Men's Chelsea & Ankle Boots

Pair of mahogany leather Chelsea ankle boots with elastic side panels, pull tabs and leather soles on a light background Mahogany leather Chelsea boots with elastic side panels and rugged soles shown from the side
Walnut Walnut Cigar Cigar Chestnut Chestnut

Kerry Men's Leather Soled Chelsea Boot - Mahogany

$399
$399

The Dubarry Kerry Chelsea boot is a traditionally crafted leather

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Mens Old Rum leather Chelsea ankle boots with GORE TEX Product Technology and durable Duo compound PU and rubber soles Mens Old Rum leather Chelsea ankle boots with GORE TEX footwear technology and durable PU and rubber soles
Black Black Mahogany Mahogany Java Java Walnut Walnut

Antrim Mens Ankle Boot - Old Rum

$329
$329

Men's Chelsea boot, GORE-TEX lined, waterproof and durable. Made

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Pair of mens cigar leather Chelsea ankle boots with pull tabs and sturdy soles for country wear outdoor pursuits and dog walking Man wearing cigar leather Chelsea boots with navy trousers and a teal zip vest in a studio setting
Mahogany Mahogany Walnut Walnut Chestnut Chestnut

Kerry Men's Leather Soled Chelsea Boot - Cigar

$399
$399

The Dubarry Kerry Chelsea boot is a traditionally crafted leather

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Mens walnut leather Chelsea country boots with pull tabs and durable compound soles Man wearing walnut leather Chelsea ankle boots with durable compound soles while stepping from a vehicle in a country setting
Black Black Old Rum Old Rum Mahogany Mahogany Java Java

Antrim Mens Ankle Boot - Walnut

$329
$329

Men's Chelsea boot, GORE-TEX lined, waterproof and durable. Made

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Walnut leather Chelsea boots with elastic side panels and pull tabs shown as a pair Walnut leather Chelsea boots with elastic side panels and durable soles one boot upright and the other resting on its side
Mahogany Mahogany Cigar Cigar Chestnut Chestnut

Kerry Men's Leather Soled Chelsea Boot - Walnut

$399
$399

The Dubarry Kerry Chelsea boot is a traditionally crafted leather

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Pair of black leather Chelsea ankle boots with pull tabs and durable lugged soles for mens country wear and outdoor use Mens black leather Chelsea ankle boots with pull tabs and durable duo compound PU and rubber soles shown from the side and underneath
Old Rum Old Rum Mahogany Mahogany Java Java Walnut Walnut

Antrim Mens Ankle Boot - Black

$329
$329

Men's Chelsea boot, GORE-TEX lined, waterproof and durable. Made

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Pair of mens mahogany leather Chelsea ankle boots with pull tabs and durable compound soles for comfortable country walks Mahogany leather Chelsea ankle boots for men with elastic side panels pull tabs and durable dual compound PU and rubber soles
Black Black Old Rum Old Rum Java Java Walnut Walnut

Antrim Mens Ankle Boot - Mahogany

$329
$329

Men's Chelsea boot, GORE-TEX lined, waterproof and durable. Made

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Walnut leather mens ankle boots with elastic side panels, pull tabs and rugged hand built soles, shown as a pair for country wear Walnut leather ankle boots with elastic side panels and rugged soles featuring a waterproof and breathable GORE TEX lining
Mahogany Mahogany

Offaly Mens Ankle Boot - Walnut

$449
$449

This side-gusset men's Chelsea boot is made from DryFast-DrySoft

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Walnut men's leather ankle boots with lace-up fronts and rugged soles shown as a pair for country wear Walnut leather mens country ankle boots with lace up fronts and rugged lug soles shown from the side and underneath
Brown Brown Mahogany Mahogany

Laois Men's Lace Up Ankle Boot - Walnut

$469
$469

Men's 7-eye laced ankle boot made from DryFast-DrySoft leather™️

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Mens Java leather ankle boots with blue elastic side panels and durable rugged soles for country wear Man wearing Java leather ankle boots with durable country boot soles and a brown quilted jacket for outdoor country wear
Black Black Old Rum Old Rum Mahogany Mahogany Walnut Walnut

Antrim Mens Ankle Boot - Java

$329
$329

Men's Chelsea boot, GORE-TEX lined, waterproof and durable. Made

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Pair of mahogany men's leather ankle boots with lace fastenings and rugged soles for waterproof country wear Man wearing mahogany waterproof country boots with an olive coat and jeans
Brown Brown Walnut Walnut

Laois Men's Ankle Boot - Mahogany

$469
$469

Men's 7-eye laced ankle boot made from DryFast-DrySoft leather™️

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Brown leather Chelsea boots for men with elastic side panels, pull tabs and grippy rubber soles on a light background Brown leather Chelsea boots with elastic side panels worn with corduroy trousers while standing on a mossy rock outdoors
Tan Tan

Kells Men's Chelsea Boot - Brown

$399
$399

The Kells is a versatile Chelsea Boot made in top quality leather

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A Chelsea boot should look sharp and handle whatever the day throws at it. Ours do both. Built in water-resistant DryFast-DrySoft™ leather and suede, with GORE-TEX® linings and thermal footbeds on selected styles, they are made for cold mornings, long drives and everything in between.

The leather-soled Kerry brings a refined finish for town and tailoring, while the GORE-TEX® lined Antrim adds a rubber sole and full waterproof protection for wetter ground. Both pull on in seconds and wear in beautifully.

For a laced alternative, explore our men’s country boots, or browse men’s boat shoes for warmer days.