063 Boots

    The Blundstone 063 Boots are unisex Chelsea boots and a must-have for every wardrobe. These classic and durable boots have a chisel toe and are part of the Blundstone Dress Series, as they have a smart overall appearance. Perfect paired with jeans and...
    $523.29
    $384.62
  • - 20%
    Cedar Calf Loake Mens Emsworth Chelsea Boots
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    Loake

    Loake Mens Emsworth Chelsea Boots

    The Loake Emsworth Boot is a smart gentlemans Chelsea boot. The boot has many features; including; an elasticated side for easy sliding on and off, pull tabs, Goodyear welted rubber soles for maximum durability, full leather lining for a premium...
    $920.38
    $735.54
  • - 28%
    Dark Brown Leather Loake Mens Wareing Boots
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    Loake

    Loake Mens Wareing Boots

    The Loake Mens Wareing Boots are set on the 'Claridge' last shape from Loake which is a versatile shape used in both classic English styles and more contemporary shoes. Medium width boot which comes in an F fitting. These boots feature a Goodyear welted...
    $486.20 - $609.33
  • - 34%
    Dark Brown Loake Mens Chatsworth Chelsea Boots
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    Loake

    Loake Mens Chatsworth Chelsea Boots

    The Loake Mens Chatsworth Chelsea Boots is made from high-quality leather and made here in England. These Chelsea boots have elasticated sides with pull-tabs to the front and back to allow you to get the boots on and off with ease. The Dainite studded...
    $606.25 - $827.88
  • - 10%
    Tan Loake Mens Hoskins Brogue Chelsea Boots
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    Loake

    Loake Mens Hoskins Brogue Chelsea Boots

    The Loake Mens Hoskins Brogue Chelsea Boots are ideal for everyday wear and can be worn to any occasion with their smart-looking design. These boots are made from quality calf leather and come in a Brogue Chelsea boot design. The boots are easy to get on...
    $646.42
    $581.63
  • Ariat Wexford H2O Boots in Java
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    Ariat

    Ariat Mens Wexford H2O Boots

    The mens Wexford H2O boots from Ariat are fully waterproof and breathable chelsea boots made from full grain leather. They boast non-marking soles with Ariat ATS® technology, an elasticated gusset for ease of getting them on/off and feature an...
    $554.08
  • - 10%
    Tan Hoggs Of Fife Mens Perth Dealer Boot
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    Hoggs Of Fife

    Hoggs Of Fife Mens Perth Dealer Boot

    The Hoggs Of Fife Perth Dealer Boot is a men's leather boot with a leather lining and footbed. It has a Goodyear welted midsole and a rubber outsole, making this boot extremely sturdy. These Hoggs Of Fife Dealer boots have elastic panels on each side...
    $489.43
    $440.03
  • - 11%
    Walnut Hoggs Of Fife Mens Banff Dealer Boots
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    Hoggs Of Fife

    Hoggs Of Fife Mens Banff Dealer Boots

    The Hoggs Of Fife Banff Dealer Boot is a men's leather boot with a Storm Welted sole. Originally designed for walking, the dealer boot has become a firm favourite for its sturdiness and comfort, allowing you to wear it everywhere from town to country. It...
    $261.49
    $233.79