Casual Boots: Page 3
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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.
Rieker
33207
Men's lace up ankle boot, perfect for smart casual or work wear. Built for quality and comfort by Rieker.
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.
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.
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.
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
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.
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
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.
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.
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.
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...
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!
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...
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...
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.
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.
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
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.
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.
Catesby
Bute CX02
From Catesby, a modern style boot with classic influences. Bringing the trendy chelsea boot style together with classic brogue detailing and a rugged sole is a masterstroke from Catesby. This leather boot is perfect for smart-casual looks!
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.
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...
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.
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
21989
Add a touch of class to your look with this smart chelsea boot from Amen! With blue non-slip soles and quality leather uppers.
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.
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.
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
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...
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
CX41
The desert boot, it's a classic, a must-have in any man's shoe collection. Catesby's take on this style includes the traditional gum rubber sole and sensationally soft suede that adapts seamlessly to the shape of your foot. Whether you're adding a bit of flavour to your outfit of the evening or need to complete your essential smart-casual look, this boot from Catesby is just the thing!
Catesby
CX41
The desert boot, it's a classic, a must-have in any man's shoe collection. Catesby's take on this style includes the traditional gum rubber sole and sensationally soft suede that adapts seamlessly to the shape of your foot. Whether you're adding a bit of flavour to your outfit of the evening or need to complete your essential smart-casual look, this boot from Catesby is just the thing!