Mens Chelsea Boots

Mens Chelsea Boots

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 mens country boot 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. Chelsea boots can be dressed up or down and work just as well for casual wear as they do for formal wear.

Asked By Customers - Answered By Staff

What are the best Chelsea boots for 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.

Clear all
78 products
Filter and sort
Filter
Showing 1-32 of 78 items
  • Vendor:
    Finish off your formal attire with a pair of Blundstone 062 Chisel Toe Chelsea Boots. This particular style of footwear is part of the Blundstone Dress Series, as they have a smart overall appearance. Made using fine-quality leather for a sleek exterior, intricately stitched...
    Regular price £124.95
    Regular price £170.00 Sale price £124.95
    • Stout Brown
  • Vendor:
    The Le Chameau Men's Le Chelsea Cuir Ankle Boots are a refined and versatile footwear choice, designed to transition effortlessly between smart and casual occasions. Made from premium leather, these elegant ankle boots combine timeless Chelsea styling with everyday practicality, making them ideal for...
    Regular price £99.95
    Regular price £225.00 Sale price £99.95
    • Marron Fonce
  • Vendor:
    R.M. Williams is renowned for its Craftsman boots. Made to a classic stockyard design, these boots marry both style and functionality. The one-piece leather upper is made from a smooth and soft yearling leather, making it not only extremely tactile but also very durable,...
    Regular price From £318.95
    Regular price £425.00 Sale price From £318.95
    • Chestnut
    • Black
  • Vendor:
    The Dynamic Flex Comfort Boots feature a combination leather and rubber sole for added flexibility and softness underfoot. The heel and tread of the sole feature textured rubber pads, ensuring maximum durability and longevity. Wearers will also experience heightened comfort with a removable footbed...
    Regular price £425.00
    Regular price £425.00 Sale price £425.00
    • Black
    • Chestnut
  • Vendor:
    The Le Chameau Men's Le Chelsea Cuir Ankle Boots are a refined and versatile footwear choice, designed to transition effortlessly between smart and casual occasions. Made from premium leather, these elegant ankle boots combine timeless Chelsea styling with everyday practicality, making them ideal for...
    Regular price From £99.95
    Regular price £225.00 Sale price From £99.95
    • Burnished Brown
  • Vendor:
    The Le Chameau Jameson Chelsea boot combines lightweight comfort, premium craftsmanship, and everyday practicality in a timeless country-inspired design. Made from high-quality water-resistant nubuck and leather, these versatile Chelsea boots are built for all-day wear while offering dependable protection and style in every season....
    Regular price £124.95
    Regular price £225.00 Sale price £124.95
    • Marron
  • Vendor:
    The ever popular RM Williams Comfort Craftsman boot now in a suede leather finish giving the boot a modern twist. These mens chelsea boots feature a comfort rubber sole and are made from 100% premium suede leather. They're made to the same exacting standards...
    Regular price £425.00
    Regular price £425.00 Sale price £425.00
    • Chocolate
  • Vendor:
    Combining rugged practicality with timeless style, the men's Clarks Badbury Easy Chelsea Boots are a smart choice for outdoor lifestyles and everyday wear. These men’s Clarks boots are made from premium full-grain leather and are ideal for country walks or casual days in town....
    Regular price £62.95
    Regular price £90.00 Sale price £62.95
    • Dark Brown Leather
  • Vendor:
    Le Chameau Mens Chelsea Aventure Nubuck Marron
    Regular price £250.00
    Regular price £250.00 Sale price £250.00
    • Marron
  • Vendor:
    The unisex Blundstone Classics 2544 Chelsea Boots in Teak bring together Blundstone’s unmistakable Chelsea boot styling with a rich, versatile leather finish. Designed for everyday wear, they’re easy to pull on and comfortable enough for everything from country walks to weekends in town. The...
    Regular price £195.00
    Regular price £195.00 Sale price £195.00
    • Teak
  • Vendor:
    The unisex Blundstone Originals 2501 Chelsea Boot combines Blundstone’s iconic pull-on style with a practical, hard-wearing design made for everyday adventures. With its classic Chelsea silhouette and versatile finish, it’s an easy choice for everything from country walks to casual days in town. A...
    Regular price £175.00
    Regular price £175.00 Sale price £175.00
    • Brown/Toffee
  • Vendor:
    The Blundstone Classics 2540 Chelsea Boots combine the brand’s iconic pull-on design with practical features for everyday wear. Built to handle whatever the day brings, these Blundstone boots offer a comfortable fit and dependable support whether you’re out and about in town or exploring...
    Regular price £195.00
    Regular price £195.00 Sale price £195.00
    • Claret
  • Vendor:
    The Barbour Men's Embleton Chelsea Boot is a rugged waterproof boot designed for reliable comfort and classic country style. Made with a premium leather upper, it features a durable cleated sole for excellent grip and stability in all weather conditions. Finished with Barbour-branded pull...
    Regular price £139.00
    Regular price £139.00 Sale price £139.00
    • Teak
    • Black
  • Vendor:
    The Men’s Southill II Waterproof Chelsea Boots are a classic style men’s Chelsea boots. They are made from premium waterproof leather with a Sympatex waterproof and breathable fabric membrane bootie lining, on a Vibram rubber cleated durable outsole. They are designed for comfort and...
    Regular price £127.95
    Regular price £160.00 Sale price £127.95
    • Chocolate
    • Walnut
  • Vendor:
    Designed to take on the elements with confidence, the mens Chatham Kildale Outdoor Chelsea Boots combine rugged functionality with timeless style. Expertly crafted from premium oiled leather, these Chatham Chelsea boots are designed to stand up to challenging weather while developing a rich patina...
    Regular price £68.95
    Regular price £99.00 Sale price £68.95
    • Tan
    • Brown
  • Vendor:
    The mens Chatham Findhorn Chelsea Boots is a timeless style, designed to deliver effortless style and lasting comfort wherever the day takes you. Expertly crafted from premium full-grain leather, this versatile Chelsea boot features elasticated side panels and a pull-on webbing loop for easy...
    Regular price £76.95
    Regular price £110.00 Sale price £76.95
    • Tan
  • Vendor:
    The mens Chatham Cockley Chelsea Boots are built to take on the great outdoors while maintaining timeless style. These Chatham Chelsea Boots are made from premium waterproof leather and feature traditional elastic side panels. Lined with Sympatex® membrane, these boots deliver 100% waterproof, windproof,...
    Regular price £135.95
    Regular price £170.00 Sale price £135.95
    • Tan
  • Vendor:
    The Gammon Boots from R.M. Williams are premium and hard-wearing Chelsea boots. Originally designed to withstand the unforgiving Australian Outback, the men's R.M. Williams Gammon Boots are durable yet stylish boots, perfect for everyday wear. Handcrafted in Australia, the Gammon Boots are made from...
    Regular price £318.95
    Regular price £425.00 Sale price £318.95
    • Brown
  • Vendor:
    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 Comfort Craftsman Boots...
    Regular price From £425.00
    Regular price £425.00 Sale price From £425.00
    • Mid Brown/Saddle
    • Dark Tan
    • Chestnut
    • Walnut
      Black
      Bark
      Mid Brown
  • Vendor:
    The Le Chameau Jameson Chelsea boot combines lightweight comfort, premium craftsmanship, and everyday practicality in a timeless country-inspired design. Made from high-quality water-resistant nubuck and leather, these versatile Chelsea boots are built for all-day wear while offering dependable protection and style in every season....
    Regular price £124.95
    Regular price £225.00 Sale price £124.95
    • Caramel
  • Vendor:
    The Le Chameau La Chelsea Suede boots deliver lightweight comfort, timeless country style, and dependable everyday performance. An updated take on the classic Chelsea boot, this versatile design combines premium suede craftsmanship with practical features for effortless wear both in town and outdoors. Made...
    Regular price From £99.95
    Regular price £225.00 Sale price From £99.95
    • Sand
  • Vendor:
    The Dubarry Kerry Boot was the first of its kind thanks to its combination of style and substance. A classic Chelsea ankle boot with its crisp and sophisticated lines, it stands out from the rest thanks to its waterproof and breathable GORE-TEX® liner. A...
    Regular price £299.00
    Regular price £299.00 Sale price £299.00
    • Walnut
    • Mahogany
    • Cigar
  • Vendor:
    The Antrim boots from Dubarry are mens leather Chelsea boots which feature a waterproof GORE-TEX® membrane. This membrane offers unbeatable waterproof protection as well as breathability ensuring your feet remain dry at all times. The Antrim is made from premium Dubarry DryFast-DrySoft™ leather and...
    Regular price £229.00
    Regular price £229.00 Sale price £229.00
    • Old Rum
    • Mahogany
    • Walnut
  • Vendor:
    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 seams and thread to shield...
    Regular price £178.95
    Regular price £210.00 Sale price £178.95
    • Rustic Brown
  • Vendor:
    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 too thanks to the waterproof latex...
    Regular price £178.95
    Regular price £210.00 Sale price £178.95
    • Antique Brown
  • Vendor:
    The unisex Blundstone 566 Thermal Chelsea Boots are built to brave the cold without sacrificing comfort or style. With genuine sheepswool footbeds and crafted from premium waterproof leather, these Blundstone boots are designed to keep your feet dry, warm, and supported. With a Thinsulate®...
    Regular price £178.95
    Regular price £210.00 Sale price £178.95
    • Black
  • Vendor:
    Engineered for performance, the Blundstone 910 Safety Boots are designed to handle demanding work environments without compromising on comfort. Featuring a composite steel toe and TPU toe guard, and an oil-, acid-, and slip-resistant outsole, the Blundstone 910 Safety Boots deliver protection in the...
    Regular price £159.95
    Regular price £180.00 Sale price £159.95
    • Black
  • Vendor:
    The Blundstone 192 Safety Boots blend timeless Chelsea boot styling with advanced protection. Featuring a steel-toe cap, slip-resistant outsole, and water-resistant leather upper, the Blundstone 192 is designed for workers who need rugged reliability without extra bulk. With Blundstone’s signature comfort systems, including a...
    Regular price £134.95
    Regular price £150.00 Sale price £134.95
    • Stout Brown
  • Vendor:
    The Blundstone Originals 519 Chelsea Boots deliver the perfect balance of rugged durability and everyday comfort. Made from premium weather-resistant leather, this iconic boot is built to handle the demands of outdoor life while still looking effortlessly stylish around town. Designed with Blundstone’s signature...
    Regular price £148.95
    Regular price £175.00 Sale price £148.95
    • Stout Brown/Olive
  • Vendor:
    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 your feet will be protected from...
    Regular price £178.95
    Regular price £210.00 Sale price £178.95
    • Rustic Black
  • Vendor:
    Blundstone's best-selling boot style, and for good reason! The Classic 510 Round Toe Chelsea Boots have been constructed from quality leather with superior attention to detail. They are great for all-round use as they can be worn in the warmer months with a pair...
    Regular price £139.95
    Regular price £175.00 Sale price £139.95
    • Black
  • Vendor:
    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 Chelsea Boots offer comfort, durability and style, making...
    Regular price £149.95
    Regular price £175.00 Sale price £149.95
    • Sierra Brown