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.
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Blundstone Super 550 Series Boot
New!
Sale
Blundstone Super 550 Series Boot -Antique Brown Leather
New
Blundstone Super 550 Series Boot -Crazy Horse Leather
New
Blundstone Super 550 Series Boot -Black
Sale
Blundstone Super 550 Series Boot -Rustic Black
Sale
Blundstone Super 550 Series Boot -Rustic Brown
Sale
Blundstone Super 550 Series Boot -Rustic Brown/Brown Gore/Gum Sole
Sale
Blundstone Super 550 Series Boot -Walnut
Sale
Blundstone Super 550 Series Boot -Black/Red Gore/Red Sole
Blundstone Super 550 Series Boot -Brown Crazy Horse
Blundstone Super 550 Series Boot -Grizzly Brown Leather
Blundstone Super 550 Series Boot -Redwood
New
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
$135.95 - $199.95
$199.95 - $200.00 up to 32% off
Dr. Martens 2976 Chelsea Boot
New!
Sale
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 -Cherry Red Smooth Leather
Dr. Martens 2976 Chelsea Boot -Gaucho Crazy Horse
$144.95 - $145.00
Dr. Martens 101 6-Eye Boot
New!
Sale
Dr. Martens 101 6-Eye Boot -Black Brando Full Grain Waxy Leather
Sale
Dr. Martens 101 6-Eye Boot -Black Harvest Waxy Soft Leather
Sale
Dr. Martens 101 6-Eye Boot -Black Smooth
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 -White Smooth Leather
Sale
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
$73.97 - $139.95
$135.00 - $145.00 up to 45% 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
Skechers Folten Orego Mid Top (Men's)
New!
Sale
Skechers Folten Orego Mid Top(Men's) -Black
New
Skechers Folten Orego Mid Top(Men's) -Chocolate
New
Skechers Folten Orego Mid Top(Men's) -Dark Brown
New
$74.95 - $79.95
Clarks Bushacre Hill Chelsea Boot (Men's)
New!
Sale
Clarks Bushacre Hill Chelsea Boot(Men's) -Black Oily Nubuck
Sale
Clarks Bushacre Hill Chelsea Boot(Men's) -Beeswax Leather
$77.00 - $109.95
$110.00 up to 30% off
Wolverine Bedford Soft Toe Chelsea Boot (Men's)
New!
Sale
Wolverine Bedford Soft Toe Chelsea Boot(Men's) -Black Full Grain Leather
Sale
Wolverine Bedford Soft Toe Chelsea Boot(Men's) -Brown Full Grain Leather
Sale
$104.99
$115.00 9% off
Dr. Martens Hardy Chelsea Boot (Men's)
New!
Sale
Dr. Martens Hardy Chelsea Boot(Men's) -Black Temperley Analine Burnished Leather
Sale
Dr. Martens Hardy Chelsea Boot(Men's) -Butterscotch Orleans Textured Waxy Leather
Dr. Martens Hardy Chelsea Boot(Men's) -Gunmetal Orleans Textured Waxy Leather
$119.95 - $149.95
$150.00 - $165.00 up to 27% off
Dr. Martens Lyme Chelsea Boot (Men's)
New!
Sale
Dr. Martens Lyme Chelsea Boot(Men's) -Black Grizzly
Sale
Dr. Martens Lyme Chelsea Boot(Men's) -Dark Brown Grizzly
Sale
Dr. Martens Lyme Chelsea Boot(Men's) -Black Westfield Leather
Dr. Martens Lyme Chelsea Boot(Men's) -Tan Westfield Leather
$89.95 - $119.95
$120.00 up to 25% off
Deer Stags Award Chelsea Boot (Men's)
New!
Sale
Deer Stags Award Chelsea Boot(Men's) -Black Leather/Man Made
Sale
Deer Stags Award Chelsea Boot(Men's) -Dark Luggage Brown Leather/Man Made
Sale
$59.99
$80.00 25% off
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
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