Casual Boots: Page 4
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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.
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!
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.
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!
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
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.
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...
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...
Catesby
16056
From Amen shoes, a handsome wine leather brogue chelsea boot with corduroy style elastic panels. Featuring smart blue slip-resistant soles. Perfect to mix up your formalwear or to add a bit of spice to your smart-casual look.
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...
Bugatti Shoes
Panther Comfort AOQ50
Men's comfortable smart casual lace up ankle boot by Bugatti shoes.
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
33207
Men's lace up ankle boot, perfect for smart casual or work wear. Built for quality and comfort by Rieker.
Anatomic & Co
Toledo
A smart casual staple, the Toledo lace-up boots have a clean and minimalistic upper with a stylish back-heel and stitch detailing. Handcrafted with premium Brazilian leather and paired with a signature Anatomic Gel™ technology rubber sole, you are set for ultimate comfort all day every day. All materials used are sustainably sourced, including the highest-grade leathers found on the upper and...
Anatomic & Co
Toledo
A smart casual staple, the Toledo lace-up boots have a clean and minimalistic upper with a stylish back-heel and stitch detailing. Handcrafted with premium Brazilian leather and paired with a signature Anatomic Gel™ technology rubber sole, you are set for ultimate comfort all day every day. All materials used are sustainably sourced, including the highest-grade leathers found on the upper and...
Bugatti Shoes
Marcello I
Marcello I boots are the perfect boot for the colder months, with fantastic ankle support, a zip for easy getting-on alongside laces for adjustability; this style is the perfect winter companion.
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...
Rieker
13739
The perfect casual Winter companion from Rieker. This handsome ankle boot features a velour lining which is designed to keep your feet warm throughout the day, beneath the velour lining is a water-resistant membrane that aids in keeping your feet dry in wet weather. Complete with a sole that offers greater grip.
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...
Skechers
Bounder - Blast Back
Get into gear with athletic style and comfort in Skechers Bounder - Blast Back. This lace-up features a waterproof suede, mesh and synthetic upper with a Skechers Air-Cooled Memory Foam insole® and a lightweight ULTRA LIGHT cushioned midsole.
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...
Timberland
Treeline Trekker Waterproof
A men's hiking boot that will take you anywhere, this hiker has a GORE-TEX® bootie construction that will keep your feet completely dry, whatever the weather. The outsole has multi-directional lugs for optimum traction on any surface.
Timberland
Solar Wave Mid
This men's hiker is made using durable ReBOTL fabric containing at least 50% recycled plastic. This style features our GreenStride comfort sole made of 75% renewable material, a footbed made from 70% bio-based material, and a Defender Repellent Systems treatment to help resist stains and light rain. Ready for Light Trails with thick, hiking-influenced lugs, the hiker is also lightweight...
Barbour
Underwood
Featuring a three eyelet design and a padded cuff around the ankle, these boots from Barbour are ideal for retaining comfort and remain fashion-forward.
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.
Dunlop
M Chelsea Boot
A work boot from Grafters, featuring a waxy leather and quality, sturdy sole! This style does NOT feature a steel toe.
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!
Rieker
38842
This water-resistant leather boot with a wool lining is the perfect pick for Winter! Featuring dual fastening with laces and a zip.
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
14653
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.
Silver Street London
Ludgate
Ludgate is a smart leather Chukka boot with welt and waxed cotton lace. The smooth, hi-shine leather is complemented by the slimline laces and delicate design features. This style benefits from a sole unit with deep tread for added grip. Easy wear is included with the added benefit of the pull tab to the rear of the boot!
Silver Street London
Ludgate
Ludgate is a smart leather Chukka boot with welt and waxed cotton lace. The smooth, hi-shine leather is complemented by the slimline laces and delicate design features. This style benefits from a sole unit with deep tread for added grip. Easy wear is included with the added benefit of the pull tab to the rear of the boot!
Skechers
205175 Parson - Ederic
Classic comfort combine in Skechers Relaxed Fit®: Parson - Ederic. This lace-up casual boot features leather upper with a charcoal-infused Skechers Air-Cooled Memory Foam® insole and Goga Mat Arch™ cushioning for added support.
Clarks
ATL Trek Rise Gore-Tex
A high-performance waterproof trail walking shoe prepped for adventure, ATL TrekRise GTX combines sports-casual styling with tech engineered for both urban and off-the-beaten-track terrain. Our breathable waterproof membrane and durable Rock™ rubber outsoles with cleated Mimic Grip™ tread geometry beat the autumn/winter elements – whilst every step is lightweight and comfortable...