Casual Boots: Page 3
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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...
Timberland
Euro Sprint Fabric Waterproof
Timberland waterproof hiking boot, perfect for street wear and rough terrain.
Timberland
Euro Sprint Fabric Waterproof
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.
Catesby
Sudbury
Men's leather lace up chukka boot by Catesby. Perfect for events that ask you to dress up a bit.
Catesby
Sudbury
Men's leather lace up chukka boot by Catesby. Perfect for events that ask you to dress up a bit.
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.
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!
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...
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.
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...
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
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.
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
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.
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®
Anatomic & Co
Natal
Natural grained leather upper
Genuine sheepskin lining
Natural rubber gel sole
Pull-on tab & elastic inserts
Anatomic Gel Technology®
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...
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...
Skechers
Relaxed Fit: Relment - Daggett
Adventure in rugged comfort and support with Skechers Relaxed Fit®: Relment - Daggett. This lace-up outdoor trail design features a water-repellent synthetic and mesh upper with a cushioned Skechers Air-Cooled Memory Foam® insole.
Clarks
Westcombe Limit
Blending rugged style with a winter-ready twist, our Westcombe Limit boot is a shoe built for the new season. With a premium brown leather upper and cleated rubber sole, it delivers on style and function, while our plush Cushion Plus™ footbed and breathable sheepskin sock makes every step super comfy.
Clarks
Westcombe Limit
Blending rugged style with a winter-ready twist, our Westcombe Limit boot is a shoe built for the new season. With a premium brown leather upper and cleated rubber sole, it delivers on style and function, while our plush Cushion Plus™ footbed and breathable sheepskin sock makes every step super comfy.
Rieker
10374
Look sharp with these handsome chelsea boots from Rieker! Whether you're dressing in formalwear or trying a new smart-casual look, you can't go wrong with these boots! Comfortable, full leather and a zip to make your life much easier.
Rieker
10374
Look sharp with these handsome chelsea boots from Rieker! Whether you're dressing in formalwear or trying a new smart-casual look, you can't go wrong with these boots! Comfortable, full leather and a zip to make your life much easier.
Timberland
Sprint Trekker Lace Up
This men's hiking boot was built to be comfortable and durable, with a design full of fresh style. It features Premium Timberland® leather uppers and a ReBOTL™ fabric lining containing at least 50% recycled plastic. In addition, a lightweight OrthoLite® footbed and a compression-moulded EVA midsole help offer cushioning and support. Timberland supports responsible manufacturing of leather...
Timberland
Sprint Trekker Lace Up
This men's hiking boot was built to be comfortable and durable, with a design full of fresh style. It features Premium Timberland® leather uppers and a ReBOTL™ fabric lining containing at least 50% recycled plastic. In addition, a lightweight OrthoLite® footbed and a compression-moulded EVA midsole help offer cushioning and support. Timberland supports responsible manufacturing of leather...
Timberland
Sprint Trekker Lace Up
This men's hiking boot was built to be comfortable and durable, with a design full of fresh style. It features Premium Timberland® leather uppers and a ReBOTL™ fabric lining containing at least 50% recycled plastic. In addition, a lightweight OrthoLite® footbed and a compression-moulded EVA midsole help offer cushioning and support. Timberland supports responsible manufacturing of leather...
Rieker
33207
Men's lace up ankle boot, perfect for smart casual or work wear. Built for quality and comfort by Rieker.
Loake
Ducksworth
Loake's ‘Ducksworth’ is a premium waterproof waxy leather Chelsea Boot, featuring cemented rubber soles which are crafted with precision to endure the elements and perfect for navigating unpredictable weather.
Ducksworth combines classic Loake DNA with Wiltex’s waterproof technology, which offers fully waterproof uppers with water-resistant and breathable membrane. These boots...
Loake
Ducksworth
Loake's ‘Ducksworth’ is a premium waterproof waxy leather Chelsea Boot, featuring cemented rubber soles which are crafted with precision to endure the elements and perfect for navigating unpredictable weather.
Ducksworth combines classic Loake DNA with Wiltex’s waterproof technology, which offers fully waterproof uppers with water-resistant and breathable membrane. These boots...
Loake
Ducksworth
Loake's ‘Ducksworth’ is a premium waterproof waxy leather Chelsea Boot, featuring cemented rubber soles which are crafted with precision to endure the elements and perfect for navigating unpredictable weather.
Ducksworth combines classic Loake DNA with Wiltex’s waterproof technology, which offers fully waterproof uppers with water-resistant and breathable membrane. These boots...
Barbour
Deckham
The Barbour Deckham Boots feature a Derby inspired boot with eyelets and ski hook detailing with a walking man outsole.
Barbour
Deckham
The Barbour Deckham Boots feature a Derby inspired boot with eyelets and ski hook detailing with a walking man outsole.
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...
Grisport
Chukka Slip-On Safety Boot
The Grisport Brown Chukka Safety Boot is a great boot and incredibly versatile, making it ideal for many of the workplace environments.
The Chukka Safety Boot has an excellent sole, with many different key features added to it to make it a great hard wearing one. It is complete with a grease resistant, self-cleaning, heatproof sole. The design of the sole will, therefore, enable you to comfortably...
Timberland
Greenstride Motion 6 Waterproof Mid
Strengthen your connection to nature in every stride. A TimberDry™ waterproof membrane helps keep water out, while an omni-direction triangular lug pattern ensures sure-footed traction. The high-cushion GreenStride™ midsole is made using 65% renewable natural materials derived from sugar cane and responsibly sourced rubber from trees, creating comfort that never stops. Plus, the climbing...
Barker
Orkney
This elegant Chukka boot is constructed on the 464 last shape, available in luxurious grain leather with a durable 10mm Dainite Sole.
Loake
Buscot
The ‘Buscot’ is a premium Chelsea Boot, featuring Goodyear welted rubber soles for greater longevity and grip. Buscot uses the ‘Claridge’ last shape for a generous fit and bold toe shape, and is available in a ‘F’ fitting. These Boots are handmade in England at Loake's Northamptonshire factory.
Loake
Buscot
The ‘Buscot’ is a premium Chelsea Boot, featuring Goodyear welted rubber soles for greater longevity and grip. Buscot uses the ‘Claridge’ last shape for a generous fit and bold toe shape, and is available in a ‘F’ fitting. These Boots are handmade in England at Loake's Northamptonshire factory.
Catesby
Nash
Chukka style boot by Catesby.
Outer Material: Smooth Leather
Sole: Other materials
Closure: Lace-Up
Heel Height: 2.5 centimetres
Heel Type: Block Heel
Catesby
Nash
Chukka style boot by Catesby.
Outer Material: Smooth Leather
Sole: Other materials
Closure: Lace-Up
Heel Height: 2.5 centimetres
Heel Type: Block Heel