Casual Boots: Page 2

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Sprint Trekker MidSprint Trekker Mid
Sale
Timberland
Sprint Trekker Mid
Give back to the environment by getting outside in these sleek hiking boots for men. They're responsibly crafted from eco-conscious materials, including ReBOTL™ fabric spun from recycled plastic bottles and Better Leather recognised for its sustainable production methods.
Was £119.00 Now £107.10
Sprint Trekker MidSprint Trekker Mid
Sale
Timberland
Sprint Trekker Mid
Built for comfort with a lightweight Ortholite footbed and EVA-blend foam midsole, these men's mixed-media, mid-height chukkas are also made with eco-conscious materials, including ReBOTL fabric containing at least 50% recycled plastic and Better Leather. The lace-up style ensures a secure fit.
Was £119.00 Now £107.10

Sprint Trekker MidSprint Trekker Mid
Sale
Timberland
Sprint Trekker Mid
Built for comfort with a lightweight Ortholite footbed and EVA-blend foam midsole, these men's mixed-media, mid-height hiking boots are also made with eco-conscious materials, including ReBOTL fabric, containing at least 50% recycled plastic, and Better Leather, rated for its sustainability.
Was £115.00 Now £75.00
Sprint Trekker MidSprint Trekker Mid
Sale
Timberland
Sprint Trekker Mid
Built for comfort with a lightweight Ortholite footbed and EVA-blend foam midsole, these men's mixed-media, mid-height hiking boots are also made with eco-conscious materials, including ReBOTL fabric, containing at least 50% recycled plastic, and Better Leather, rated for its sustainability.
Was £119.00 Now £107.10

Sprint Trekker MidSprint Trekker Mid
Sale
Timberland
Sprint Trekker Mid
Give back to the environment by getting outside in these sleek hiking boots for men. They're responsibly crafted from eco-conscious materials, including ReBOTL™ fabric spun from recycled plastic bottles and Better Leather recognised for its sustainable production methods.
Was £119.00 Now £107.10
Sprint Trekker MidSprint Trekker Mid
Sale
Timberland
Sprint Trekker Mid
Built for comfort with a lightweight Ortholite footbed and EVA-blend foam midsole, these men's mixed-media, mid-height chukkas are also made with eco-conscious materials, including ReBOTL fabric containing at least 50% recycled plastic and Better Leather. The lace-up style ensures a secure fit.
Was £119.00 Now £107.10

Sprint Trekker MidSprint Trekker Mid
Sale
Timberland
Sprint Trekker Mid
Perfect to lace-up and go exploring whenever the mood hits, our mid-height Sprint Trekker Trainers feature uppers made of Premium Timberland® Leather and ReBOTL™ fabric for a fresh look and feel, plus linings made of ReBOTL™ fabric containing at least 50% recycled PET plastic. You'll also enjoy their comfy OrthoLite® foam footbeds and compression-moulded EVA midsoles that help offer...
Was £119.00 Now £107.10
14609 Dustin14609 Dustin
Sale
Rieker
14609 Dustin
Always one step ahead! These Rieker lace-up boots made of smooth leather guarantee a heavenly feeling. The clever combination of lacing and zipper provides optimal support and makes the shoe easy to put on and take off. The grippy sole gives sure-footedness at every step. In addition, the cover sole is extra soft. The comfort width gives you more space in the shoe. Thanks to the light microvelour lining,...
Was £89.99 Now £75.00

14609 Dustin14609 Dustin
Sale
Rieker
14609 Dustin
All- favorite! These light Rieker lace-up boots made of smooth leather give your feet room to move while still keeping them secure. The clever combination of lacing and zipper guarantees a perfect fit and optimal support. With the grippy sole, sure-footed walking is a matter of course and the extra soft cover sole ensures improved comfort. The comfort width offers enough space for the feet to feel...
Was £89.99 Now £75.00
Aldwin ChukkaAldwin Chukka
Sale
Clarks
Aldwin Chukka
A crafted boot you can style up and dress down, Aldwin Chukka champions a premium aesthetic with lasting comfort and updated design details. Sleek leathers in core colourways combine with signature footbeds and grippy soles so every step feels as good as it looks – while heritage stitching and a layered heel complete the look in contemporary style. Premium mid tan leather upper Slip-on...
Was £79.99 Now £71.99

Aldwin ChukkaAldwin Chukka
Sale
Clarks
Aldwin Chukka
A crafted boot you can style up and dress down, Aldwin Chukka champions a premium aesthetic with lasting comfort and updated design details. Sleek leathers in core colourways combine with signature footbeds and grippy soles so every step feels as good as it looks – while heritage stitching and a layered heel complete the look in contemporary style. Premium black leather upper Slip-on...
Was £79.99 Now £71.99
CajCaj
Sale
Bugatti Shoes
Caj
With these brown leather boots, a gentleman can achieve a smart-casual look. With an elegant Hand Finish and hightech insoles with memory function, these men boots look good and are lightweight and comfortable.
Was £110.00 Now £99.00

ChatsworthChatsworth
Sale
Loake
Chatsworth
A classic Chelsea boot, Chatsworth is made using the Jockey last in a wide 'G' fitting, and features a rubber studded sole. Chatsworth is made in England.
Was £265.00 Now £238.50
ChatsworthChatsworth
Sale
Loake
Chatsworth
A classic chelsea boot, Chatsworth is made using the Jockey last in a wide 'G' fitting, and features a rubber studded sole. Chatsworth is made in England. Goodyear Welted Rubber Soles Fully Leather Lined Last Jockey / G Fitting
Was £299.00 Now £269.10

ChatsworthChatsworth
Sale
Loake
Chatsworth
Our ‘Chatsworth’ is a premium Calf Leather Chelsea Boot, featuring Goodyear welted rubber studded soles for greater longevity and grip. Chatsworth uses the ‘Jockey’ last shape, and is available in a ‘G’ fitting. These men’s shoes are designed and engineered in Kettering and made in our high-grade factory in England.
Was £299.00 Now £269.10
Euro Sprint Mid HikerEuro Sprint Mid Hiker
Sale
Timberland
Euro Sprint Mid Hiker
These men's hiking boots are comfortable, rugged and eco-consciously made with ReBOTL™ recycled fabric and sustainable leather. As you'd expect from hikers, they feature a durable rubber lug outsole for increased grip and traction on any surface.
Was £135.00 Now £121.50

Hudson Road Gore-Tex ChukkaHudson Road Gore-Tex Chukka
Sale
Timberland
Hudson Road Gore-Tex Chukka
This mid-lace-up style chukka boot features an upper made with waterproof Premium Timberland® Leather. It has a Gore-Tex® bootie construction, a rubber outsole, and an OrthoLite® footbed designed for comfort. Timberland supports responsible manufacturing of leather via the Leather Working Group.
Was £159.00 Now £143.10
Hudson Road Gore-Tex ChukkaHudson Road Gore-Tex Chukka
Sale
Timberland
Hudson Road Gore-Tex Chukka
This mid-lace-up style chukka boot features an upper made with waterproof Premium Timberland® Leather. It has a Gore-Tex® bootie construction, a rubber outsole, and an OrthoLite® footbed designed for comfort. Timberland supports responsible manufacturing of leather via the Leather Working Group.
Was £159.00 Now £143.10

205227 Augustino - Paulo205227 Augustino - Paulo
Sale
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.
Was £79.00 Now £71.10
205227 Augustino - Paulo205227 Augustino - Paulo
Sale
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.
Was £74.00 Now from £66.60

GilbertGilbert
Sale
Loake
Gilbert
The ‘Gilbert’ is a premium Chukka Boot, featuring cemented rubber soles for greater longevity and grip. Gilbert uses the ‘strobe’ last shape for a generous fit and bold toe shape, and is available in a ‘f’ fitting. These shoes are designed and engineered in Kettering and made in Loake's high-grade factory in Portugal, using similar materials and finishing techniques...
Was £175.00 Now £157.50
Stormbucks ChelseaStormbucks Chelsea
Sale
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.
Was £145.00 Now £130.50

B0603B0603
Sale
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.
Was £75.00 Now £59.99
BreconBrecon
Sale
Orca Bay
Brecon
Orca Bay's chelsea style slip on boot. Premium Waxed Leather Uppers High Density Rubber Soles With Tread Sole: Gum Rubber Heel Height: 1 centimetres Strong Elastic Sides
Was £109.00 Now £98.10

BreconBrecon
Sale
Orca Bay
Brecon
Orca Bay's chelsea style slip on boot.
Was £109.00 Now £59.99
Rugged Waterproof 6 InchRugged Waterproof 6 Inch
Sale
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.
Was £165.00 Now £148.50

Euro Sprint HikerEuro Sprint Hiker
Sale
Timberland
Euro Sprint Hiker
This men's hiking boot is made with premium Better Leather, sourced from a sustainable tannery rated silver for its environmental processes, and ReBOTL fabric, which contains at least 50% recycled plastic. Being a hiker model, this rugged boot features a protective rubber toe bumper and a durable rubber lug outsole for enhanced grip and traction on a range of surfaces.
Was £135.00 Now £121.50
Euro Sprint HikerEuro Sprint Hiker
Sale
Timberland
Euro Sprint Hiker
This men's hiking boot is made with premium Better Leather, sourced from a sustainable tannery rated silver for its environmental processes, and ReBOTL fabric, which contains at least 50% recycled plastic. Being a hiker model, this rugged boot features a protective rubber toe bumper and a durable rubber lug outsole for enhanced grip and traction on a range of surfaces.
Was £135.00 Now £121.50

Euro Sprint HikerEuro Sprint Hiker
Sale
Timberland
Euro Sprint Hiker
Our Euro Sprint Mid Lace-Up Boot is rugged, comfortable, and built for traction outdoors. A padded collar helps give it a soft feel, plus it's made with a ReBOTL™ fabric lining containing at least 50% recycled PET plastic.
Was £135.00 Now £121.50
Euro Sprint HikerEuro Sprint Hiker
Sale
Timberland
Euro Sprint Hiker
Our Euro Sprint Mid Lace-Up Boot is rugged, comfortable, and built for traction outdoors. A padded collar helps give it a soft feel, plus it's made with a ReBOTL™ fabric lining containing at least 50% recycled PET plastic.
Was £135.00 Now £121.50

Offroad Men's Waterproof BootOffroad Men's Waterproof Boot
Sale
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...
Was £175.00 Now £99.99
Offroad Men's Waterproof BootOffroad Men's Waterproof Boot
Sale
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...
Was £175.00 Now £99.99

EmsworthEmsworth
Sale
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.
Was £299.00 Now £269.10
EmsworthEmsworth
Sale
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.
Was £299.00 Now £269.10

EmsworthEmsworth
Sale
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.
Was £249.00 Now £224.10
CardosoCardoso
Sale
Anatomic & Co
Cardoso
Step out in style with the Cardoso Men's Leather Chelsea Boots. Crafted with premium leather, these boots are not only stylish but also durable. Handmade with precision, these Chelsea boots are the perfect blend of sophistication and ruggedness, making them ideal for any occasion. Elevate your footwear game with these versatile boots, designed to provide both comfort and style. Made to last and...
Was £129.00 Now £116.10

CardosoCardoso
Sale
Anatomic & Co
Cardoso
Yes, these traditional-style Anatomic & Co Cardoso Chelsea boots may look polished and ready-for-anything on the outside but, inside, they're a homely treat. From the minute you pull them on (an easy feat thanks to the tab and elastic inserts) and feel the comfort of their soft sheepskin lining to the minute you take these leather boots off (though, frankly, you may not want to), your feet will...
Was £129.00 Now £116.10
CardosoCardoso
Sale
Anatomic & Co
Cardoso
Step out in style with the Cardoso Men's Leather Chelsea Boots. Crafted with premium leather, these boots are not only stylish but also durable. Handmade with precision, these Chelsea boots are the perfect blend of sophistication and ruggedness, making them ideal for any occasion. Elevate your footwear game with these versatile boots, designed to provide both comfort and style. Made to last and...
Was £129.00 Now £116.10

MaxwellMaxwell
Sale
Barbour
Maxwell
Perfect for the colder seasons, the Barbour Maxwell leather chukka boots have been designed with practicality in mind. Crafted from a combination of leather and waxed cotton, they provide a waterproof finish to keep you both comfortable and dry on your next adventure.
Was £135.00 Now £109.00
Euro Sprint Fabric WaterproofEuro Sprint Fabric Waterproof
Sale
Was £119.00 Now £107.10

Euro Sprint Fabric WaterproofEuro Sprint Fabric Waterproof
Sale
Timberland
Euro Sprint Fabric Waterproof
Timberland waterproof hiking boot, perfect for street wear and rough terrain.
Was £120.00 Now £108.00
3318033180
Sale
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!
Was £79.99 Now £71.99

3318033180
Sale
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!
Was £79.99 Now £71.99
1765417654
Sale
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!
Was £85.00 Now £69.99

Relaxed Fit: Respected - BoswellRelaxed Fit: Respected - Boswell
Sale
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.
Was £89.99 Now £80.99
PimlicoPimlico
Sale
Loake
Pimlico
Premium suede Boot, Pimlico is available in several colours of suede, and features a rubber sole. Pimlico is made in England.
Was £265.00 Now £238.50

PimlicoPimlico
Sale
Loake
Pimlico
Premium suede Boot, Pimlico is available in several colours of suede, and features a rubber sole. Pimlico is made in England.
Was £265.00 Now £238.50
PimlicoPimlico
Sale
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.
Was £295.00 Now £265.50
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