Casual Boots: Page 3
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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.
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.
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...
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.
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.
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.
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...
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
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.
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.
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...
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...
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.
Skechers
Relaxed Fit: Respected - Boswell
Classic comfort and durable traction combine in Skechers Relaxed Fit® Respected - Boswell. This mid-top features a water-repellent leather and synthetic upper with a lace-up front, Skechers Air-Cooled Memory Foam® insole and Goga Mat Arch™ cushioning for added support.
Timberland
Euro Sprint Fabric Waterproof
Timberland waterproof hiking boot, perfect for street wear and rough terrain.
Timberland
Euro Sprint Fabric Waterproof
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.
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!
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!
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!
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.
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...
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!
Bugatti Shoes
Panther Comfort AOQ50
Men's comfortable smart casual lace up ankle boot by Bugatti shoes.
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.
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.
Rieker
37022
An easy-going boot for easy-going gentlemen. With a cushioned insole complementing the fleece lining, this boot makes it feel like you're walking on air. The textile cuff secures your foot in place and adds an extra level of comfort around the ankle. The laces on this style pull through the wide eyelets with ease giving you full control over their adjustability. Finally, these boots have the Rieker...
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.
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...
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!
Bugatti Shoes
231 AP750
This men's leather ankle boot by Bugatti is designed for warmth, with a woollen lining up to the ankle! This style fastens with laces, helping you achieve your desired snugness. This style exudes quality and style!
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.
Anatomic & Co
Afonso
The medium fit men's Desert Boot strikes the perfect balance between smart and casual. The premium leather upper is teamed with the signature Anatomic Gel™ Technology rubber outsole, providing extra grip.
With authentic stitching and a secure lace fastening, these boots are comfortable and feature soft inner sheepskin lining support for luxurious comfort underfoot.
The highest-grade Brazilian...
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
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!
Bugatti Shoes
Dano
A sharp looking chelsea boot for a sharp dressed man! Featuring quality construction by Bugatti Shoes and made from quality leather, this style is a must-have. Jeans or slacks, Dano is here to complete your look!
Bugatti Shoes
Dano
A sharp looking chelsea boot for a sharp dressed man! Featuring quality construction by Bugatti Shoes and made from quality leather, this style is a must-have. Jeans or slacks, Dano is here to complete your look!
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!
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.
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!