Casual Boots: Page 2
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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.
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.
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
Designed for wider fitting feet, handcrafted in Brazil using the latest shoemaking technology and finest quality materials, this Chelsea boot is a homely treat inside.From the minute you pull them on and feel the comfort of their soft sheepskin lining, to the minute you take these leather boots off, your feet will stay and feel daisy-fresh.
A signature Anatomic Gel™ Technology durable rubber...
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...
Barbour
Maxwell
Perfect for the colder seasons, the Barbour Maxwell leather chukka boots have been designed with practicality in mind. Crafted from a combination of leather and waxed cotton, they provide a waterproof finish to keep you both comfortable and dry on your next adventure.
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
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.
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...
Clarks
Batcombe Lord
Batcombe Lord, men's boots, black - Masculine in appearance, these men's boots use traditional broguing details on the black leather upper for a vintage look. The cleated rubber outsole is both durable and lightweight and our unique Cushion Plus&trade
Clarks
Batcombe Lord
Batcombe Lord, men's boots, dark tan leather - Masculine in appearance, these men's boots use traditional broguing and burnished detailing on the rich, tan leather upper for a vintage look. The cleated, rubber outsole is both durable and lightweight and our unique Cushion Plus™ technology guarantees long lasting comfort.
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.
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.
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.
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.
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.
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!
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!
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.
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.
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.
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.
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.
Loake
Chatsworth
A classic chelsea boot, Chatsworth is made using the Jockey last in a wide 'G' fitting, and features a rubber studded sole. Chatsworth is made in England.
Goodyear Welted Rubber Soles
Fully Leather Lined
Last Jockey / G Fitting
Loake
Chatsworth
Our ‘Chatsworth’ is a premium Calf Leather Chelsea Boot, featuring Goodyear welted rubber studded soles for greater longevity and grip. Chatsworth uses the ‘Jockey’ last shape, and is available in a ‘G’ fitting. These men’s shoes are designed and engineered in Kettering and made in our high-grade factory in England.
Loake
Chatsworth
A classic Chelsea boot, Chatsworth is made using the Jockey last in a wide 'G' fitting, and features a rubber studded sole. Chatsworth is made in England.
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...
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...
Rieker
33180
A CLASSIC! This sleek chelsea boot from Rieker is one of the versatile greats that blends in with formalwear or something more on the casual side. Built for comfort with quality, this style is a MUST!
Rieker
33180
A CLASSIC! This sleek chelsea boot from Rieker is one of the versatile greats that blends in with formalwear or something more on the casual side. Built for comfort with quality, this style is a MUST!
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.
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.
Timberland
Euro Sprint Fabric Waterproof
Timberland
Euro Sprint Fabric Waterproof
Timberland waterproof hiking boot, perfect for street wear and rough terrain.
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.
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!
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...
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...
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...
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.
Ecco
Offroad Men's Waterproof Boot
These ECCO OFFROAD boots are your new best friends for outdoor adventures. They're sturdy but don't let that fool you: these boots know a thing or two about comfort. With their textile lining, you can expect your feet to feel right at home. Whether you're wandering off the beaten path or just wandering around the city in wet conditions, you can trust these boots to weather the elements thanks to their...
Ecco
Offroad Men's Waterproof Boot
These ECCO OFFROAD boots are your new best friends for outdoor adventures. They're sturdy but don't let that fool you: these boots know a thing or two about comfort. With their textile lining, you can expect your feet to feel right at home. Whether you're wandering off the beaten path or just wandering around the city in wet conditions, you can trust these boots to weather the elements thanks to their...
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!
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.
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
Cambert - Bruin
This ankle boot from Skechers is flexible, comfortable, water-resistant and perfect for everyday wear.