Casual Boots: Page 3
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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
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.
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.
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.
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.
Skechers
Cambert - Bruin
This ankle boot from Skechers is flexible, comfortable, water-resistant and perfect for everyday wear.
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.
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.
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.
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.
Loake
Roehampton
Premium Derby Boot, featuring a Goodyear Welted ‘Victory’ rubber sole for greater longevity and grip. Roehampton is fully leather lined with a leather insole for added comfort. Roehampton is handcrafted to a ‘F’ fit on our ‘Capital’ last.
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!
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...
Timberland
Bradstreet Chukka
With a padded collar to support the ankle as you move and a good-looking contrast sole, the Timberland® Bradstreet Chukka boot is an ankle boot just made for off-duty days.
Premium full-grain and nubuck leathers from an LWG Silver-rated tannery
Padded collar
100% organic cotton laces
Extra soft 100% recycled PET lining and footbed cover
OrthoLite® PU footbed made from...
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
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®
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.
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...
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...
Bugatti Shoes
Panther Comfort AOQ50
Men's comfortable smart casual lace up ankle boot by Bugatti shoes.
Vans
Mens Ashwood Hi Vansguard
Emboldened with the ICONIC side stripe, Vans' Ashwood Hi exceptionally encapsulates the classic Vans look and wearing experience. With gentle padding underfoot for true comfort and a universal shape that suits many, this style is an icon of wearability, not just style.
Vans
Mens Ashwood Hi Vansguard
Emboldened with the ICONIC side stripe, Vans' Ashwood Hi exceptionally encapsulates the classic Vans look and wearing experience. With gentle padding underfoot for true comfort and a universal shape that suits many, this style is an icon of wearability, not just style.
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.
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
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...
Ecco
Xpedition III Mens Waterproof
Experience the ultimate outdoor adventure with ECCO XPEDITION III, thoughtfully designed to keep pace with your lifestyle. They include a secure waterproof memebrane and warm- lining to keep your feet warm and dry, perfect for a lively lifestyle. The textile laces mean they're easy to adjust for the perfect fit, and the comfy soles make every step seem lighter. Perfect for your adventures!.
Crafted...
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
331 8373E Caj
Men's hi-shine leather lace up ankle boots from Bugatti Shoes. Excellent quality and high levels of comfort encapsulated in a sharp looking boot.
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.
Rieker
F4544
For smart-casual wear, this ankle boot pairs perfectly with jeans. This Rieker design combines lace and zip fastening for improved ease.
Rieker
F4544
For smart-casual wear, this ankle boot pairs perfectly with jeans. This Rieker design combines lace and zip fastening for improved ease.
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.
Loake
Altman
Loake's ‘Altman’ is a premium Suede boot, featuring Goodyear welted lightweight rubber soles for greater longevity and grip. Altman uses the ‘claridge’ last shape, and is available in a ‘g’ fitting. These men’s shoes are designed and engineered in Kettering, Northamptonshire and handmade in Loake's high-grade factory in India.
Loake recommend using a shoehorn...
Loake
Altman
Loake's ‘Altman’ is a premium Suede boot, featuring Goodyear welted lightweight rubber soles for greater longevity and grip. Altman uses the ‘claridge’ last shape, and is available in a ‘g’ fitting. These men’s shoes are designed and engineered in Kettering, Northamptonshire and handmade in Loake's high-grade factory in India.
Loake recommend using a shoehorn...
Silver Street London
Alderman
Perfect for smart, casual and smart-casual wear! Alderman is a contemporary chukka boot made from genuine leather upon a lightweight EVA sole which offers comfort and more efficient mobility. The chunky laces are woven through reinforced eyelets for longer lasting fastening!
Silver Street London
Alderman
Perfect for smart, casual and smart-casual wear! Alderman is a contemporary chukka boot made from genuine leather upon a lightweight EVA sole which offers comfort and more efficient mobility. The chunky laces are woven through reinforced eyelets for longer lasting fastening!
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...
Catesby
Sudbury
Men's leather lace up chukka boot by Catesby. Perfect for events that ask you to dress up a bit.