Casual Boots: Page 2
Grid
List
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
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...
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.
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
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.
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.
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.
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...
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.
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.
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.
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
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.
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.
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.
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.
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®
Rieker
F4544
For smart-casual wear, this ankle boot pairs perfectly with jeans. This Rieker design combines lace and zip fastening for improved ease.
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.
Rieker
F4544
For smart-casual wear, this ankle boot pairs perfectly with jeans. This Rieker design combines lace and zip fastening for improved ease.
Timberland
Stormbucks Chelsea
A men?s boot crafted in premium burnished waterproof full-grain leather with stretchy side panels for easy on/off. For comfort and top grip, the sole features our exclusive Gripstick™ rubber, giving traction on any terrain.
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.
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.
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.
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.
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
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 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.
Bugatti Shoes
Panther Comfort AOQ50
Men's comfortable smart casual lace up ankle boot by Bugatti shoes.
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.
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.
Goodyear Welted Rubber Soles
Fully Leather Lined
Last Jockey / G Fitting
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.
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...
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...
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
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.
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.
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.
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.
Catesby
Bracken 22767
This rugged style lace up boot from Catesby is crafted in leather, with a padded collar and iconic rounded toe, this style is the perfect boot for everyday wear.
