Casual Boots
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Anatomic & Co
Amazonas
At a glance, these may just look like any other pair of traditional-style men's Chelsea boots, but look again and you'll see that these well-crafted, ready-for-action (especially with those high grip soles) slip on boots are so much more.
Designed with wider fitting feet in mind, inside, they're a homely treat. From the minute you pull them on and feel the comfort of their soft sheepskin lining to...
Anatomic & Co
Amazonas
At a glance, these may just look like any other pair of traditional-style men's Chelsea boots, but look again and you'll see that these well-crafted, ready-for-action (especially with those high grip soles) slip on boots are so much more.
Designed with wider fitting feet in mind, inside, they're a homely treat. From the minute you pull them on and feel the comfort of their soft sheepskin lining to...
Merrell
Moab Adventure 3 Mid Waterproof
Get all-day comfort with the same out-of-the-box fit you expect from Moab. The Moab Adventure 3 Mid WP delivers a lifestyle look along with technical features such as a Vibram® TC5+ outsole and a Merrell waterproof membrane to keep you dry.
Loake
Gilbert
The ‘Gilbert’ is a premium Chukka Boot, featuring cemented rubber soles for greater longevity and grip. Gilbert uses the ‘strobe’ last shape for a generous fit and bold toe shape, and is available in a ‘f’ fitting. These shoes are designed and engineered in Kettering and made in Loake's high-grade factory in Portugal, using similar materials and finishing techniques...
Anatomic & Co
Londrina
More than a business shoe yet neither chunky nor high on the ankle like a traditional boot.
Whichever way you look at it, our Londrina men's chukka boots make smart business and wet weather sense. Wear yours on casual Fridays with slim jeans.
Anatomic & Co
Londrina
More than a business shoe yet neither chunky nor high on the ankle like a traditional boot.
Whichever way you look at it, our Londrina men's chukka boots make smart business and wet weather sense. Wear yours on casual Fridays with slim jeans.
Anatomic & Co
Londrina
More than a business shoe yet neither chunky nor high on the ankle like a traditional boot - whichever way you look at it, our Londrina men's chukka boots make smart business and wet weather sense. Wear yours on casual Fridays with slim jeans. The highest-grade Brazilian leather and cushioned sheepskin lining used in the Londrina is sustainably sourced from independent farmers in Brazil.
Loake
Blenheim
Premium Chelsea boot, with a rubber studded sole for better longevity and grip, Blenheim is made in England.
Loake
Bedale
Premium brogue derby boot, featuring a rubber Victory sole for greater longevity and grip. Bedale is made in England.
Loake
Bedale
Premium brogue derby boot, featuring a rubber Victory sole for greater longevity and grip. Bedale is made in England.
Timberland
6-Inch Premium Boot Waterproof Mens
HERITAGE MEETS INNOVATIONRugged heritage style meets mind-blowing comfort - after 40 years the iconic Timberland® 6-inch boot remains an enduring classic that stands for true craftsmanship.THE STORYIn 1973, the small town of Newmarket in New Hampshire played host to the birth of an American legend. Created by Sidney Swartz with the “working man” in mind, the iconic Timberland® 6-inch...
Timberland
6-Inch Premium Boot Waterproof Mens
HERITAGE MEETS INNOVATION Rugged heritage style meets mind-blowing comfort - after 40 years rhe iconic Timberland® 6-inch boot remains an enduring classic that stands for true craftsmanship. THE STORY In 1973, the small town of Newmarket in New Hampshire played host to the birth of an American legend. Created by Sidney Swartz with the “working man” in mind, the iconic Timberland®...
Grisport
Fuse
Fuse are lightweight, low cut walking boots with a traditional look, but is packed with modern day features and materials. The double padded ankle cuff gives great support and comfort and the Vibram sole tread is one of our best. As with all Grisport products, Fuse is made in our state of the art factory using solar power.
Timberland
Larchmont II Chukka
This men’s lace-up chukka features Gripstick™ rubber and our exclusive multi-directional Traction Lug technology for superior traction on the move. This chukka is responsibly made using eco-conscious LITE Leather, which has particularly low energy and water usage during production, and ReBOTL™ fabric lining containing at least 50% recycled plastic.
Timberland
Larchmont II Chukka
This men’s lace-up chukka features Gripstick™ rubber and our exclusive multi-directional Traction Lug technology for superior traction on the move. This chukka is responsibly made using premium Better Leather sourced from a sustainable tannery rated silver for its environmental processes, and ReBOTL™ fabric lining containing at least 50% recycled plastic.
Timberland
Larchmont II Chukka
This men’s lace-up chukka features Gripstick™ rubber and our exclusive multi-directional Traction Lug technology for superior traction on the move. This chukka is responsibly made using eco-conscious LITE Leather, which has particularly low energy and water usage during production, and ReBOTL™ fabric lining containing at least 50% recycled plastic.
Timberland
Sprint Trekker Mid
Built for comfort with a lightweight Ortholite footbed and EVA-blend foam midsole, these men's mixed-media, mid-height hiking boots are also made with eco-conscious materials, including ReBOTL fabric, containing at least 50% recycled plastic, and Better Leather, rated for its sustainability.
Timberland
Sprint Trekker Mid
Built for comfort with a lightweight Ortholite footbed and EVA-blend foam midsole, these men's mixed-media, mid-height chukkas are also made with eco-conscious materials, including ReBOTL fabric containing at least 50% recycled plastic and Better Leather. The lace-up style ensures a secure fit.
Timberland
Sprint Trekker Mid
Built for comfort with a lightweight Ortholite footbed and EVA-blend foam midsole, these men's mixed-media, mid-height chukkas are also made with eco-conscious materials, including ReBOTL fabric containing at least 50% recycled plastic and Better Leather. The lace-up style ensures a secure fit.
Timberland
Sprint Trekker Mid
Built for comfort with a lightweight Ortholite footbed and EVA-blend foam midsole, these men's mixed-media, mid-height hiking boots are also made with eco-conscious materials, including ReBOTL fabric, containing at least 50% recycled plastic, and Better Leather, rated for its sustainability.
Timberland
Sprint Trekker Mid
Give back to the environment by getting outside in these sleek hiking boots for men. They're responsibly crafted from eco-conscious materials, including ReBOTL™ fabric spun from recycled plastic bottles and Better Leather recognised for its sustainable production methods.
Timberland
Sprint Trekker Mid
Give back to the environment by getting outside in these sleek hiking boots for men. They're responsibly crafted from eco-conscious materials, including ReBOTL™ fabric spun from recycled plastic bottles and Better Leather recognised for its sustainable production methods.
Timberland
Sprint Trekker Mid
Give back to the environment by getting outside in these sleek hiking boots for men. They're responsibly crafted from eco-conscious materials, including ReBOTL™ fabric spun from recycled plastic bottles and Better Leather recognised for its sustainable production methods.
Timberland
Sprint Trekker Mid
Give back to the environment by getting outside in these sleek hiking boots for men. They're responsibly crafted from eco-conscious materials, including ReBOTL™ fabric spun from recycled plastic bottles and Better Leather recognised for its sustainable production methods.
Timberland
Stormbuck Chelsea Boot Waterproof
Timberlands Stormbuck Chelsea Boot is a perennial favourite. Premium burnished waterproof full-grain leather uppers are complemented by stretchy side goring panels, making it easy to pull these boots on in seconds before your next adventure begins. For comfort during all-day wear, Timberland added the exclusive anti-fatigue comfort technology to cushion your feet whether you’re on wooded trails,...
Rieker
33160
Simplicity is the name of the game with this boot. Equipped with dual zips near the front of the boot, you can get into this style with no problem. A RiekerTEX membrane works wonders keeping these boots water-resistant. The thermal wool lining ensures your feet are warm during Winter chills. This boot is quintessentially Rieker!
Blundstone
Classics Series
The Blundstone #587 Chelsea boots are simple but versatile. With a strong, grooved outsole, these boots are perfect for walking on all terrains and will support your feet all-day long. Comprised of premium black leather uppers, these boots are suitable for day and night and will complement a variety of outfits. The removable footbeds and XRD® Technology within the heel of the outsole support your...
Timberland
Larchmont II Chelsea
These men's pull-on chelsea boots are responsibly made with eco-conscious LITE Leather and ReBOTL™ fabric made from at least 50% recycled plastic bottles collected from across the globe. Plus, they feature Gripstick™ rubber and our proprietary multi-directional Traction Lug technology for secure footing.
Timberland
Larchmont II Chelsea
These comfy pull-on boots feature Gripstick™ rubber outsoles and our exclusive multi-directional Traction Lug technology for superior traction. These boots are also made with eco-conscious linings. By purchasing this product, you are supporting the responsible manufacturing of leather through the Leather Working Group.
Timberland
Larchmont II Chelsea
These men's pull-on chelsea boots are responsibly made with eco-conscious LITE Leather and ReBOTL™ fabric made from at least 50% recycled plastic bottles collected from across the globe. Plus, they feature Gripstick™ rubber and our proprietary multi-directional Traction Lug technology for secure footing.
Blundstone
Classics Series
Classic, timeless antique brown leather contoured to fit snugly and securely to your foot. Crafted from genuine leather. The deeper sole units coupled with XRD® Technology provide exemplary cushioning for optimal shock absorption. The iconic round toe design with coordinating elasticated panels complete the Blundstone look.
Blundstone
Classics Series
In need of a versatile leather boot? Look no further. These Blundstone #550's in walnut brown are the ultimate boot. Their simple, timeless design means they'll remain stylish year after year. Whether you dress them up or down, these boots will always look smart. Composed of premium leather, with leather lining and a thick outsole, these boots will cushion your feet thanks to the XRD® Technology...
Blundstone
Classics Series
Hardwearing round toe Chelsea boot style, these Blundstone #585 boots are a must-have for any shoe-lover. Comprised of high quality rustic brown leather, these boots will complement a variety of outfits. The ridged outsole provides a solid grip in all weather, whilst the removable EVA footbeds cushion your feet with every step. With XRD® Technology to absorb shock, comfort is at the core of the...
Blundstone
Originals Series
The #519 distinctive olive green elastic side panels are set against dark brown leather uppers. The anatomically shaped PU midsole is designed for comfort, while the TPU outsoles are hard-wearing and provide stability. The removable and replaceable EVA footbeds add extra comfort. The #519 combines Blundstone practicality with contemporary looks.
Skechers
Bregman - Morago
Winning versatility and amazing comfort are easy to achieve in the SKECHERS Bregman - Morago boot. Smooth leather upper in a slip on dress casual plain toe chelsea style ankle boot with stitching and overlay accents. Air Cooled Memory Foam insole.
Orca Bay
Brecon
Orca Bay's chelsea style slip on boot.
Premium Waxed Leather Uppers
High Density Rubber Soles With Tread
Sole: Gum Rubber
Heel Height: 1 centimetres
Strong Elastic Sides
Timberland
Larchmont II Waterproof Chukka
We've perfected these waterproof men's chukka boots with our best comfort technologies and earth-conscious materials. They're responsibly crafted with sustainable LITE Leather and feature a ReBOTL™ fabric lining, powered by recycled plastic bottles.
Timberland
Larchmont II Waterproof Chukka
We've perfected this waterproof men's chukka with our best comfort technologies and earth-conscious materials. This boot is responsibly crafted with sustainable Better Leather, from a tannery rated for its environmental processes. It also has a ReBOTL fabric lining, made with at least 50% recycled plastic bottles.
Rieker
14606 Dustin
The epitome of smart-casual, this style features a navy heel. Cushioned insoles make for comfortable wearing and the shock absorbing sole unit makes for comfortable walking. Paired with your trusty blue jeans, this style will help you walk the walk.
Loake
Pimlico
Premium suede Boot, Pimlico is available in several colours of suede, and features a rubber sole. Pimlico is made in England.
Loake
Pimlico
Premium suede Boot, Pimlico is available in several colours of suede, and features a rubber sole. Pimlico is made in England.
Skechers
Bounder - Blast Back
Get into gear with athletic style and comfort in Skechers Bounder - Blast Back. This lace-up features a waterproof suede, mesh and synthetic upper with a Skechers Air-Cooled Memory Foam insole® and a lightweight ULTRA LIGHT cushioned midsole.
Rieker
14653
Look sharp with these handsome chelsea boots from Rieker! Whether you're dressing in formalwear or trying a new smart-casual look, you can't go wrong with these boots! Comfortable, full leather and a zip to make your life much easier.
Bugatti Shoes
Dano
A sharp looking chelsea boot for a sharp dressed man! Featuring quality construction by Bugatti Shoes and made from quality leather, this style is a must-have. Jeans or slacks, Dano is here to complete your look!
Bugatti Shoes
Dano
A sharp looking chelsea boot for a sharp dressed man! Featuring quality construction by Bugatti Shoes and made from quality leather, this style is a must-have. Jeans or slacks, Dano is here to complete your look!
Anatomic & Co
Colorado
Bolster your wardrobe with our favourite weekend go-to, our Colorado men's leather chukka boots, now in Vintage Navy leather.
Ideal for the fashion-forward man, the chukka boot has now become something of a wardrobe essential these days. Wear yours with neatly tailored shorts in the summer or denim jeans on chillier evenings.
Anatomic & Co
Colorado
Colorado men's leather chukka boots.
Natural grained leather upper
Genuine sheepskin lining
Natural rubber gel sole
Non-slip rubber tread
Lightweight & flexible
Anatomic Gel Technology®