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Mens Chelsea Boots

Looking for a pair of men's Chelsea boots for the fall and winter seasons? With all colors and sizes and variety of styles and features, we have the best collection of fashionable Chelsea boots for men. Choose from brands like Dr. Martens, Keen, Timberland and Born. With our top brands and low prices, you're sure to find the ideal pair of men's Chelsea boots.
Blundstone Original 500 Series Boot
New!
Sale
Blundstone Original 500 Series Boot -Brown/Multi
Blundstone Original 500 Series Boot -Stout Brown/Burnt Orange
Sale
Blundstone Original 500 Series Boot -Black
Blundstone Original 500 Series Boot -Stout Brown
Blundstone Original 500 Series Boot -Stout Brown/Blue Gore Leather
Blundstone Original 500 Series Boot -Stout Brown/Olive Gore
$156.99 - $179.95
$174.95 - $179.95 up to 10% off
Dr. Martens 2976 Chelsea Boot
New!
Sale
Dr. Martens 2976 Chelsea Boot -Black Snowplow Water-Resistant
New
Dr. Martens 2976 Chelsea Boot -Cocoa Snowplow Water-Resistant
New
Dr. Martens 2976 Chelsea Boot -Black Carpathian
Dr. Martens 2976 Chelsea Boot -Black Felix Rub Off Vegan
Dr. Martens 2976 Chelsea Boot -Black Inuck
Dr. Martens 2976 Chelsea Boot -Black Smooth
Dr. Martens 2976 Chelsea Boot -Black Smooth Leather
Dr. Martens 2976 Chelsea Boot -Cherry Red Bush
Dr. Martens 2976 Chelsea Boot -Cherry Red Smooth
Dr. Martens 2976 Chelsea Boot -Gaucho Crazy Horse
$144.95 - $154.95
Blundstone Super 550 Series Boot
New!
Sale
Blundstone Super 550 Series Boot -Antique Brown Leather
New
Blundstone Super 550 Series Boot -Black
Sale
Blundstone Super 550 Series Boot -Brown Crazy Horse
Sale
Blundstone Super 550 Series Boot -Rustic Black
Sale
Blundstone Super 550 Series Boot -Rustic Brown
Sale
Blundstone Super 550 Series Boot -Walnut
Sale
Blundstone Super 550 Series Boot -Black/Red Gore/Red Sole
Blundstone Super 550 Series Boot -Crazy Horse Leather
Blundstone Super 550 Series Boot -Grizzly Brown Leather
Blundstone Super 550 Series Boot -Redwood
Blundstone Super 550 Series Boot -Rustic Black Brogue Leather
Blundstone Super 550 Series Boot -Rustic Brown Brogue Leather
Blundstone Super 550 Series Boot -Steel Grey Leather
Blundstone Super 550 Series Boot -Stout Brown/Olive
$179.99 - $199.95
$199.95 up to 10% off
Dr. Martens 101 6-Eye Boot
New!
Sale
Dr. Martens 101 6-Eye Boot -Black Smooth Leather/Chelsea Zip-Up
Sale
Dr. Martens 101 6-Eye Boot -Cherry Red Smooth
Sale
Dr. Martens 101 6-Eye Boot -Black Harvest Waxy Soft Leather
Dr. Martens 101 6-Eye Boot -Black Smooth Standard Leather
Dr. Martens 101 6-Eye Boot -Black Vintage Smooth Leather
Dr. Martens 101 6-Eye Boot -Cherry Red Smooth Standard Leather
Dr. Martens 101 6-Eye Boot -Oxblood Vintage Smooth Leather
Dr. Martens 101 6-Eye Boot -Tan Harvest Waxy Soft Leather
$49.97 - $139.95
$135.00 - $145.00 up to 66% off
Clarks Clarkdale Gobi Chelsea Boot (Men's)
New!
Sale
Clarks Clarkdale Gobi Chelsea Boot(Men's) -Dark Tan Suede
New
Clarks Clarkdale Gobi Chelsea Boot(Men's) -Grey Suede
Sale
Clarks Clarkdale Gobi Chelsea Boot(Men's) -Dark Brown Suede
Clarks Clarkdale Gobi Chelsea Boot(Men's) -Olive Suede
$152.99 - $169.95
$170.00 up to 10% off
ECCO Turn GORE-TEX Chelsea Boot (Men's)
New!
Sale
ECCO Turn GORE-TEX Chelsea Boot(Men's) -Mocha Cow Oil Nubuck
Sale
$206.99
$230.00 10% off
Dr. Martens Work Fellside SD Chelsea Boot (Men's)
New!
Sale
Dr. Martens Work Fellside SD Chelsea Boot(Men's) -Bark Industrial Bear Tumbled Leather
Sale
Dr. Martens Work Fellside SD Chelsea Boot(Men's) -Black Industrial Full Grain Leather
Sale
$129.95
$140.00 7% off
Blundstone Dress Series Boot
New!
Sale
Blundstone Dress Series Boot -Black
Blundstone Dress Series Boot -Brown
Blundstone Dress Series Boot -Brown Crazy Horse
Blundstone Dress Series Boot -Rustic Black
Blundstone Dress Series Boot -Rustic Brown
$184.95
Clarks Bushacre Hill Chelsea Boot (Men's)
New!
Sale
Clarks Bushacre Hill Chelsea Boot(Men's) -Beeswax Leather
Sale
Clarks Bushacre Hill Chelsea Boot(Men's) -Black Oily Nubuck
Sale
Clarks Bushacre Hill Chelsea Boot(Men's) -Tan Suede
Sale
$98.99
$110.00 10% off
Naot Business Chelsea Boot (Men's)
New!
Sale
Naot Business Chelsea Boot(Men's) -Black Raven Leather/Black Crackle Leather
Naot Business Chelsea Boot(Men's) -French Roast Leather/Saddle Brown Leather
$209.95
Dr. Martens Grayson Chelsea Boot
New!
Sale
Dr. Martens Grayson Chelsea Boot -Black Temperley Analine Burnished Leather
Dr. Martens Grayson Chelsea Boot -Cherry Red Temperley Analine Burnished Leather
$129.95
Skechers Relaxed Fit Rolden Warton Chelsea Boot (Men's)
New!
Sale
Skechers Relaxed Fit Rolden Warton Chelsea Boot(Men's) -Black
Sale
Skechers Relaxed Fit Rolden Warton Chelsea Boot(Men's) -Dark Brown
Sale
$74.95 - $78.95
$85.00 up to 12% off
Skechers Relaxed Fit Molton Gaveno Chelsea Boot (Men's)
New!
Sale
Skechers Relaxed Fit Molton Gaveno Chelsea Boot(Men's) -Black
Sale
Skechers Relaxed Fit Molton Gaveno Chelsea Boot(Men's) -Brown
Sale
$91.45
$105.00 13% off
Blundstone Thermal Series Boot
New!
Sale
Blundstone Thermal Series Boot -Black Leather
Blundstone Thermal Series Boot -Rustic Brown
$214.95
Clarks Hinman Chelsea Boot (Men's)
New!
Sale
Clarks Hinman Chelsea Boot(Men's) -Dark Tan Suede
Sale
Clarks Hinman Chelsea Boot(Men's) -Dark Taupe Suede
Sale
$93.99 - $98.99
$110.00 up to 15% off
Ariat Midtown Rambler Chelsea Boot (Men's)
New!
Sale
Ariat Midtown Rambler Chelsea Boot(Men's) -Barn Brown Leather
Sale
$129.95
$139.95 7% off
Genuine Grip Footwear Slip-Resistant Twin Gore Boot (Men's)
New!
Sale
Genuine Grip Footwear Slip-Resistant Twin Gore Boot(Men's) -Black Leather
Sale
$58.50
$76.00 23% off
Ariat Recon Mid Chelsea Boot (Men's)
New!
Sale
Ariat Recon Mid Chelsea Boot(Men's) -Golden Grizzly Full Grain Leather
Sale
$129.95
$139.95 7% off
Nunn Bush Otis Plain Toe Chelsea Boot (Men's)
New!
Sale
Nunn Bush Otis Plain Toe Chelsea Boot(Men's) -Black Tumble Leather
Sale
Nunn Bush Otis Plain Toe Chelsea Boot(Men's) -Rust Leather
Sale
Nunn Bush Otis Plain Toe Chelsea Boot(Men's) -Tan Chamois Leather
Sale
$75.95
$95.00 20% off
Coach Chelsea Boot (Men's)
New!
Sale
Coach Chelsea Boot(Men's) -Olive Suede
New
$295.00