Casual Boots

  • display as grid Grid
  • display as list List
Page: 1 | 2 | 3 | 4 | 5 |

AmazonasAmazonas
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...
£129.00
AmazonasAmazonas
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...
£129.00

Relaxed Fit: Segment 2.0 - BrogdenRelaxed Fit: Segment 2.0 - Brogden
Skechers
Relaxed Fit: Segment 2.0 - Brogden
Classic comfort and modern style are the perfect complements to an everyday look with Skechers Relaxed Fit®: Segment 2.0 - Brogden. This lace-up boot features a leather upper, cushioned Air-Cooled Memory Foam® insole and a durable Goodyear® Performance Outsole.
BlenheimBlenheim
Sale
Loake
Blenheim
Premium Chelsea boot, with a rubber studded sole for better longevity and grip, Blenheim is made in England.
Was £199.00 Now £149.00

LondrinaLondrina
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.
£129.00
LondrinaLondrina
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.
£129.00

LondrinaLondrina
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.
£129.00
BuscotBuscot
Sale
Loake
Buscot
The ‘Buscot’ is a premium Chelsea Boot, featuring Goodyear welted rubber soles for greater longevity and grip. Buscot uses the ‘Claridge’ last shape for a generous fit and bold toe shape, and is available in a ‘F’ fitting. These Boots are handmade in England at Loake's Northamptonshire factory.
Was £229.00 Now £149.00

BuscotBuscot
Sale
Loake
Buscot
The ‘Buscot’ is a premium Chelsea Boot, featuring Goodyear welted rubber soles for greater longevity and grip. Buscot uses the ‘Claridge’ last shape for a generous fit and bold toe shape, and is available in a ‘F’ fitting. These Boots are handmade in England at Loake's Northamptonshire factory.
Was £229.00 Now £149.00
Sprint Trekker MidSprint Trekker Mid
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.
£110.00

Sprint Trekker MidSprint Trekker Mid
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.
£110.00
Sprint Trekker MidSprint Trekker Mid
Sale
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.
Was £115.00 Now £75.00

Sprint Trekker MidSprint Trekker Mid
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.
£115.00
Sprint Trekker MidSprint Trekker Mid
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.
£115.00

Sprint Trekker MidSprint Trekker Mid
Sale
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.
Was £110.00 Now from £69.99
Sprint Trekker MidSprint Trekker Mid
Sale
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.
Was £110.00 Now £69.99

Sprint Trekker MidSprint Trekker Mid
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.
£129.00
Larchmont II ChelseaLarchmont II Chelsea
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.
£139.00

Larchmont II ChelseaLarchmont II Chelsea
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.
£125.00
Larchmont II ChelseaLarchmont II Chelsea
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.
£129.00

6-Inch Premium Boot Waterproof Mens6-Inch Premium Boot Waterproof Mens
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...
£165.00
6-Inch Premium Boot Waterproof Mens6-Inch Premium Boot Waterproof Mens
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®...
£165.00

Stormbuck Chelsea Boot WaterproofStormbuck Chelsea Boot Waterproof
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,...
£145.00
Larchmont II ChukkaLarchmont II Chukka
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.
£125.00

Larchmont II ChukkaLarchmont II Chukka
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.
£125.00
Larchmont II ChukkaLarchmont II Chukka
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.
£129.00

Bounder - Blast BackBounder - Blast Back
Sale
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.
Was £75.00 Now from £49.99
1037410374
Rieker
10374
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.
£85.00

1037410374
Rieker
10374
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.
Larchmont II Waterproof ChukkaLarchmont II Waterproof Chukka
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.
£139.00

Larchmont II Waterproof ChukkaLarchmont II Waterproof Chukka
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.
£139.00
1460514605
Rieker
14605
The epitome of smart-casual, this style features a navy heel with subtle brogue-styling. 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.

GilbertGilbert
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...
£165.00
PimlicoPimlico
Loake
Pimlico
Premium suede Boot, Pimlico is available in several colours of suede, and features a rubber sole. Pimlico is made in England.
£249.00

PimlicoPimlico
Loake
Pimlico
Premium suede Boot, Pimlico is available in several colours of suede, and features a rubber sole. Pimlico is made in England.
£249.00
14606 Dustin14606 Dustin
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.

FuseFuse
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.
£105.00
1465314653
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.

Classics SeriesClassics Series
Sale
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.
Was £190.00 Now £139.00
Classics SeriesClassics Series
Sale
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...
Was £180.00 Now £139.00

Classics SeriesClassics Series
Sale
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...
Was £180.00 Now from £139.00
Classics SeriesClassics Series
Sale
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...
Was £180.00 Now £139.00

Relaxed Fit: Relment - DaggettRelaxed Fit: Relment - Daggett
Skechers
Relaxed Fit: Relment - Daggett
Adventure in rugged comfort and support with Skechers Relaxed Fit®: Relment - Daggett. This lace-up outdoor trail design features a water-repellent synthetic and mesh upper with a cushioned Skechers Air-Cooled Memory Foam® insole.
Targhee III Mid Waterproof MTarghee III Mid Waterproof M
Sale
Keen
Targhee III Mid Waterproof M
Our iconic hiking boot for men brings an updated look to all-terrain adventures. We carried over the fit, durability, and performance of our award-winning Targhee waterproof boot and took its rugged looks to a new dimension.
Was £140.00 Now from £95.00

3884238842
Rieker
38842
This water-resistant leather boot with a wool lining is the perfect pick for Winter! Featuring dual fastening with laces and a zip.
ReverbReverb
Barbour
Reverb
The Barbour Reverb Chukka Boots boast a 3 eyelet design for a Desert boot inspired finish. Showcasing a faux crepe cupsole, these boots offer exceptional comfort and durability for a firm footwear staple. Offering a smart casual style, these boots are complete with a J. Barbour and Sons Beacon logo to the heel and classic tartan details for a traditional touch.
£119.00

Bregman - MoragoBregman - Morago
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.
BedaleBedale
Loake
Bedale
Premium brogue derby boot, featuring a rubber Victory sole for greater longevity and grip. Bedale is made in England.
£289.00
Page: 1 | 2 | 3 | 4 | 5 |