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HomeMen's ShoesBoots

Men's Chelsea Boots

A hardworking style that’s perfect for work and play, men’s Chelsea boots are a classic for a reason. Leather or suede Chelsea boots take you from boardroom to bar in an instant, proving their versatility. If your wardrobe has a gap in it, fill it with a pair of these gusseted boots.

    50 Results
    Mills Chestnut Leather Chelsea Boots
    Mills Chestnut Leather Chelsea Boots
    Mills Chestnut Leather Chelsea Boots
    COLORADO
    Mills Chestnut Leather Chelsea Boots
    $199.95
    25% OFF AT CHECKOUT
    Porter Black Leather Chelsea Boots
    Porter Black Leather Chelsea Boots
    Porter Black Leather Chelsea Boots
    COLORADO
    Porter Black Leather Chelsea Boots
    $229.95
    25% OFF AT CHECKOUT
    53% OFF
    Brumby Brown Leather
    Brumby Brown Leather
    Brumby Brown Leather
    COLORADO
    Brumby Brown Leather
    $89.00
    $189.95
    25% OFF AT CHECKOUT
    55% OFF
    Pointer Tan Leather Chelsea Boots
    Pointer Tan Leather Chelsea Boots
    Pointer Tan Leather Chelsea Boots
    Last Pairs
    ROCKPORT
    Pointer Tan Leather Chelsea Boots
    $119.00
    $269.95
    25% OFF AT CHECKOUT
    Lizz Brown Crazyhorse Leather Chelsea Boots
    Lizz Brown Crazyhorse Leather Chelsea Boots
    Lizz Brown Crazyhorse Leather Chelsea Boots
    COLORADO
    Lizz Brown Crazyhorse Leather Chelsea Boots
    $199.95
    25% OFF AT CHECKOUT
    York 22 Olmo Leather Chelsea Boots
    York 22 Olmo Leather Chelsea Boots
    York 22 Olmo Leather Chelsea Boots
    PIKOLINOS
    York 22 Olmo Leather Chelsea Boots
    $349.95
    25% OFF AT CHECKOUT
    Ritter Dark Tan Tumble Leather Chelsea Boots
    Ritter Dark Tan Tumble Leather Chelsea Boots
    Ritter Dark Tan Tumble Leather Chelsea Boots
    COLORADO
    Ritter Dark Tan Tumble Leather Chelsea Boots
    $199.95
    25% OFF AT CHECKOUT
    York 22 Cuero Leather Chelsea Boots
    York 22 Cuero Leather Chelsea Boots
    York 22 Cuero Leather Chelsea Boots
    PIKOLINOS
    York 22 Cuero Leather Chelsea Boots
    $349.95
    25% OFF AT CHECKOUT
    JOIN THE CLUB
    Ritter Brown Leather Chelsea Boots
    Ritter Brown Leather Chelsea Boots
    Ritter Brown Leather Chelsea Boots
    COLORADO
    Ritter Brown Leather Chelsea Boots
    $199.95
    25% OFF AT CHECKOUT
    Volga Black Leather Chelsea Boots
    Volga Black Leather Chelsea Boots
    Volga Black Leather Chelsea Boots
    ROCKPORT
    Volga Black Leather Chelsea Boots
    $249.95
    25% OFF AT CHECKOUT
    Bunbury Black Leather Chelsea Boots
    Bunbury Black Leather Chelsea Boots
    Bunbury Black Leather Chelsea Boots
    WILD RHINO
    Bunbury Black Leather Chelsea Boots
    $249.95
    25% OFF AT CHECKOUT
    Earl Black Leather Chelsea Boots
    Earl Black Leather Chelsea Boots
    Earl Black Leather Chelsea Boots
    WILD RHINO
    Earl Black Leather Chelsea Boots
    $239.95
    25% OFF AT CHECKOUT
    Rodeo Black Leather Chelsea Boots
    Rodeo Black Leather Chelsea Boots
    Rodeo Black Leather Chelsea Boots
    COLORADO
    Rodeo Black Leather Chelsea Boots
    $229.95
    25% OFF AT CHECKOUT
    Bunbury Brown Leather Chelsea Boots
    Bunbury Brown Leather Chelsea Boots
    Bunbury Brown Leather Chelsea Boots
    WILD RHINO
    Bunbury Brown Leather Chelsea Boots
    $249.95
    25% OFF AT CHECKOUT
    Volga Tan Leather Chelsea Boots
    Volga Tan Leather Chelsea Boots
    Volga Tan Leather Chelsea Boots
    ROCKPORT
    Volga Tan Leather Chelsea Boots
    $249.95
    25% OFF AT CHECKOUT
    Plaid Rust Leather Chelsea Boots
    Plaid Rust Leather Chelsea Boots
    Plaid Rust Leather Chelsea Boots
    WILD RHINO
    Plaid Rust Leather Chelsea Boots
    $269.95
    25% OFF AT CHECKOUT
    JOIN THE CLUB
    Drover Black Leather Chelsea Boots
    Drover Black Leather Chelsea Boots
    Drover Black Leather Chelsea Boots
    COLORADO
    Drover Black Leather Chelsea Boots
    $229.95
    25% OFF AT CHECKOUT
    Volga Brown Leather Chelsea Boots
    Volga Brown Leather Chelsea Boots
    Volga Brown Leather Chelsea Boots
    ROCKPORT
    Volga Brown Leather Chelsea Boots
    $249.95
    25% OFF AT CHECKOUT
    Drover Brown Leather Chelsea Boots
    Drover Brown Leather Chelsea Boots
    Drover Brown Leather Chelsea Boots
    COLORADO
    Drover Brown Leather Chelsea Boots
    $229.95
    25% OFF AT CHECKOUT
    Rancher Black Leather Chelsea Boots
    Rancher Black Leather Chelsea Boots
    Rancher Black Leather Chelsea Boots
    WILD RHINO
    Rancher Black Leather Chelsea Boots
    $249.95
    25% OFF AT CHECKOUT
    Braga Dark Brown Leather Chelsea Boots
    Braga Dark Brown Leather Chelsea Boots
    Braga Dark Brown Leather Chelsea Boots
    COLORADO
    Braga Dark Brown Leather Chelsea Boots
    $199.95
    25% OFF AT CHECKOUT
    Earl Cognac Leather Chelsea Boots
    Earl Cognac Leather Chelsea Boots
    Earl Cognac Leather Chelsea Boots
    WILD RHINO
    Earl Cognac Leather Chelsea Boots
    $239.95
    25% OFF AT CHECKOUT
    60% OFF
    FINAL SALE
    U Tiberio A Coffee Leather Chelsea Boots
    U Tiberio A Coffee Leather Chelsea Boots
    U Tiberio A Coffee Leather Chelsea Boots
    Last Pairs
    GEOX
    U Tiberio A Coffee Leather Chelsea Boots
    $129.00
    $329.95
    25% OFF AT CHECKOUT
    Plaid Black Leather Chelsea Boots
    Plaid Black Leather Chelsea Boots
    Plaid Black Leather Chelsea Boots
    WILD RHINO
    Plaid Black Leather Chelsea Boots
    $269.95
    25% OFF AT CHECKOUT
    JOIN THE CLUB
    Rodeo Brown Leather Chelsea Boots
    Rodeo Brown Leather Chelsea Boots
    Rodeo Brown Leather Chelsea Boots
    COLORADO
    Rodeo Brown Leather Chelsea Boots
    $229.95
    25% OFF AT CHECKOUT
    Braga Black Leather Chelsea Boots
    Braga Black Leather Chelsea Boots
    Braga Black Leather Chelsea Boots
    COLORADO
    Braga Black Leather Chelsea Boots
    $199.95
    25% OFF AT CHECKOUT
    Rancher Cognac Leather Chelsea Boots
    Rancher Cognac Leather Chelsea Boots
    Rancher Cognac Leather Chelsea Boots
    WILD RHINO
    Rancher Cognac Leather Chelsea Boots
    $249.95
    25% OFF AT CHECKOUT
    Rancher Dark Brown Leather Chelsea Boots
    Rancher Dark Brown Leather Chelsea Boots
    Rancher Dark Brown Leather Chelsea Boots
    Last Pairs
    WILD RHINO
    Rancher Dark Brown Leather Chelsea Boots
    $249.95
    25% OFF AT CHECKOUT
    Mills Black Leather Ankle Boots
    Mills Black Leather Ankle Boots
    Mills Black Leather Ankle Boots
    COLORADO
    Mills Black Leather Ankle Boots
    $199.95
    25% OFF AT CHECKOUT
    Faraday Tan Leather Chelsea Boots
    Faraday Tan Leather Chelsea Boots
    Faraday Tan Leather Chelsea Boots
    WILD RHINO
    Faraday Tan Leather Chelsea Boots
    $229.95
    25% OFF AT CHECKOUT
    Alpha Dark Brown Leather Chelsea Boots
    Alpha Dark Brown Leather Chelsea Boots
    Alpha Dark Brown Leather Chelsea Boots
    COLORADO CRAFTSMAN
    Alpha Dark Brown Leather Chelsea Boots
    $199.95
    25% OFF AT CHECKOUT
    Mills Tan Leather Ankle Boots
    Mills Tan Leather Ankle Boots
    Mills Tan Leather Ankle Boots
    COLORADO
    Mills Tan Leather Ankle Boots
    $199.95
    25% OFF AT CHECKOUT
    JOIN THE CLUB
    Gravel Chestnut Suede Chelsea Boots
    Gravel Chestnut Suede Chelsea Boots
    Gravel Chestnut Suede Chelsea Boots
    HUSH PUPPIES
    Gravel Chestnut Suede Chelsea Boots
    $209.95
    25% OFF AT CHECKOUT
    Gravel Ground Coffee Suede Chelsea Boots
    Gravel Ground Coffee Suede Chelsea Boots
    Gravel Ground Coffee Suede Chelsea Boots
    HUSH PUPPIES
    Gravel Ground Coffee Suede Chelsea Boots
    $209.95
    25% OFF AT CHECKOUT
    Flip Brown Leather Chelsea Boots
    Flip Brown Leather Chelsea Boots
    Flip Brown Leather Chelsea Boots
    WILD RHINO
    Flip Brown Leather Chelsea Boots
    $229.95
    25% OFF AT CHECKOUT
    Porter Chestnut Leather Chelsea Boots
    Porter Chestnut Leather Chelsea Boots
    Porter Chestnut Leather Chelsea Boots
    COLORADO
    Porter Chestnut Leather Chelsea Boots
    $229.95
    25% OFF AT CHECKOUT
    Alpha Black Leather Elastic Gusset Chelsea Boots
    Alpha Black Leather Elastic Gusset Chelsea Boots
    Alpha Black Leather Elastic Gusset Chelsea Boots
    COLORADO CRAFTSMAN
    Alpha Black Leather Elastic Gusset Chelsea Boots
    $199.95
    25% OFF AT CHECKOUT
    Ritter Black Tumble Leather Chelsea Boots
    Ritter Black Tumble Leather Chelsea Boots
    Ritter Black Tumble Leather Chelsea Boots
    COLORADO
    Ritter Black Tumble Leather Chelsea Boots
    $199.95
    25% OFF AT CHECKOUT
    Ritter Tan Leather Boots
    Ritter Tan Leather Boots
    Ritter Tan Leather Boots
    COLORADO
    Ritter Tan Leather Boots
    $199.95
    25% OFF AT CHECKOUT
    Alpha Cognac Leather Chelsea Boots
    Alpha Cognac Leather Chelsea Boots
    Alpha Cognac Leather Chelsea Boots
    COLORADO CRAFTSMAN
    Alpha Cognac Leather Chelsea Boots
    $199.95
    25% OFF AT CHECKOUT
    Chelsea Leon Desert Suede Chelsea Boots
    Chelsea Leon Desert Suede Chelsea Boots
    Chelsea Leon Desert Suede Chelsea Boots
    Last Pairs
    ROLLIE
    Chelsea Leon Desert Suede Chelsea Boots
    $329.95
    25% OFF AT CHECKOUT
    Porter Dark Tan Leather Chelsea Boots
    Porter Dark Tan Leather Chelsea Boots
    Porter Dark Tan Leather Chelsea Boots
    COLORADO
    Porter Dark Tan Leather Chelsea Boots
    $229.95
    25% OFF AT CHECKOUT
    Torrent Dark Brown Leather Chelsea Boots
    Torrent Dark Brown Leather Chelsea Boots
    Torrent Dark Brown Leather Chelsea Boots
    Last Pairs
    COLORADO
    Torrent Dark Brown Leather Chelsea Boots
    $199.95
    25% OFF AT CHECKOUT
    24% OFF
    League Cognac Leather Chelsea Boots
    League Cognac Leather Chelsea Boots
    League Cognac Leather Chelsea Boots
    HUSH PUPPIES
    League Cognac Leather Chelsea Boots
    $159.00
    $209.95
    25% OFF AT CHECKOUT
    52% OFF
    League Black Leather Chelsea Boots
    League Black Leather Chelsea Boots
    League Black Leather Chelsea Boots
    Last Pairs
    HUSH PUPPIES
    League Black Leather Chelsea Boots
    $99.00
    $209.95
    25% OFF AT CHECKOUT
    21% OFF
    Rodeo Black Leather Chelsea Boots
    Rodeo Black Leather Chelsea Boots
    Rodeo Black Leather Chelsea Boots
    Last Pairs
    WILD RHINO
    Rodeo Black Leather Chelsea Boots
    $189.00
    $239.95
    25% OFF AT CHECKOUT
    60% OFF
    FINAL SALE
    Erroll 51 Schwarz Nubuck Chelsea Boots
    Erroll 51 Schwarz Nubuck Chelsea Boots
    Erroll 51 Schwarz Nubuck Chelsea Boots
    Last Pairs
    JOSEF SEIBEL
    Erroll 51 Schwarz Nubuck Chelsea Boots
    $99.00
    $249.95
    25% OFF AT CHECKOUT
    22% OFF
    Bern Tan Leather Chelsea Boots
    Bern Tan Leather Chelsea Boots
    Bern Tan Leather Chelsea Boots
    Last Pairs
    WILD RHINO
    Bern Tan Leather Chelsea Boots
    $179.00
    $229.95
    25% OFF AT CHECKOUT
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