Casual Boots: Page 3

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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
2198921989
Catesby
21989
Add a touch of class to your look with this smart chelsea boot from Amen! With blue non-slip soles and quality leather uppers.
£75.00

M8J-8181 BernaM8J-8181 Berna
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.
£109.95
SonoranSonoran
Sale
Barbour
Sonoran
The Barbour Sonoran Boots boast a 3 eyelet design for a Desert boot inspired finish. Showcasing a faux crepe branded outsole, these boots offer elite comfort and durability for a firm footwear staple. Offering a smart casual style, these boots are finished with Barbour branding.
Was £115.00 Now £95.00

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.
B0603B0603
Sale
Rieker
B0603
This lightweight ankle boot makes use of a dynamic and flexible sole unit for a comfortable wearing experience and to reduce fatigue with every step.
Was £75.00 Now from £59.99

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.
£289.00

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.
£289.00
205175 Parson - Ederic205175 Parson - Ederic
Skechers
205175 Parson - Ederic
Classic comfort combine in Skechers Relaxed Fit®: Parson - Ederic. This lace-up casual boot features leather upper with a charcoal-infused Skechers Air-Cooled Memory Foam® insole and Goga Mat Arch™ cushioning for added support.

205175 Parson - Ederic205175 Parson - Ederic
Skechers
205175 Parson - Ederic
Classic comfort combine in Skechers Relaxed Fit®: Parson - Ederic. This lace-up casual boot features leather upper with a charcoal-infused Skechers Air-Cooled Memory Foam® insole and Goga Mat Arch™ cushioning for added support.
Panther Comfort AOQ50Panther Comfort AOQ50
Sale
Bugatti Shoes
Panther Comfort AOQ50
Men's comfortable smart casual lace up ankle boot by Bugatti shoes.
Was £140.00 Now £99.99

214804 Grainer214804 Grainer
Sale
Ecco
214804 Grainer
Looking for boots that offer the perfect blend of style and comfort? Look no further! These boots are engineered with ECCO's FLUIDFORM™ Technology, perfect for city strolling or dressing up your casual attire. With a snug warm lining, oh boy, your feet are going to feel toasty! A handy zipper ensures getting in and out is a breeze and let's not forget, these boots are waterproof, taking you from...
Was £165.00 Now £99.99
AC250 SamperAC250 Samper
Sale
Bugatti Shoes
AC250 Samper
Bugatti have packed this ankle boot with a hightech membrane, ensuring optimal breathability and being windproof and water resistant, being perfect for outdoor activities. These men boots are lined with detachable insoles and they have a flexible EVA sole, guaranteeing excellent cushioning and a comfortable feel. Their design is enhanced with minimal perforations, logo feature and a colour mingle between...
Was £115.00 Now £85.00

231 AP750231 AP750
Sale
Bugatti Shoes
231 AP750
This men's leather ankle boot by Bugatti is designed for warmth, with a woollen lining up to the ankle! This style fastens with laces, helping you achieve your desired snugness. This style exudes quality and style!
Was £130.00 Now £95.00
Earthkeepers 6 Inch BootEarthkeepers 6 Inch Boot
Timberland
Earthkeepers 6 Inch Boot
BACK AND BETTER THAN EVERThe most ambitious project this season involved bringing back a ruggedly handsome silhouette, and re-creating it with sustainable materials only. BASIC ELEMENTSFull-grain leather from eco-conscious tanneries, breathable linings made from 50% recycled plastic and repurposed rubber outsoles. NOTES ON STYLEThis eco-friendly pick toes the line between workwear and casual style....
£165.00

CX41CX41
Catesby
CX41
The desert boot, it's a classic, a must-have in any man's shoe collection. Catesby's take on this style includes the traditional gum rubber sole and sensationally soft suede that adapts seamlessly to the shape of your foot. Whether you're adding a bit of flavour to your outfit of the evening or need to complete your essential smart-casual look, this boot from Catesby is just the thing!
£39.99
CX41CX41
Catesby
CX41
The desert boot, it's a classic, a must-have in any man's shoe collection. Catesby's take on this style includes the traditional gum rubber sole and sensationally soft suede that adapts seamlessly to the shape of your foot. Whether you're adding a bit of flavour to your outfit of the evening or need to complete your essential smart-casual look, this boot from Catesby is just the thing!
£39.99

CX41CX41
Catesby
CX41
The desert boot, it's a classic, a must-have in any man's shoe collection. Catesby's take on this style includes the traditional gum rubber sole and sensationally soft suede that adapts seamlessly to the shape of your foot. Whether you're adding a bit of flavour to your outfit of the evening or need to complete your essential smart-casual look, this boot from Catesby is just the thing!
£39.99
CX41CX41
Catesby
CX41
The desert boot, it's a classic, a must-have in any man's shoe collection. Catesby's take on this style includes the traditional gum rubber sole and sensationally soft suede that adapts seamlessly to the shape of your foot. Whether you're adding a bit of flavour to your outfit of the evening or need to complete your essential smart-casual look, this boot from Catesby is just the thing!
£39.99

CX41CX41
Catesby
CX41
The desert boot, it's a classic, a must-have in any man's shoe collection. Catesby's take on this style includes the traditional gum rubber sole and sensationally soft suede that adapts seamlessly to the shape of your foot. Whether you're adding a bit of flavour to your outfit of the evening or need to complete your essential smart-casual look, this boot from Catesby is just the thing!
£39.99
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.
£210.00

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.
£210.00
Killington TrekkerKillington Trekker
Timberland
Killington Trekker
This men's chukka was built to be comfortable and durable, with a design full of fresh style. It features a Premium Timberland® leather upper and a ReBOTL™ fabric lining containing at least 50% recycled plastic. In addition, the lightweight OrthoLite® footbed and a compression-moulded EVA midsole offer cushioning and support. Timberland supports the responsible manufacturing of leather...
£115.00

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
Jasper 50Jasper 50
Sale
Josef Seibel
Jasper 50
Men's waterproof Chelsea boot crafted using high quality leathers and a Top Dry-Tex membrane. The Jasper 50 Chelsea ankle boot has a unique brogue style leather overlay detail on the heel and contrasting elasticated side gussets - creating an all year round smart casual waterproof boot. Cleverly showcasing the distinctive Chelsea features with two elasticated side panels and rear pull tab for easy...
Was £99.00 Now £75.00

Jasper 50Jasper 50
Sale
Josef Seibel
Jasper 50
Men's waterproof Chelsea boot crafted using high quality leathers and a Top Dry-Tex membrane. The Jasper 50 Chelsea ankle boot has a unique brogue style leather overlay detail on the heel and contrasting elasticated side gussets - creating an all year round smart casual waterproof boot. Cleverly showcasing the distinctive Chelsea features with two elasticated side panels and rear pull tab for easy...
Was £99.00 Now £75.00
Killington TrekkerKillington Trekker
Timberland
Killington Trekker
This men's chukka was built to be comfortable and durable, with a design full of fresh style. It features a Premium Timberland® leather upper and a ReBOTL™ fabric lining containing at least 50% recycled plastic. In addition, the lightweight OrthoLite® footbed and a compression-moulded EVA midsole offer cushioning and support. Timberland supports the responsible manufacturing of leather...
£115.00

Alastair 17Alastair 17
Sale
Josef Seibel
Alastair 17
JOSEF SEIBEL Alastair 17 is your one-way ticket to a smart and sophisticated look. This men's short ankle boot style has been crafted using high-quality leathers, with asymmetric stitch detailing. Sitting atop a flexible, hard-wearing and lightweight sole with a soft leather lining and a cushioned removable footbed.
Was £95.00 Now £75.00
Alastair 17Alastair 17
Sale
Josef Seibel
Alastair 17
JOSEF SEIBEL Alastair 17 is your one-way ticket to a smart and sophisticated look. This men's short ankle boot style has been crafted using high-quality leathers, with asymmetric stitch detailing. Sitting atop a flexible, hard-wearing and lightweight sole with a soft leather lining and a cushioned removable footbed.
Was £95.00 Now £75.00

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.
£135.00
1460514605
Sale
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.
Was £89.99 Now £65.00

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
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.

DanoDano
Sale
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!
Was £109.00 Now £75.00
DanoDano
Sale
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!
Was £109.00 Now £65.00

BonifacioBonifacio
Sale
Bugatti Shoes
Bonifacio
Made in taupe, these chelsea boots have a timeless design following minimalist trends. Crafted from fine suede, with a soft and supple texture, these boots for men reveal uniqueness and an eye-catching appeal. Completed with subtle logo embellishment and a thin sole, they are suitable for city looks.
Was £110.00 Now £75.00
3702237022
Sale
Rieker
37022
An easy-going boot for easy-going gentlemen. With a cushioned insole complementing the fleece lining, this boot makes it feel like you're walking on air. The textile cuff secures your foot in place and adds an extra level of comfort around the ankle. The laces on this style pull through the wide eyelets with ease giving you full control over their adjustability. Finally, these boots have the Rieker...
Was £85.00 Now £59.99

A9G34 MeroA9G34 Mero
Sale
Bugatti Shoes
A9G34 Mero
This smart chelsea boot by Bugatti Shoes is a comfortable leather slip-on boot which are perfect for evening wear or smart-casual attire. Built for quality and comfort.
Was £110.00 Now £75.00
331 8373E Caj331 8373E Caj
Sale
Bugatti Shoes
331 8373E Caj
Men's hi-shine leather lace up ankle boots from Bugatti Shoes. Excellent quality and high levels of comfort encapsulated in a sharp looking boot.
Was £120.00 Now £85.00

SnowdonSnowdon
Sale
Grisport
Snowdon
The Grisport Snowdon hiking boot has been designed on a wider fitting foot bed and crafted from the finest Italian leather. This boot combines great looks with an unparalleled level of comfort. The sole is constructed from triple density PU, giving the wearer comfort straight from the box with no breaking in required. The Vibram sole gives optimum grip on all terrain types. This boot is perfect for...
Was £125.00 Now £95.00
205227 Augustino - Paulo205227 Augustino - Paulo
Skechers
205227 Augustino - Paulo
Modern style meets signature comfort in Skechers Augustino - Paulo. This Classic Fit™ boot features a leather upper with dual gore panels, a charcoal-infused Skechers Air-Cooled Memory Foam® insole, and a Skechers Goga Mat Arch™ for added support.
from £74.00

205227 Augustino - Paulo205227 Augustino - Paulo
Skechers
205227 Augustino - Paulo
Modern style meets signature comfort in Skechers Augustino - Paulo. This Classic Fit™ boot features a leather upper with dual gore panels, a charcoal-infused Skechers Air-Cooled Memory Foam® insole, and a Skechers Goga Mat Arch™ for added support.
SudburySudbury
Catesby
Sudbury
Men's leather lace up chukka boot by Catesby. Perfect for events that ask you to dress up a bit.
£49.99

SudburySudbury
Catesby
Sudbury
Men's leather lace up chukka boot by Catesby. Perfect for events that ask you to dress up a bit.
£49.99
Bute CX02Bute CX02
Catesby
Bute CX02
From Catesby, a modern style boot with classic influences. Bringing the trendy chelsea boot style together with classic brogue detailing and a rugged sole is a masterstroke from Catesby. This leather boot is perfect for smart-casual looks!
£49.99
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