Casual Boots: Page 2

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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...
£175.00
Euro Sprint HikerEuro Sprint Hiker
Sale
Timberland
Euro Sprint Hiker
This men's hiking boot is made with premium Better Leather, sourced from a sustainable tannery rated silver for its environmental processes, and ReBOTL fabric, which contains at least 50% recycled plastic. Being a hiker model, this rugged boot features a protective rubber toe bumper and a durable rubber lug outsole for enhanced grip and traction on a range of surfaces.
Was £135.00 Now £95.00

Euro Sprint HikerEuro Sprint Hiker
Timberland
Euro Sprint Hiker
This men's hiking boot is made with premium Better Leather, sourced from a sustainable tannery rated silver for its environmental processes, and ReBOTL fabric, which contains at least 50% recycled plastic. Being a hiker model, this rugged boot features a protective rubber toe bumper and a durable rubber lug outsole for enhanced grip and traction on a range of surfaces.
£135.00
Euro Sprint HikerEuro Sprint Hiker
Timberland
Euro Sprint Hiker
Our Euro Sprint Mid Lace-Up Boot is rugged, comfortable, and built for traction outdoors. A padded collar helps give it a soft feel, plus it's made with a ReBOTL™ fabric lining containing at least 50% recycled PET plastic.
£129.00

Aldwin ChukkaAldwin Chukka
Clarks
Aldwin Chukka
A crafted boot you can style up and dress down, Aldwin Chukka champions a premium aesthetic with lasting comfort and updated design details. Sleek leathers in core colourways combine with signature footbeds and grippy soles so every step feels as good as it looks – while heritage stitching and a layered heel complete the look in contemporary style. Premium black leather upper Slip-on...
Aldwin ChukkaAldwin Chukka
Clarks
Aldwin Chukka
A crafted boot you can style up and dress down, Aldwin Chukka champions a premium aesthetic with lasting comfort and updated design details. Sleek leathers in core colourways combine with signature footbeds and grippy soles so every step feels as good as it looks – while heritage stitching and a layered heel complete the look in contemporary style. Premium mid tan leather upper Slip-on...

CardosoCardoso
Anatomic & Co
Cardoso
Yes, these traditional-style Anatomic & Co Cardoso Chelsea boots may look polished and ready-for-anything on the outside but, inside, they're a homely treat. From the minute you pull them on (an easy feat thanks to the tab and elastic inserts) and feel the comfort of their soft sheepskin lining to the minute you take these leather boots off (though, frankly, you may not want to), your feet will...
£129.00
CardosoCardoso
Anatomic & Co
Cardoso
Step out in style with the Cardoso Men's Leather Chelsea Boots. Crafted with premium leather, these boots are not only stylish but also durable. Handmade with precision, these Chelsea boots are the perfect blend of sophistication and ruggedness, making them ideal for any occasion. Elevate your footwear game with these versatile boots, designed to provide both comfort and style. Made to last and...
£129.00

CardosoCardoso
Anatomic & Co
Cardoso
Step out in style with the Cardoso Men's Leather Chelsea Boots. Crafted with premium leather, these boots are not only stylish but also durable. Handmade with precision, these Chelsea boots are the perfect blend of sophistication and ruggedness, making them ideal for any occasion. Elevate your footwear game with these versatile boots, designed to provide both comfort and style. Made to last and...
£129.00
CX01ACX01A
Catesby
CX01A
Look sharp with this strong, quality chelsea boot from Catesby! Made expertly with care, this style provides comfort, quality and support for the wearer.
£49.99

CX01ACX01A
Catesby
CX01A
Look sharp with this strong, quality chelsea boot from Catesby! Made expertly with care, this style provides comfort, quality and support for the wearer.
£49.99
Euro Sprint Mid HikerEuro Sprint Mid Hiker
Timberland
Euro Sprint Mid Hiker
These men's hiking boots are comfortable, rugged and eco-consciously made with ReBOTL™ recycled fabric and sustainable leather. As you'd expect from hikers, they feature a durable rubber lug outsole for increased grip and traction on any surface.
£129.00

RoehamptonRoehampton
Loake
Roehampton
Premium Derby Boot, featuring a Goodyear Welted ‘Victory’ rubber sole for greater longevity and grip. Roehampton is fully leather lined with a leather insole for added comfort. Roehampton is handcrafted to a ‘F’ fit on our ‘Capital’ last.
£315.00
BreconBrecon
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
£109.00

AquariusAquarius
Loake
Aquarius
‘Aquarius’ is a premium Calf Leather boot, featuring Goodyear welted lightweight rubber soles for greater longevity and grip. Aquarius uses the ‘stellar’ last shape, and is available in a ‘g’ fitting. These mens shoes are designed and engineered in Kettering and made in Loake's high-grade factory in India.
£199.00
AquariusAquarius
Loake
Aquarius
‘Aquarius’ is a premium Calf Leather boot, featuring Goodyear welted lightweight rubber soles for greater longevity and grip. Aquarius uses the ‘stellar’ last shape, and is available in a ‘g’ fitting. These mens shoes are designed and engineered in Kettering and made in Loake's high-grade factory in India.
£199.00

Hudson Road Gore-Tex ChukkaHudson Road Gore-Tex Chukka
Timberland
Hudson Road Gore-Tex Chukka
This mid-lace-up style chukka boot features an upper made with waterproof Premium Timberland® Leather. It has a Gore-Tex® bootie construction, a rubber outsole, and an OrthoLite® footbed designed for comfort. Timberland supports responsible manufacturing of leather via the Leather Working Group.
£159.00
Hudson Road Gore-Tex ChukkaHudson Road Gore-Tex Chukka
Timberland
Hudson Road Gore-Tex Chukka
This mid-lace-up style chukka boot features an upper made with waterproof Premium Timberland® Leather. It has a Gore-Tex® bootie construction, a rubber outsole, and an OrthoLite® footbed designed for comfort. Timberland supports responsible manufacturing of leather via the Leather Working Group.
£159.00

3316033160
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!
NatalNatal
Anatomic & Co
Natal
Natural grained leather upper Genuine sheepskin lining Natural rubber gel sole Pull-on tab & elastic inserts Anatomic Gel Technology®
£129.00

NatalNatal
Anatomic & Co
Natal
Our medium fit Chelsea boot will help you polish-off your outfits. Natal is an Anatomic masterpiece with the highest craftsmanship standard. Highly comfortable thanks to a signature Anatomic Gel™ technology rubber sole, Natal also features cushioned sheepskin lining, making them a pleasure to slide into. The highest-grade Brazilian leather used in the Natal is sustainably sourced from independent...
£129.00
NatalNatal
Anatomic & Co
Natal
Our medium fit Chelsea boot will help you polish-off your outfits. Natal is an Anatomic masterpiece with the highest craftsmanship standard. Highly comfortable thanks to a signature Anatomic Gel™ technology rubber sole, Natal also features cushioned sheepskin lining, making them a pleasure to slide into. The highest-grade Brazilian leather used in the Natal is sustainably sourced from independent...
£129.00

EmsworthEmsworth
Loake
Emsworth
Loake's ‘Emsworth’ is a premium Suede Chelsea Boot, featuring Goodyear welted rubber soles for greater longevity and grip. Emsworth uses the ‘capital’ last shape, and is available in a ‘f’ fitting. These men’s shoes are designed and engineered in Kettering and made in Loake's high-grade factory in England.
£249.00
EmsworthEmsworth
Loake
Emsworth
Loake's ‘Emsworth’ is a premium Calf Leather Chelsea Boot, featuring Goodyear welted rubber soles for greater longevity and grip. Emsworth uses the ‘capital’ last shape, and is available in a ‘F’ fitting. These men’s shoes are designed and engineered in Kettering and made in Loake's high-grade factory in England.
£299.00

EmsworthEmsworth
Loake
Emsworth
Loake's ‘Emsworth’ is a premium Calf Leather Chelsea Boot, featuring Goodyear welted rubber soles for greater longevity and grip. Emsworth uses the ‘capital’ last shape, and is available in a ‘f’ fitting. These men’s shoes are designed and engineered in Kettering and made in Loake's high-grade factory in England.
£299.00
FarsleyFarsley
Sale
Barbour
Farsley
This stylish men's Chelsea boot is constructed with a leather upper. Branded pull loops and a Classic Tartan cotton lining create the unmistakable Barbour look.
Was £125.00 Now £99.00

FarsleyFarsley
Sale
Barbour
Farsley
This stylish men's Chelsea boot is constructed with a leather upper. Branded pull loops and a Classic Tartan cotton lining create the unmistakable Barbour look.
Was £125.00 Now £99.00
MeaysMeays
Sale
Barbour
Meays
Designed with unwavering quality and tradition in mind, the Barbour Meays Chukka Boots are perfect for a wardrobe that values craftsmanship and timeless design. Crafted from a supple waxed leather, this chukka boot features our new flexcore sole with branded detailing that allows the sole to move and bend without restriction with the natural movement of your foot.
Was £129.00 Now £69.99

MeaysMeays
Sale
Barbour
Meays
Designed with unwavering quality and tradition in mind, the Barbour Meays Chukka Boots are perfect for a wardrobe that values craftsmanship and timeless design. Crafted from a supple waxed leather, this chukka boot features our new flexcore sole with branded detailing that allows the sole to move and bend without restriction with the natural movement of your foot.
Was £129.00 Now £69.99
1374013740
Sale
Rieker
13740
An Autumn / Winter wonder, this smart casual boot comes with lambswool lining and a RiekerTEX membrane lining that maintains water-resistance. This style is designed to keep your feet warm and dry.
Was £99.99 Now £49.99

Euro Sprint Fabric WaterproofEuro Sprint Fabric Waterproof
Timberland
Euro Sprint Fabric Waterproof
Timberland waterproof hiking boot, perfect for street wear and rough terrain.
£120.00
Euro Sprint Fabric WaterproofEuro Sprint Fabric Waterproof
£119.00

PattonPatton
Sale
Barbour
Patton
Chelsea Boots are undoubtedly a staple style in your footwear collection and this season, the Barbour Patton Leather Chelsea Boots provide a modern upgrade. This leather style is sat atop a chunky commando sole for a robust and durable design.
Was £135.00 Now £85.00
Britton Road Waterproof ChukkaBritton Road Waterproof Chukka
Timberland
Britton Road Waterproof Chukka
The chukka boot is for those who are serious about strolling through nature or a neighbourhood park in modern style. Engineered for classic comfort and durability, the OrthoLite® Impressions memory foam footbed cushions every footfall and the TimberDry™ waterproof membrane protects against wet weather and helps feet stay dry.
£165.00

M7D-8054 AlarconM7D-8054 Alarcon
Sale
Pikolinos
M7D-8054 Alarcon
Get ready to elevate your style with the Alarcon ankle boots from Pikolinos! Crafted for the modern man, these boots feature an ultra-light sole and a removable cushioned insole that provides the comfort you need. Their lace-up fastening ensures a perfect fit, making them ideal for any occasion. Walk with confidence and elegance!
Was £109.95 Now £65.00
Winsor ParkWinsor Park
Sale
Timberland
Winsor Park
Upper made with premium Timberland® full-grain leather. We are a member of the Leather Working Group and support responsible manufacturing of leather. Durable ReBOTL™ fabric lining containing at least 50% recycled plastic. GreenStride™ sole foam made using an EVA blend including 65% bio-based materials derived from sugar cane and responsibly grown rubber 100% PET laces Cushioned...
Was £129.00 Now £95.00

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
Chance 55Chance 55
Sale
Josef Seibel
Chance 55
JOSEF SEIBEL Chance 55 - the ultimate blend of style and practicality for the modern man on the go. Made with premium materials and expert craftsmanship, these casual boots feature a sleek design with dual zip fastening for easy slip-on comfort. But that's not all - a waterproof membrane ensures your feet stay dry and comfortable no matter what the weather throws at you.
Was £110.00 Now £49.99

Muro 577 FlyMuro 577 Fly
Sale
Fly London
Muro 577 Fly
Introducing Muro 577 from Fly London! A lace up leather ankle boot with a stylish worn look. Quality construction meets real comfort.
Was £129.00 Now £65.00
Muro 577 FlyMuro 577 Fly
Sale
Fly London
Muro 577 Fly
Introducing Muro 577 from Fly London! A lace up leather ankle boot with a stylish worn look. Quality construction meets real comfort.
Was £129.00 Now £65.00

M8J-8181 BernaM8J-8181 Berna
Sale
Pikolinos
M8J-8181 Berna
If you prefer comfort and style for your smart looks, the best option is the Pikolinos Berna ankle boots for men. Their style and quality make them the embodiment of softness. Thanks to their laces, you’ll enjoy a snug fit at every step.
Was £109.95 Now £85.00
Relaxed Fit: Respected - BoswellRelaxed Fit: Respected - Boswell
Skechers
Relaxed Fit: Respected - Boswell
Classic comfort and durable traction combine in Skechers Relaxed Fit® Respected - Boswell. This mid-top features a water-repellent leather and synthetic upper with a lace-up front, Skechers Air-Cooled Memory Foam® insole and Goga Mat Arch™ cushioning for added support.

DavyDavy
Loake
Davy
‘Davy’ is a premium Calf Leather boot, featuring Goodyear welted rubber soles for greater longevity and grip. Davy uses the ‘strobe’ last shape, and is available in a ‘f’ fitting.
£179.00
FenwickFenwick
Catesby
Fenwick
Men's leather chelsea boot from Catesby is cast in a soft, hi-shine leather that is as sharp as it is comfortable. Perfect for smart-casual events!
£59.99

Mens Ashwood Hi VansguardMens Ashwood Hi Vansguard
Vans
Mens Ashwood Hi Vansguard
Emboldened with the ICONIC side stripe, Vans' Ashwood Hi exceptionally encapsulates the classic Vans look and wearing experience. With gentle padding underfoot for true comfort and a universal shape that suits many, this style is an icon of wearability, not just style.
£75.00
Mens Ashwood Hi VansguardMens Ashwood Hi Vansguard
Vans
Mens Ashwood Hi Vansguard
Emboldened with the ICONIC side stripe, Vans' Ashwood Hi exceptionally encapsulates the classic Vans look and wearing experience. With gentle padding underfoot for true comfort and a universal shape that suits many, this style is an icon of wearability, not just style.
£75.00

Winsor Park WaterproofWinsor Park Waterproof
Sale
Timberland
Winsor Park Waterproof
This men's chukka has the benefits for a waterproof boot, but with trainer-like versatility. The built-in Gore-Tex® membrane helps to keep your feet dry while still being comfortable and breathable for wearing for longer periods. The comfortable GreenStride™ sole foam is also made using an EVA blend including 65% biobased materials derived from sugar cane and responsibly grown rubber.
Was £155.00 Now £95.00
3164031640
Sale
Rieker
31640
All-time favorite! Keep your feet cozy and warm with these stylish Rieker lace-up boots made of smooth leather. This shoe was made using the traditional stitchdown technique, which gives it a high degree of robustness and flexibility. The lacing gives the shoe the perfect fit on the foot. Their grippy sole provides sure-footedness on different paths and the extra soft cover sole is another plus. The...
Was £85.00 Now £49.99
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