Phone
    Call
    1 (888) 200 - 8414
    Mon - Fri: 8:00 AM - Midnight ET
    Sat - Sun: 8:00 AM - 11:00 PM ET
    FREE shipping and FREE exchanges. every day. no minimum.
    0 Cart
    Loading...
    Your cart is currently unavailable
    Loading...
    Advanced search is currently unavailable

    Mens Chelsea Boots

    1-36 of 81 results
     1 2 3 
    Sort by
    Display
    Blundstone Super 550 Series Boot
    Blundstone Super 550 Series Boot
    Blundstone Super 550 Series Boot
    Blundstone Super 550 Series Boot
    Blundstone Super 550 Series Boot
    Blundstone Super 550 Series Boot
    Blundstone Super 550 Series Boot
    Blundstone Super 550 Series Boot
    Blundstone Super 550 Series Boot
    Blundstone Super 550 Series Boot
    Blundstone Super 550 Series Boot
    Blundstone Super 550 Series Boot
    Blundstone Super 550 Series Boot
    New!
    Sale
    Blundstone Super 550 Series Boot -
Black
    Blundstone Super 550 Series Boot -
Black/Red Gore/Red Sole
    Blundstone Super 550 Series Boot -
Brown Crazy Horse
    Blundstone Super 550 Series Boot -
Burgundy
    Blundstone Super 550 Series Boot -
Moss/Olive Suede
    Blundstone Super 550 Series Boot -
Navy
    Blundstone Super 550 Series Boot -
Rustic Black
    Blundstone Super 550 Series Boot -
Rustic Brown
    Blundstone Super 550 Series Boot -
Rustic Brown/Brown Gore/Gum Sole
    Blundstone Super 550 Series Boot -
Steel Grey/Black Gore
    Blundstone Super 550 Series Boot -
Stout Brown/Olive
    Blundstone Super 550 Series Boot -
Walnut
    $179.95
    Dr. Martens 2976 Chelsea Boot
    Dr. Martens 2976 Chelsea Boot
    Dr. Martens 2976 Chelsea Boot
    Dr. Martens 2976 Chelsea Boot
    Dr. Martens 2976 Chelsea Boot
    Dr. Martens 2976 Chelsea Boot
    Dr. Martens 2976 Chelsea Boot
    Dr. Martens 2976 Chelsea Boot
    Dr. Martens 2976 Chelsea Boot
    New!
    Sale
    Dr. Martens 2976 Chelsea Boot -
Black Carpathian
    New
    Dr. Martens 2976 Chelsea Boot -
Gaucho Crazy Horse
    New
    Dr. Martens 2976 Chelsea Boot -
Navy Waterproof Hi Suede
    Sale
    Dr. Martens 2976 Chelsea Boot -
Aztec Rugged Crazy Horse
    Dr. Martens 2976 Chelsea Boot -
Black Inuck
    Dr. Martens 2976 Chelsea Boot -
Black Smooth
    Dr. Martens 2976 Chelsea Boot -
Cherry Red Smooth
    Dr. Martens 2976 Chelsea Boot -
Tan Carpathian
    New
    $99.95 - $144.95
    $130.00 - $145.00 up to 26% off
    Dr. Martens Wilde Low Chelsea Boot (Men's)
    Dr. Martens Wilde Low Chelsea Boot (Men's)
    Dr. Martens Wilde Low Chelsea Boot (Men's)
    Dr. Martens Wilde Low Chelsea Boot (Men's)
    New!
    Sale
    Dr. Martens Wilde Low Chelsea Boot(
Men's) -
Black Wax Polished Smooth
    Dr. Martens Wilde Low Chelsea Boot(
Men's) -
Cherry Red Antique Temperley
    Dr. Martens Wilde Low Chelsea Boot(
Men's) -
Oak Temperley
    $144.95
    Blundstone Original 500 Series Boot
    Blundstone Original 500 Series Boot
    Blundstone Original 500 Series Boot
    Blundstone Original 500 Series Boot
    Blundstone Original 500 Series Boot
    Blundstone Original 500 Series Boot
    Blundstone Original 500 Series Boot
    Blundstone Original 500 Series Boot
    New!
    Sale
    Blundstone Original 500 Series Boot -
Black
    Blundstone Original 500 Series Boot -
Black/Grey Gore
    Blundstone Original 500 Series Boot -
Brown/Multi
    Blundstone Original 500 Series Boot -
Stout Brown
    Blundstone Original 500 Series Boot -
Stout Brown/Burnt Orange
    Blundstone Original 500 Series Boot -
Stout Brown/Olive Gore
    Blundstone Original 500 Series Boot -
Stout Brown/Orange Gore
    $169.95
    Blundstone Dress Series Boot
    Blundstone Dress Series Boot
    Blundstone Dress Series Boot
    Blundstone Dress Series Boot
    Blundstone Dress Series Boot
    Blundstone Dress Series Boot
    Blundstone Dress Series Boot
    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 -
Burgundy
    Blundstone Dress Series Boot -
Rustic Black
    Blundstone Dress Series Boot -
Rustic Brown
    Blundstone Dress Series Boot -
Rustic Brown Brogue
    $174.95
    Timberland Carter Notch Plain Toe Chelsea Boot (Men's)
    Timberland Carter Notch Plain Toe Chelsea Boot (Men's)
    Timberland Carter Notch Plain Toe Chelsea Boot (Men's)
    Timberland Carter Notch Plain Toe Chelsea Boot (Men's)
    New!
    Sale
    Timberland Carter Notch Plain Toe Chelsea Boot(
Men's) -
Black Riptide Galloper Full Grain Leather
    New
    Timberland Carter Notch Plain Toe Chelsea Boot(
Men's) -
Chocolate Riptide Chamois Full Grain Leather
    New
    Timberland Carter Notch Plain Toe Chelsea Boot(
Men's) -
Turkish Coffee Poseidon Full Grain Leather
    New
    $134.95 - $149.95
    Born Buck Chelsea Boot (Men's)
    Born Buck Chelsea Boot (Men's)
    Born Buck Chelsea Boot (Men's)
    Born Buck Chelsea Boot (Men's)
    New!
    Sale
    Born Buck Chelsea Boot(
Men's) -
Black Leather/Fabric
    Born Buck Chelsea Boot(
Men's) -
Ironstone Water Resistant Nubuck
    Born Buck Chelsea Boot(
Men's) -
Mahogany Leather/Fabric
    $108.95
    Ariat Heritage III Zip Paddock (Men's)
    Ariat Heritage III Zip Paddock (Men's)
    New!
    Sale
    Ariat Heritage III Zip Paddock(
Men's) -
Black Upgraded Full Grain Leather
    Sale
    $119.95
    $129.95 8% off
    Mark Nason Skechers Rangpuk Boot (Men's)
    Mark Nason Skechers Rangpuk Boot (Men's)
    New!
    Sale
    Mark Nason Skechers Rangpuk Boot(
Men's) -
Black
    Sale
    $66.45
    $114.00 42% off
    Stacy Adams Santee Ankle Boot 25043 (Men's)
    Stacy Adams Santee Ankle Boot 25043 (Men's)
    Stacy Adams Santee Ankle Boot 25043 (Men's)
    Stacy Adams Santee Ankle Boot 25043 (Men's)
    Stacy Adams Santee Ankle Boot 25043 (Men's)
    Stacy Adams Santee Ankle Boot 25043 (Men's)
    Stacy Adams Santee Ankle Boot 25043 (Men's)
    New!
    Sale
    Stacy Adams Santee Ankle Boot 25043(
Men's) -
Black Lizard Print Leather
    Stacy Adams Santee Ankle Boot 25043(
Men's) -
Brown Lizard Print Leather
    Stacy Adams Santee Ankle Boot 25043(
Men's) -
Gray Lizard Print Leather
    Stacy Adams Santee Ankle Boot 25043(
Men's) -
Navy Lizard Print Leather
    Stacy Adams Santee Ankle Boot 25043(
Men's) -
Red Lizard Print Leather
    Stacy Adams Santee Ankle Boot 25043(
Men's) -
White Lizard Print Leather
    $89.95
    Florsheim Casey Gore Boot (Men's)
    Florsheim Casey Gore Boot (Men's)
    Florsheim Casey Gore Boot (Men's)
    Florsheim Casey Gore Boot (Men's)
    New!
    Sale
    Florsheim Casey Gore Boot(
Men's) -
Black Leather
    Florsheim Casey Gore Boot(
Men's) -
Brown Leather
    Florsheim Casey Gore Boot(
Men's) -
Cognac Leather
    $119.95
    Mezlan Berne Chelsea Boot (Men's)
    Mezlan Berne Chelsea Boot (Men's)
    New!
    Sale
    Mezlan Berne Chelsea Boot(
Men's) -
Tan Suede
    Sale
    $252.95
    $425.00 40% off
    Merrell Brevard Chelsea Boot (Men's)
    Merrell Brevard Chelsea Boot (Men's)
    Merrell Brevard Chelsea Boot (Men's)
    Merrell Brevard Chelsea Boot (Men's)
    New!
    Sale
    Merrell Brevard Chelsea Boot(
Men's) -
Black
    New
    Merrell Brevard Chelsea Boot(
Men's) -
Brindle
    New
    Merrell Brevard Chelsea Boot(
Men's) -
Shetland
    New
    $149.95
    Marc New York by Andrew Marc Bennett Chelsea Boot (Men's)
    Marc New York by Andrew Marc Bennett Chelsea Boot (Men's)
    Marc New York by Andrew Marc Bennett Chelsea Boot (Men's)
    New!
    Sale
    Marc New York by Andrew Marc Bennett Chelsea Boot(
Men's) -
Autumn/Black Leather
    Sale
    Marc New York by Andrew Marc Bennett Chelsea Boot(
Men's) -
Black Leather
    Sale
    $88.45
    $168.00 47% off
    Crevo Denham Chelsea Boot (Men's)
    Crevo Denham Chelsea Boot (Men's)
    Crevo Denham Chelsea Boot (Men's)
    Crevo Denham Chelsea Boot (Men's)
    Crevo Denham Chelsea Boot (Men's)
    New!
    Sale
    Crevo Denham Chelsea Boot(
Men's) -
Black Leather
    New
    Crevo Denham Chelsea Boot(
Men's) -
Black Suede
    New
    Crevo Denham Chelsea Boot(
Men's) -
Brown Suede
    New
    Crevo Denham Chelsea Boot(
Men's) -
Chestnut Leather
    New
    $89.95
    Keen Tyretread Waterproof Chelsea Boot (Men's)
    Keen Tyretread Waterproof Chelsea Boot (Men's)
    Keen Tyretread Waterproof Chelsea Boot (Men's)
    New!
    Sale
    Keen Tyretread Waterproof Chelsea Boot(
Men's) -
Black
    Sale
    Keen Tyretread Waterproof Chelsea Boot(
Men's) -
Peanut
    $104.95 - $139.95
    $140.00 up to 25% off
    Dr. Martens Oakford Chelsea Boot (Men's)
    Dr. Martens Oakford Chelsea Boot (Men's)
    Dr. Martens Oakford Chelsea Boot (Men's)
    Dr. Martens Oakford Chelsea Boot (Men's)
    New!
    Sale
    Dr. Martens Oakford Chelsea Boot(
Men's) -
Black Grizzly
    Dr. Martens Oakford Chelsea Boot(
Men's) -
Dark Brown Grizzly
    Dr. Martens Oakford Chelsea Boot(
Men's) -
Tan Grizzly
    $114.95
    Keen Anchorage Boot II (Men's)
    Keen Anchorage Boot II (Men's)
    Keen Anchorage Boot II (Men's)
    New!
    Sale
    Keen Anchorage Boot II(
Men's) -
Black/Gargoyle
    Sale
    Keen Anchorage Boot II(
Men's) -
Dark Earth/Shitake
    $89.95 - $129.95
    $130.00 up to 31% off
    Born Hemlock (Men's)
    Born Hemlock (Men's)
    Born Hemlock (Men's)
    New!
    Sale
    Born Hemlock(
Men's) -
Castagno Full Grain Leather
    Sale
    Born Hemlock(
Men's) -
Chestnut Full Grain Leather
    $109.95
    $110.00 - $125.00 up to 12% off
    Dr. Martens Lavery Chelsea Boot (Men's)
    Dr. Martens Lavery Chelsea Boot (Men's)
    Dr. Martens Lavery Chelsea Boot (Men's)
    New!
    Sale
    Dr. Martens Lavery Chelsea Boot(
Men's) -
Black Overdrive
    Sale
    Dr. Martens Lavery Chelsea Boot(
Men's) -
Tan Plus
    Sale
    $79.95
    $105.00 24% off
    Born Mac (Men's)
    Born Mac (Men's)
    Born Mac (Men's)
    New!
    Sale
    Born Mac(
Men's) -
Black Full Grain Leather
    Born Mac(
Men's) -
Black/Black Full Grain Leather
    Sale
    $118.95
    $119.00 - $130.00 up to 8% off
    Madden Basket Chelsea Boot (Men's)
    Madden Basket Chelsea Boot (Men's)
    Madden Basket Chelsea Boot (Men's)
    New!
    Sale
    Madden Basket Chelsea Boot(
Men's) -
Black Synthetic
    New
    Madden Basket Chelsea Boot(
Men's) -
Tan Synthetic
    New
    $79.95
    Duckfeet Roskilde Chelsea Boot
    Duckfeet Roskilde Chelsea Boot
    Duckfeet Roskilde Chelsea Boot
    Duckfeet Roskilde Chelsea Boot
    Duckfeet Roskilde Chelsea Boot
    Duckfeet Roskilde Chelsea Boot
    New!
    Sale
    Duckfeet Roskilde Chelsea Boot -
Brown Leather
    Duckfeet Roskilde Chelsea Boot -
Cocoa Leather
    Duckfeet Roskilde Chelsea Boot -
Cocoa/Red Leather
    Duckfeet Roskilde Chelsea Boot -
Slate Leather
    Duckfeet Roskilde Chelsea Boot -
Slate/Red Leather
    $224.95
    Related Products
    The Byatt Gore Boot offers a classic and refined look to perfectly complement modern, sophisticated style. Stitch-out constructionFull grain leather ...
    Johnston & Murphy Byatt Gore Boot (Men's)
    Description:
    The Byatt Gore Boot offers a classic and refined look to perfectly complement modern, sophisticated style. Stitch-out constructionFull grain leather upperMoisture-wicking mesh and sheepskin liningMolded removable footbed with memory foam cushioningRubber outsole Fit: True to Size Upper: Oiled Full Grain ...
    The Business Chelsea Boot is classically good looking. It'll look great whether you're in with jeans or slacks. The attractive ...
    Naot Business Chelsea Boot (Men's)
    Description:
    The Business Chelsea Boot is classically good looking. It'll look great whether you're in with jeans or slacks. The attractive leather upper has a rounded toe and double elastic insets, for easy on and off, as well as a comfortable ...
    The Brook Park Chelsea features premium materials from an LWG Silver-rated tannery that provides eco-friendly comfort and durability. The convenient ...
    Timberland Earthkeepers Brook Park Chelsea (Men's)
    Description:
    The Brook Park Chelsea features premium materials from an LWG Silver-rated tannery that provides eco-friendly comfort and durability. The convenient pull-on styling makes the shoe easy to take on and off. The TPR welt gives this shoe a premium look. ...