Phone
    Call
    1 (888) 200 - 8414
    Mon - Fri: 8:00 AM - Midnight ET
    Sat - Sun: 8:00 AM - 11:00 PM ET

    Mens Casual Chelsea Boots

    1-36 of 75 results
     1 2 3 
    Sort by
    Display
    Blundstone Super 550 Series Boot
    New!
    Sale
    Blundstone Super 550 Series Boot -Black
    Sale
    Blundstone Super 550 Series Boot -Black/Red Gore/Red Sole
    Sale
    Blundstone Super 550 Series Boot -Brown Crazy Horse
    Sale
    Blundstone Super 550 Series Boot -Grizzly Brown Leather
    Sale
    Blundstone Super 550 Series Boot -Rustic Black
    Sale
    Blundstone Super 550 Series Boot -Rustic Black Brogue Leather
    Sale
    Blundstone Super 550 Series Boot -Rustic Brown Brogue Leather
    Sale
    Blundstone Super 550 Series Boot -Rustic Brown/Brown Gore/Gum Sole
    Sale
    Blundstone Super 550 Series Boot -Steel Grey Leather
    Sale
    Blundstone Super 550 Series Boot -Steel Grey/Black Gore
    Sale
    Blundstone Super 550 Series Boot -Stout Brown/Olive
    Sale
    Blundstone Super 550 Series Boot -Walnut
    Sale
    Blundstone Super 550 Series Boot -Rustic Brown
    $135.95 - $194.95
    $194.95 up to 30% off
    Dr. Martens 2976 Chelsea Boot
    New!
    Sale
    Dr. Martens 2976 Chelsea Boot -Black Smooth
    Sale
    Dr. Martens 2976 Chelsea Boot -Charro/Dark Brown Brando/Hi Suede Waterproof
    Sale
    Dr. Martens 2976 Chelsea Boot -Cherry Red Antique Temperley
    Sale
    Dr. Martens 2976 Chelsea Boot -Cherry Red Smooth
    Sale
    Dr. Martens 2976 Chelsea Boot -Navy Antique Temperley
    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 Leather
    Dr. Martens 2976 Chelsea Boot -Cherry Red Bush
    Dr. Martens 2976 Chelsea Boot -Cherry Red Smooth Leather
    Dr. Martens 2976 Chelsea Boot -Gaucho Crazy Horse
    $105.00 - $144.95
    $145.00 up to 28% off
    Dr. Martens 101 6-Eye Boot
    New!
    Sale
    Dr. Martens 101 6-Eye Boot -Black Brando Full Grain Waxy Leather
    Dr. Martens 101 6-Eye Boot -Black Smooth
    Dr. Martens 101 6-Eye Boot -Black Vintage Smooth Leather
    Dr. Martens 101 6-Eye Boot -Cherry Red Smooth
    Dr. Martens 101 6-Eye Boot -Oxblood Brando Full Grain Waxy Leather
    Dr. Martens 101 6-Eye Boot -Oxblood Vintage Smooth Leather
    Dr. Martens 101 6-Eye Boot -Smokethorn Brando Full Grain Waxy Leather
    Dr. Martens 101 6-Eye Boot -White Smooth Leather
    $129.95 - $134.95
    Blundstone Dress Series Boot
    New!
    Sale
    Blundstone Dress Series Boot -Black
    Sale
    Blundstone Dress Series Boot -Brown
    Sale
    Blundstone Dress Series Boot -Brown Crazy Horse
    Sale
    Blundstone Dress Series Boot -Burgundy
    Sale
    Blundstone Dress Series Boot -Grizzly Brown Leather
    Sale
    Blundstone Dress Series Boot -Rustic Black
    Sale
    Blundstone Dress Series Boot -Rustic Brown
    Sale
    $125.95 - $134.95
    $179.95 up to 30% off
    Arche Zorak Nubuck Leather Chelsea Bootie (Men's)
    New!
    Sale
    Arche Zorak Nubuck Leather Chelsea Bootie(Men's) -Arock Nubuck
    Sale
    Arche Zorak Nubuck Leather Chelsea Bootie(Men's) -Noir Nubuck
    Sale
    $357.00
    $595.00 40% off
    Blundstone Thermal Series Boot
    New!
    Sale
    Blundstone Thermal Series Boot -Black Leather
    Sale
    Blundstone Thermal Series Boot -Rustic Brown
    Sale
    $156.95
    $209.95 25% off
    Blundstone #490 Soft Toe Chelsea Boot (Men's)
    New!
    Sale
    Blundstone #490 Soft Toe Chelsea Boot(Men's) -Stout Brown Leather
    Sale
    $115.95
    $154.95 25% off
    Clarks Hinman Chelsea Boot (Men's)
    New!
    Sale
    Clarks Hinman Chelsea Boot(Men's) -Black Leather
    Sale
    Clarks Hinman Chelsea Boot(Men's) -Dark Tan Suede
    Sale
    $93.50
    $110.00 15% off
    Cole Haan Grantland Waterproof Chelsea Boot (Men's)
    New!
    Sale
    Cole Haan Grantland Waterproof Chelsea Boot(Men's) -Black Waterproof Leather
    Sale
    Cole Haan Grantland Waterproof Chelsea Boot(Men's) -Burnt Chili Waterproof Leather
    Sale
    Cole Haan Grantland Waterproof Chelsea Boot(Men's) -Woodbury Waterproof Leather
    Sale
    $180.95
    $240.00 25% off
    Sorel Madson Chelsea Waterproof Boot (Men's)
    New!
    Sale
    Sorel Madson Chelsea Waterproof Boot(Men's) -Black/Black Full Grain Leather
    Sale
    Sorel Madson Chelsea Waterproof Boot(Men's) -Tobacco/Black Full Grain Leather
    Sale
    $120.00
    $160.00 25% off
    Rockport Wynstin Chelsea Boot (Men's)
    New!
    Sale
    Rockport Wynstin Chelsea Boot(Men's) -Black Leather
    Sale
    Rockport Wynstin Chelsea Boot(Men's) -Dark Bitter Chocolate Leather
    Sale
    Rockport Wynstin Chelsea Boot(Men's) -Tobacco Leather
    Sale
    $92.95
    $130.00 28% off
    Clarks Clarkdale Gobi Chelsea Boot (Men's)
    New!
    Sale
    Clarks Clarkdale Gobi Chelsea Boot(Men's) -Black Suede
    Sale
    Clarks Clarkdale Gobi Chelsea Boot(Men's) -Dark Brown Suede
    Clarks Clarkdale Gobi Chelsea Boot(Men's) -Olive Suede
    $144.50 - $169.95
    $170.00 up to 15% off
    Nunn Bush Hartley Chelsea Boot (Men's)
    New!
    Sale
    Nunn Bush Hartley Chelsea Boot(Men's) -Black Leather
    Sale
    Nunn Bush Hartley Chelsea Boot(Men's) -Brown Leather
    Sale
    Nunn Bush Hartley Chelsea Boot(Men's) -Cognac Leather
    Sale
    $66.50
    $95.00 30% off
    Dr. Martens Wilde Low Chelsea Boot (Men's)
    New!
    Sale
    Dr. Martens Wilde Low Chelsea Boot(Men's) -Black Wax Polished Smooth
    Sale
    Dr. Martens Wilde Low Chelsea Boot(Men's) -Cherry Red Antique Temperley
    Sale
    Dr. Martens Wilde Low Chelsea Boot(Men's) -Oak Temperley
    Sale
    $108.95 - $115.95
    $145.00 up to 25% off
    Bearpaw Marcus Chelsea Boot (Men's)
    New!
    Sale
    Bearpaw Marcus Chelsea Boot(Men's) -Black II Suede
    Sale
    Bearpaw Marcus Chelsea Boot(Men's) -Hickory II Suede
    Sale
    $48.95
    $69.99 30% off
    Sperry Top-Sider Gold Crepe Chelsea Boot (Men's)
    New!
    Sale
    Sperry Top-Sider Gold Crepe Chelsea Boot(Men's) -Black Full Grain Leather
    Sale
    Sperry Top-Sider Gold Crepe Chelsea Boot(Men's) -Dark Snuff Suede
    Sale
    Sperry Top-Sider Gold Crepe Chelsea Boot(Men's) -Sand Suede
    Sale
    $153.95
    $219.95 30% off
    Dr. Martens Lyme Chelsea Boot (Men's)
    New!
    Sale
    Dr. Martens Lyme Chelsea Boot(Men's) -Black Slippery Waterproof Nubuck Leather
    Sale
    Dr. Martens Lyme Chelsea Boot(Men's) -Navy Bronx Suede
    Sale
    Dr. Martens Lyme Chelsea Boot(Men's) -Black Grizzly
    Dr. Martens Lyme Chelsea Boot(Men's) -Dark Brown Grizzly
    Dr. Martens Lyme Chelsea Boot(Men's) -Tan Slippery Waterproof Nubuck Leather
    $87.95 - $119.95
    $110.00 - $120.00 up to 20% off
    Clarks Bushacre Hill Chelsea Boot (Men's)
    New!
    Sale
    Clarks Bushacre Hill Chelsea Boot(Men's) -Black Oily Nubuck
    Sale
    $93.50
    $110.00 15% off
    Sorel Cheyanne II Chelsea Winter Boot (Men's)
    New!
    Sale
    Sorel Cheyanne II Chelsea Winter Boot(Men's) -Black/Dark Grey Full Grain Leather
    Sale
    Sorel Cheyanne II Chelsea Winter Boot(Men's) -Elk/Black Full Grain Leather
    Sale
    Sorel Cheyanne II Chelsea Winter Boot(Men's) -Umber/Buffalo Full Grain Leather
    Sale
    $105.00
    $140.00 25% off
    Sperry Top-Sider Wahoo Chelsea Boot (Men's)
    New!
    Sale
    Sperry Top-Sider Wahoo Chelsea Boot(Men's) -Noce Suede
    Sale
    $66.95
    $74.95 11% off
    ECCO Turn GORE-TEX Chelsea Boot (Men's)
    New!
    Sale
    ECCO Turn GORE-TEX Chelsea Boot(Men's) -Mocha Cow Oil Nubuck
    Sale
    $206.95
    $230.00 10% off