Men's Chelsea Boots
Men's Chelsea Boots
-60%
Woolrich
Suede Chelsea Booties with Carrion Sole size 39
£97.16
£242.91
GLAMOOD
AllSaints
Leather Skiff Chelsea Boots, Size: UK 10/US 11/EU 44 Grey
£199.00
AllSaints
-26%
Hush Puppies
Tyrone Leather MEMORY FOAM Mens - Brown - Size UK 10
£69.99
£95.00
Secret Sales
HUGO BOSS
Hugo Leather Chelsea Boot Black
£162.00
Balardi
-60%
Woolrich
Suede Chelsea Booties with Carrion Sole size 42,5
£97.16
£242.91
GLAMOOD
-33%
Base London
RANGER Mens Boots Brown - Size UK 9
£50.04
£75.00
Secret Sales
-45%
CAT
Mens Threshold Chelsea P726056 Bungee Cord Mens Boots - Brown - Size: 11
£66.50
£120.00
lovethesales
-24%
Cotswold
Mens Siddington Leather Goodyear Welt Boot - Black - Size 12 (UK Shoe)
£83.16
£109.99
Secret Sales
-55%
Dsquared2
Leather URBAN Chelsea Booties with Carrion Sole size 41
£341.59
£759.10
GLAMOOD
-48%
Hunter
Refined Mens Black Chelsea Boots Rubber - Size UK 10
£62.49
£119.99
Secret Sales
-8%
Hard Yakka
Outback Safety Boots Mens - Black - Size UK 11
£100.95
£109.99
Secret Sales
-60%
Woolrich
Suede Chelsea Booties with Carrion Sole size 39
£97.16
£242.91
GLAMOOD
-23%
Hunter
Commando Rubber Mens Dark Olive Wellington Boots - Green - Size UK 12
£105.31
£137.00
Secret Sales
-36%
Churchs
Mcentyre Lw Brown Ebony Chelsea Boots
£628.00
£987.00
Balardi
Tod's
pre-owned leather Chelsea boots - Brown
£363.00
FARFETCH
Dr. Martens
Boots Black
£205.00
Balardi
Dr. Martens
Mens Dr. Martens 2976 YS Crazy Horse Mens Brown Boots - Size: 9.5
£170.00
lovethesales
-33%
Santoni
Easy Leather Boot Black
£502.00
£754.00
Balardi
-50%
Calvin Klein
Suede Chelsea Boots Brown
£75.00
£150.00
Calvin Klein
Clarks
Solsbury Easy Mens Chelsea Boots Brown
£119.99
Amazon
Canada Goose
Pender padded snow boots Black
£475.00
Mytheresa
-60%
Jil Sander
Leather Chelsea Booties with Chain Detail size 40
£517.05
£1,292.63
GLAMOOD
UGG
Mens Chelsea Lug Fashion Boot, Chestnut, 10 UK Brown
£150.99
Amazon
Barbour
Mens Nimbus Mens Wellingtons - Black - Size: 12
£69.95
lovethesales
-55%
Moorer
Suede BORGONI Chelsea Booties size 40
£245.95
£546.55
GLAMOOD
Ermenegildo Zegna
Leather Chelsea boots Black
£1,330.00
Mytheresa
Red Wing Shoes
Heritage boots - Brown
£340.00
FARFETCH
-40%
Ami
Burgundy Leather Anatomical Toe Chelsea Boots Red - 41 - for Men
£306.00
£510.00
Ami Paris
Gucci
Horsebit suede ankle boots Green
£875.00
Mytheresa
Dr. Martens
Boots Red
£205.00
Balardi
-32%
HUGO BOSS
Mens BOSS Orange Calev_Cheb_sdfb Mens Shoes - Dark Blue 401 - Navy - Size: 11
£155.15
£229.00
lovethesales
Clarks
Mens Clarkridge Top Suede Brown Boots 11 UK
£129.99
Amazon
-12%
Dr. Martens
Chelsea Boots, male, Black, 6 UK, 2976 Chelsea Boot
£152.35
£174.00
Miinto
Loake
Mens McBride Mens Chelsea Boots - Brown - Size: 10.5
£219.00
lovethesales
-29%
Oliver Sweeney
Chaves Mens Leather Derby Boots - Dark Brown - Size UK 9
£197.60
£279.00
Secret Sales
Geox
Mens U Tiberio A Mens Boots - Black - Size: 11
£160.00
lovethesales
-55%
Diesel
Chelsea Boots, male, Brown, 10 UK, Chelsea Boot
£135.72
£302.76
Miinto
UGG
Chelsea Lug Leather boots Black
£191.36
Amazon
Hush Puppies
Diego Chelsea Boot Black
£100.00
Debenhams
UGG
Chelsea Lug Boot Brown
£158.00
Balardi
-27%
Marsèll
Accomoda leather Chelsea boots - Green
£536.00
£737.00
FARFETCH
-41%
HUGO BOSS
Mens BOSS Orange Calev_Cheb_sdfb Mens Shoes - Medium Beige 260 - Tan - Size: 8 Brown
£134.54
£229.00
lovethesales
-7%
Cult
FOOTWEAR - Ankle boots on YOOX.COM Black
£93.00
£100.00
Yoox.com
-10%
Timberland
Mens Timberland Britton Road Chelsea Boot - Brown - Size: 10
£144.00
£160.00
lovethesales
-32%
Dr. Martens
Chelsea Boots, male, Black, 3 UK, 2976 Ambassador Soft Leather Chelsea Boots
£135.72
£200.02
Miinto
-53%
CAT
Mens Practitioner P725407 Chelsea Black Mens Boots - Size: 10
£57.00
£120.00
lovethesales
Moncler
Peak City leather ankle boots Black
£725.00
Mytheresa
Clarks
Solsbury Easy Mens Chelsea Boots Brown
£119.99
Amazon
-25%
Windsor Smith
Mens Windsorsmith Black Leather Casual Chelsea Boots - Beau - Size UK 10
£119.99
£159.99
Secret Sales
Dune London
Created Leather Chelsea Boots Black
£150.00
Debenhams
Hush Puppies
Jenson Chelsea Boot Brown
£125.00
Debenhams
Simon Carter
Clover Chelsea Boots Brown
£113.50
Debenhams
base
Mens Sussex Mens Chelsea Boots - Brown - Size: 10
£79.99
lovethesales
-23%
Rieker
Mens Lenny Mens Chelsea Boots - Brown - Size: 10.5
£69.00
£89.99
lovethesales
base
Mens Sussex Mens Chelsea Boots - Black - Size: 10
£79.99
lovethesales
-33%
Dune London
Caused Leather Chelsea Boots Black
£100.00
£150.00
Debenhams
-15%
Timberland
Chelsea Boots, male, Brown, 7 UK, Classic Chelsea Boots for Men
£125.72
£147.90
Miinto
-25%
Bugatti
Mens Bertie Mens Chelsea Boots - Brown - Size: 12
£75.00
£99.95
lovethesales
Dune London
Chelty Suede Chelsea Boots Grey
£130.00
Debenhams
Rieker
Mens Dallas Mens Chelsea Boots - Brown - Size: 10.5
£89.99
lovethesales
Dune London
Mandatory Suede Chelsea Boots Brown
£120.00
Debenhams
-10%
Timberland
Mens Timberland Britton Road Chelsea Boot - Black - Size: 10
£144.00
£160.00
lovethesales
Ferragamo
Iago leather chelsea boots - Black
£815.00
FARFETCH
Tod's
Tods Boots Black
£708.00
Balardi
Blundstone
562 Leather Unisex Slip On Boots - Crazy Horse - Size:UK 10.5
£166.52
Legend Footwear
-30%
Brunello Cucinelli
Leather-trimmed ankle boots Blue
£840.00
£1,200.00
Mytheresa
-17%
Hogan
H Stripe Chelsea Boot Black
£374.00
£453.00
Balardi
Dune London
Mandatory Suede Chelsea Boots Brown
£120.00
Debenhams
Tod's
Tods Boots Black
£582.00
Balardi
-44%
Dolce & Gabbana
Ankle Boot Shoes Black
£489.00
£871.00
Baltini
-8%
Giuliano Galiano
Chelsea Boots, male, Black, 9 UK, Metis Chelsea Boot
£236.12
£256.65
Miinto
Dr. Martens
Chelsea Maybole Boot Red
£183.00
Balardi
Chelsea Boots
Chelsea boots are a timeless wardrobe staple that typically have a top line near the ankle and elastic gores at the sides to easily slip on and off. Perfect for dressing in a hurry, Chelsea boots for men add a polished look to slacks or trousers for the office. Pull on a pair of Chelsea boots with jeans for a more dressed-up casual ensemble. Find great options in Chelsea boots for men on Stylight.
London Calling: Stylish Ways to Wear your Chelsea Boots
With a sleek body, short shaft and an elastic panel Chelsea boots are iconic. Born in the Victorian era, this dress boot made history in the 60s as a Brit style staple and has stuck around ever since. Now these boots embody class as well as comfort and can be incorporated into any style from formal to rocker-centric attire.
We’ve broken down the styles of this wear with anything boot that inspire our favorite menswear looks.
The Mod Squad
Quintessentially British, the Chelsea boot was popularized by the rise of London’s hyper-stylish Mods and made iconic by the Brits legendary boy band the Beatles. Get the look when you boot up and suit up into a slim silhouette that speaks to swinging 60s style. A well-cut suit in gray or navy blue and a skinny tie will pair perfectly with a slender Chelsea boot that features a barely there sole and Cuban stacked heel.
Rock n’ Roll Rebels
Let these smooth boots take a walk on the wild side when you bring them from their sophisticated origins into rough and tumble territory. While the Mods may have not mixed well with Rockers, these boots strike a serious cord with classic biker jackets and skinny jeans. Turn up the volume on a pair of black patent boots with heavy metal details, like studs and buckles.
Kickin’ it Country
A blank canvas that can go from sleek to sturdy, Chelsea boots aren’t just reserved for the eccentric English style. Hop over the pond for an American take on this Brit boot. In a soft brown suede, this sturdy boot feels like a pair of cowboy kicks. Wear them with your wranglers and a denim shirt for country style that won’t feel like a costume.
Whether your style is Mod or masculine, these boots can keep up with anything in your closet. Boot up into a pair that is sure to elevate your style.
Pull on a pair of Chelsea boots for a style that sings your tune.
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