Casual Boots: Page 2

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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
PimlicoPimlico
Loake
Pimlico
Premium suede Boot, Pimlico is available in several colours of suede, and features a rubber sole. Pimlico is made in England.
£265.00

PimlicoPimlico
Loake
Pimlico
Premium suede Boot, Pimlico is available in several colours of suede, and features a rubber sole. Pimlico is made in England.
£265.00
PimlicoPimlico
Loake
Pimlico
Loake's ‘Pimlico’ is a premium leather Chukka Boot, featuring Goodyear welted rubber studded soles for greater longevity and grip. Pimlico 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.
£295.00

0366003660
Sale
Rieker
03660
All-time favorite! These Rieker ankle boots made of smooth leather. The zipper makes the shoe easy to put on and take off. With the shock-absorbing and light sole, your feet will be pampered at every step. The boots also score with a padded and removable insole. Thanks to the extra width, there is enough space in the forefoot area. The combination of the water-repellent RiekerTEX membrane and very...
Was £89.99 Now £69.99
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

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 £109.00
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 £99.99

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 £99.99
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

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
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.
£135.00

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
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.

LaurelleLaurelle
Sale
Barbour
Laurelle
Embrace the countryside in whatever the weather with the Barbour Laurelle Lace-Up Boots. Crafted from leather and lined with a waterproof membrane for optimal protection from the elements, this style features a chunky sole inspired by our best-selling wellingtons and are complete with an Ortholite footbed for unbeatable comfort.
Was £165.00 Now £129.99
Marcello EcoMarcello Eco
Bugatti Shoes
Marcello Eco
Elevate your footwear collection with the Bugatti Marcello Eco 315 9573F 1000 6300 ankle boot in cognac brown. Crafted from premium nappa leather, this boot combines classic design with modern comfort: Premium Nappa Leather Upper: Soft, durable, and polished for a sophisticated look. Versatile Design: Suitable for both business and smart-casual occasions. Removable Insole: Leather/textile...
£89.95

3165031650
Sale
Rieker
31650
Armed with a thick thermoplastic elastomer sole, a robust leather with intricate stitching around the panels and a thermal wool lining, these boots are built to resist the cold weather. Whether you're walking the dog, out for dinner or just out and about; with these boots, you can rest assured that you'll stay warm and look dashing!
Was £85.00 Now £65.00
Cambert - BruinCambert - Bruin
Sale
Skechers
Cambert - Bruin
This ankle boot from Skechers is flexible, comfortable, water-resistant and perfect for everyday wear.
Was £95.00 Now £69.00

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
0335203352
Sale
Rieker
03352
Built to brave the cold months, this Rieker style has been designed with Winter in mind. A lambswool lining keeps the warmth in and adds a superior comfort alongside the Rieker sole and insole unit with cushioning and shock absorption. Practicality from top to bottom as this quality boot makes life easy with two convenient zips each side of the boot. A trip to the shops, a stroll with the dog or a...
Was £75.00 Now £59.99

ReadheadReadhead
Sale
Barbour
Readhead
The Barbour Readhead Chukka Boot is a two-eyelet style featuring a cotton canvas heel counter, metal Barbour badge and Classic Tartan cotton lining. The durable rubber sole features Barbour's iconic 'Walking Man' motif.
Was £125.00 Now £95.00
ReadheadReadhead
Sale
Barbour
Readhead
The Barbour Readhead Chukka Boot is a two-eyelet style featuring a cotton canvas heel counter, metal Barbour badge and Classic Tartan cotton lining. The durable rubber sole features Barbour's iconic 'Walking Man' motif.
Was £125.00 Now £95.00

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 £59.99
ColoradoColorado
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.
£129.00

ColoradoColorado
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®
£129.00
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
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

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.
FurnasFurnas
Anatomic & Co
Furnas
Protect your feet from the outside elements with our extra-wide fitting Furnas men's lace-up boots. Lightweight and durable, an all-weather-conquering PU rubber sole gives them an off-road look and feel (take a look at those high grip treads), while their soft padded ankle supports and leather sheepskin lining make them ideal footwear attire for Sunday afternoon stroll.
£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

Alastair 17Alastair 17
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.
£95.00
Alastair 17Alastair 17
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.
£95.00

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
CajCaj
Bugatti Shoes
Caj
With these brown leather boots, a gentleman can achieve a smart-casual look. With an elegant Hand Finish and hightech insoles with memory function, these men boots look good and are lightweight and comfortable.
£110.00

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 £119.00
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 £119.00

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 £49.99
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 £75.00

1765417654
Sale
Rieker
17654
This style is as easy on the feet as they are on the eyes! This smart-casual wonder has a felt lining to offer warm wearing, it features the classic chelsea boot elasticated panel and also a handy zip on the inner of the boot to aid you in getting them on quick, The insole is gently cushioned and the outersole absorbs shock with every step. This style is quintessentially Rieker!
Was £85.00 Now £69.99
Rugged Waterproof 6 InchRugged Waterproof 6 Inch
Sale
Timberland
Rugged Waterproof 6 Inch
These men's waterproof leather boots are versatile, good-looking, and comfortable. Plus, they're made with quality materials, like Premium Timberland® Leather uppers and a ReBOTL™ fabric lining containing at least 50% recycled PET plastic.
Was £165.00 Now £119.00
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