Shop men’s Chelsea boots in sleek leather or rugged suede, with lug or slim soles, elastic-gore pulls, and looks ranging from dressy to everyday casual.
Men's Chelsea Boots
60+ stores, 120+ brands, 200+ products
American Eagle
Timberland Men's Redwood Falls Chelsea Boot
$140
ASOS
3.7 (3)
Walk London sean chunky chelsea boots in black leather
$117.15
DSW
4.9 (21)
Dr. Martens Hardie II Chelsea Boot - Men's
$114.99
Dillard's
Men's Hardie Chelsea Boots
$120
Madewell
4.4 (12)
Blundstone® Men's Classic Chelsea Boots
$210
Macy's
Men's Go-To Chelsea Boot 2.0
$250
Huckberry
Tramline Chelsea 917 Major Brown GTX
$250
Next
Tog 24 Black Highway Chelsea Boots
$190
Bluefly
Theory Leather Chelsea Boot
$239.99
Freenote Cloth
Red Wing Heritage Chelsea - Amber Harness 3190
$240
Timberland
Men's Britton Road Chelsea Boot
$160
TOMS
5.0 (6)
Griffin Brown Water Resistant Leather Boot
$125
Here are a range of men’s Chelsea boots—leather, suede, black/brown, plus a few water-resistant options.
Preferred material?
Leather
Suede
Waterproof/Water-Resistant
Main color?
Black
Brown
Tan
Grey
Use case?
Everyday casual
Office / dressier
Rainy weather
Lots of walking
Suggestions
Show me black leather Chelsea boots
I want something water-resistant for rain
I need a dressier Chelsea boot for work
Help me pick: what should I look for in a good Chelsea boot?