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    Brown Mens Chukka Boots

    1-36 of 189 results
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    Clarks Wallabee Boot (Men's)
    Clarks Wallabee Boot (Men's)
    Clarks Wallabee Boot (Men's)
    Clarks Wallabee Boot (Men's)
    New!
    Sale
    Clarks Wallabee Boot(
Men's) -
Bronze Suede
    New
    Clarks Wallabee Boot(
Men's) -
Dark Brown Suede
    Clarks Wallabee Boot(
Men's) -
Maple Suede
    $127.95 - $199.95
    $140.00 - $200.00 up to 9% off
    Clarks Bushacre 2 Boot (Men's)
    Clarks Bushacre 2 Boot (Men's)
    Clarks Bushacre 2 Boot (Men's)
    Clarks Bushacre 2 Boot (Men's)
    New!
    Sale
    Clarks Bushacre 2 Boot(
Men's) -
Beeswax Leather
    Sale
    Clarks Bushacre 2 Boot(
Men's) -
Brown Suede
    Sale
    Clarks Bushacre 2 Boot(
Men's) -
Dark Brown Leather
    Sale
    $84.95
    $99.00 14% off
    Clarks Wallabee (Men's)
    Clarks Wallabee (Men's)
    Clarks Wallabee (Men's)
    Clarks Wallabee (Men's)
    New!
    Sale
    Clarks Wallabee(
Men's) -
Brown Tumbled Leather
    Clarks Wallabee(
Men's) -
Cola
    Clarks Wallabee(
Men's) -
Maple Suede
    $90.45 - $139.95
    $135.00 - $140.00 up to 33% off
    Clarks Desert Boot (Men's)
    Clarks Desert Boot (Men's)
    Clarks Desert Boot (Men's)
    Clarks Desert Boot (Men's)
    New!
    Sale
    Clarks Desert Boot(
Men's) -
Bronze Nubuck
    New
    Clarks Desert Boot(
Men's) -
Brown
    Clarks Desert Boot(
Men's) -
Rust Leather
    $82.45 - $180.45
    $130.00 - $400.00 up to 37% off
    Naot Pilot (Men's)
    Naot Pilot (Men's)
    Naot Pilot (Men's)
    New!
    Sale
    Naot Pilot(
Men's) -
Brown Gradient Handcrafted Leather
    New
    Naot Pilot(
Men's) -
Seal Brown Suede
    $199.95 - $239.95
    Eastland Seneca (Men's)
    Eastland Seneca (Men's)
    New!
    Sale
    Eastland Seneca(
Men's) -
Bomber Brown Leather
    $99.95 - $109.95
    $110.00 up to 9% off
    Woolrich Lane (Men's)
    Woolrich Lane (Men's)
    Woolrich Lane (Men's)
    New!
    Sale
    Woolrich Lane(
Men's) -
Ballentyne
    Sale
    Woolrich Lane(
Men's) -
Yellowstone
    Sale
    $80.95
    $160.00 49% off
    UGG Neumel Boot (Men's)
    UGG Neumel Boot (Men's)
    New!
    Sale
    UGG Neumel Boot(
Men's) -
China Tea
    $110.95
    $140.00 21% off
    Clarks Stinson Hi (Men's)
    Clarks Stinson Hi (Men's)
    Clarks Stinson Hi (Men's)
    New!
    Sale
    Clarks Stinson Hi(
Men's) -
Beeswax Leather
    Clarks Stinson Hi(
Men's) -
Brown Oily Leather
    $99.95
    Clarks Stinson Lo (Men's)
    Clarks Stinson Lo (Men's)
    New!
    Sale
    Clarks Stinson Lo(
Men's) -
Beeswax Leather
    Sale
    $89.95 - $99.95
    $100.00 up to 10% off
    Steve Madden Harken Chukka Boot (Men's)
    Steve Madden Harken Chukka Boot (Men's)
    Steve Madden Harken Chukka Boot (Men's)
    New!
    Sale
    Steve Madden Harken Chukka Boot(
Men's) -
Brown Multi Leather/Fabric
    New
    Steve Madden Harken Chukka Boot(
Men's) -
Cognac Leather
    Sale
    $84.95 - $89.95
    $90.00 up to 6% off
    Born Jax (Men's)
    Born Jax (Men's)
    Born Jax (Men's)
    New!
    Sale
    Born Jax(
Men's) -
Brown Full Grain Leather
    Born Jax(
Men's) -
Tan Full Grain Leather
    $108.95 - $109.95
    Rockport Ledge Hill Too Chukka Boot (Men's)
    Rockport Ledge Hill Too Chukka Boot (Men's)
    Rockport Ledge Hill Too Chukka Boot (Men's)
    New!
    Sale
    Rockport Ledge Hill Too Chukka Boot(
Men's) -
Dark Bitter Chocolate Suede
    New
    Rockport Ledge Hill Too Chukka Boot(
Men's) -
Dark Brown Leather
    $112.95 - $149.95
    $140.00 - $150.00 up to 19% off
    Rockport Charson Lace Up Ankle Boot (Men's)
    Rockport Charson Lace Up Ankle Boot (Men's)
    Rockport Charson Lace Up Ankle Boot (Men's)
    New!
    Sale
    Rockport Charson Lace Up Ankle Boot(
Men's) -
Chocolate Leather
    Rockport Charson Lace Up Ankle Boot(
Men's) -
Dark Brown Leather
    Sale
    $109.95 - $139.95
    $140.00 up to 21% off
    Dr. Martens Barnie Chukka Boot (Men's)
    Dr. Martens Barnie Chukka Boot (Men's)
    New!
    Sale
    Dr. Martens Barnie Chukka Boot(
Men's) -
Dark Brown Grizzly
    Sale
    $89.95
    $120.00 25% off
    Nunn Bush Hawley Chukka Boot (Men's)
    Nunn Bush Hawley Chukka Boot (Men's)
    New!
    Sale
    Nunn Bush Hawley Chukka Boot(
Men's) -
Brown Leather
    Sale
    $72.00
    $90.00 20% off
    Johnston & Murphy McGuffey Chukka Boot (Men's)
    Johnston & Murphy McGuffey Chukka Boot (Men's)
    New!
    Sale
    Johnston & Murphy McGuffey Chukka Boot(
Men's) -
Chocolate Suede
    Sale
    $89.95 - $104.95
    $125.00 up to 16% off
    Merrell All Out Blazer Chukka (Men's)
    Merrell All Out Blazer Chukka (Men's)
    New!
    Sale
    Merrell All Out Blazer Chukka(
Men's) -
Clay
    $116.95 - $129.95
    $130.00 up to 10% off
    Boston Boot Co. Commonwealth Boot (Men's)
    Boston Boot Co. Commonwealth Boot (Men's)
    New!
    Sale
    Boston Boot Co. Commonwealth Boot(
Men's) -
Brown/Nicotine Leather
    Sale
    $144.95
    $207.00 30% off
    Related Products
    The Timberland Earthkeepers Britton Hill Chukka is an environmentally friendly twist on a classic favorite. The eco-friendly, Silver-rated-tannery-produced premium leather ...
    Timberland Earthkeepers Britton Hill Chukka Boot (Men's)
    Description:
    The Timberland Earthkeepers Britton Hill Chukka is an environmentally friendly twist on a classic favorite. The eco-friendly, Silver-rated-tannery-produced premium leather upper features perforations and contrast stitch detailing. Breathable mesh lining is made from 100% PET from recycled plastic bottles. 100% ...
    Classic construction contributes to a nostalgic sensibility in the Steve Madden Harken chukka boot. Genuine leather upper with contrast stitching ...
    Steve Madden Harken Chukka Boot (Men's)
    Description:
    Classic construction contributes to a nostalgic sensibility in the Steve Madden Harken chukka boot. Genuine leather upper with contrast stitching and lace-up front. Select styles features a fabric quarter section. Textile liner and man-made sole. Leather upper Lace-up front Fabric ...
    The slim, fashion-forward chukka silhouette of the Galen satisfies the dapper gentleman's need for smart design and comfort. This 3 ...
    UGG Galen Chukka Boot (Men's)
    Description:
    The slim, fashion-forward chukka silhouette of the Galen satisfies the dapper gentleman's need for smart design and comfort. This 3 eyelet chukka boot features distressed suede detail on the heel counter and pull tab. Insole: Dual density leather lined foam ...