Casual Boots: Page 2

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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 £103.50
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

Stormbuck Chelsea Boot WaterproofStormbuck Chelsea Boot Waterproof
Sale
Timberland
Stormbuck Chelsea Boot Waterproof
Timberlands Stormbuck Chelsea Boot is a perennial favourite. Premium burnished waterproof full-grain leather uppers are complemented by stretchy side goring panels, making it easy to pull these boots on in seconds before your next adventure begins. For comfort during all-day wear, Timberland added the exclusive anti-fatigue comfort technology to cushion your feet whether you’re on wooded trails,...
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 £67.50

Winsor Park WaterproofWinsor Park Waterproof
Sale
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.
Was £149.00 Now £134.10
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 £76.50

3702237022
Sale
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...
Was £82.00 Now from £73.80
F4544F4544
Sale
Rieker
F4544
For smart-casual wear, this ankle boot pairs perfectly with jeans. This Rieker design combines lace and zip fastening for improved ease.
Was £95.00 Now £85.50

F4544F4544
Sale
Rieker
F4544
For smart-casual wear, this ankle boot pairs perfectly with jeans. This Rieker design combines lace and zip fastening for improved ease.
Was £95.00 Now £85.50
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 £149.00 Now £134.10

M8J-8181 BernaM8J-8181 Berna
Sale
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.
Was £110.00 Now £99.00
BlenheimBlenheim
Sale
Loake
Blenheim
Premium Chelsea boot, with a rubber studded sole for better longevity and grip, Blenheim is made in England.
Was £199.00 Now £149.00

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
205175 Parson - Ederic205175 Parson - Ederic
Sale
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.
Was £74.00 Now £66.60

205175 Parson - Ederic205175 Parson - Ederic
Sale
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.
Was £74.00 Now £66.60
3884238842
Sale
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.
Was £87.00 Now £65.00

Bregman - MoragoBregman - Morago
Sale
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.
Was £85.00 Now £59.99
FarsleyFarsley
Sale
Barbour
Farsley
This stylish men's Chelsea boot is constructed with a leather upper. Branded pull loops and a Classic Tartan cotton lining create the unmistakable Barbour look.
Was £119.00 Now £107.10

FarsleyFarsley
Sale
Barbour
Farsley
This stylish men's Chelsea boot is constructed with a leather upper. Branded pull loops and a Classic Tartan cotton lining create the unmistakable Barbour look.
Was £119.00 Now £107.10
FarsleyFarsley
Sale
Barbour
Farsley
This stylish men's Chelsea boot is constructed with a leather upper. Branded pull loops and a Classic Tartan cotton lining create the unmistakable Barbour look.
Was £119.00 Now £107.10

Cambert - BruinCambert - Bruin
Sale
Skechers
Cambert - Bruin
This ankle boot from Skechers is flexible, comfortable, water-resistant and perfect for everyday wear.
Was £95.00 Now £85.50
BreconBrecon
Sale
Orca Bay
Brecon
Orca Bay's chelsea style slip on boot.
Was £99.00 Now £89.10

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 £165.00 Now £148.50
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 £99.00 Now £89.10

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
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

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
1460514605
Sale
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.
Was £89.99 Now £80.99

Britton Road Waterproof ChukkaBritton Road Waterproof Chukka
Sale
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.
Was £160.00 Now £144.00
Alastair 17Alastair 17
Sale
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.
Was £95.00 Now £85.50

Alastair 17Alastair 17
Sale
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.
Was £95.00 Now £85.50
HectorHector
Sale
Barbour
Hector
From countryside adventures to city scapes, the Barbour Hector Derby Boots have been crafted with your comfort in mind. With a waterproof leather composition, this lace-up style is detailed with waxed cotton padding to the collar for added comfort and commando sole for stability underfoot.
Was £139.00 Now £125.10

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 £285.00 Now £256.50
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 £285.00 Now £256.50

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.
Was £249.00 Now £224.10
Euro Hiker MidEuro Hiker Mid
Sale
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.
Was £149.00 Now £134.10

RoehamptonRoehampton
Sale
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.
Was £289.00 Now £260.10
BonifacioBonifacio
Sale
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.
Was £110.00 Now £99.00

A9G34 MeroA9G34 Mero
Sale
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.
Was £110.00 Now £99.00
Earthkeepers 6 Inch BootEarthkeepers 6 Inch Boot
Sale
Timberland
Earthkeepers 6 Inch Boot
BACK AND BETTER THAN EVERThe most ambitious project this season involved bringing back a ruggedly handsome silhouette, and re-creating it with sustainable materials only. BASIC ELEMENTSFull-grain leather from eco-conscious tanneries, breathable linings made from 50% recycled plastic and repurposed rubber outsoles. NOTES ON STYLEThis eco-friendly pick toes the line between workwear and casual style....
Was £165.00 Now £148.50

Panther Comfort AOQ50Panther Comfort AOQ50
Sale
Bugatti Shoes
Panther Comfort AOQ50
Men's comfortable smart casual lace up ankle boot by Bugatti shoes.
Was £140.00 Now £126.00
Moab Adventure 3 Mid WaterproofMoab Adventure 3 Mid Waterproof
Sale
Merrell
Moab Adventure 3 Mid Waterproof
Get all-day comfort with the same out-of-the-box fit you expect from Moab. The Moab Adventure 3 Mid WP delivers a lifestyle look along with technical features such as a Vibram® TC5+ outsole and a Merrell waterproof membrane to keep you dry.
Was £135.00 Now £95.00

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 black leather upper Slip-on...
Was £85.00 Now £76.50
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 £85.00 Now £76.50

Muro 577 FlyMuro 577 Fly
Sale
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.
Was £129.00 Now £116.10
Muro 577 FlyMuro 577 Fly
Sale
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.
Was £129.00 Now £116.10
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