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.
Timberland
Euro Hiker Mid
Our Euro Hikers are made to tackle uneven terrain with a sole designed for traction and confidence and a rubber tip for enhanced grip when climbing. To make these lightweight hiking boots, we compliment the purposeful, rugged design with an EVA midsole and padded collar for comfort that never waivers.
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
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.
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.
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...
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.
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.
Skechers
Cambert - Bruin
This ankle boot from Skechers is flexible, comfortable, water-resistant and perfect for everyday wear.
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
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...
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
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
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...
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.
Barbour
Hale
Designed with unwavering quality and tradition in mind, the Barbour Hale Chelsea Boots are perfect for a wardrobe that values craftsmanship and timeless design. Crafted from a supple waxed leather, this chelsea 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.
Barbour
Hale
Designed with unwavering quality and tradition in mind, the Barbour Hale Chelsea Boots are perfect for a wardrobe that values craftsmanship and timeless design. Crafted from a supple waxed leather, this chelsea 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.
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.
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
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.
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®
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.
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.
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
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.
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.
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!
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.
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.
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
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.
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.
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.
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.
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...
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.
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.
Barbour
Harrison
Inspired by traditional commando boots, the Barbour Harrison Boots are the perfect choice for everyday wear. Crafted from a unique hyrdophobic leather and lined with a waterproof membrane, they offer unwavering style and practicality with every wear.
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.