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    Black Mens Chukka Boots

    1-36 of 155 results
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    Rockport Charson Lace Up Ankle Boot (Men's)
    New!
    Sale
    Rockport Charson Lace Up Ankle Boot(Men's) -Black Leather
    Sale
    $99.95 - $139.95
    $140.00 up to 29% off
    Clarks Desert Boot (Men's)
    New!
    Sale
    Clarks Desert Boot(Men's) -Black Smooth
    Clarks Desert Boot(Men's) -New Black Suede
    $59.99 - $239.95
    $130.00 - $240.00 up to 54% off
    Clarks Wallabee (Men's)
    New!
    Sale
    Clarks Wallabee(Men's) -Black/Black Leather
    $134.95 - $239.95
    Steve Madden Harken Chukka Boot (Men's)
    New!
    Sale
    Steve Madden Harken Chukka Boot(Men's) -Black  Leather
    Sale
    Steve Madden Harken Chukka Boot(Men's) -Black Multi Leather/Fabric
    Sale
    $71.95 - $84.95
    $90.00 up to 20% off
    Clarks Bushacre 2 Boot (Men's)
    New!
    Sale
    Clarks Bushacre 2 Boot(Men's) -Black Leather
    Sale
    Clarks Bushacre 2 Boot(Men's) -Black Suede
    Sale
    $84.95 - $99.95
    $100.00 up to 15% off
    Clarks Stratton Limit Boot (Men's)
    New!
    Sale
    Clarks Stratton Limit Boot(Men's) -Black Leather
    Sale
    $119.95
    $135.00 11% off
    Clarks Stinson Hi Moc Toe Boot (Men's)
    New!
    Sale
    Clarks Stinson Hi Moc Toe Boot(Men's) -Black Suede
    Sale
    Clarks Stinson Hi Moc Toe Boot(Men's) -Black Oily Leather
    $94.95 - $109.95
    $100.00 - $110.00 up to 5% off
    Clarks Desert Trek (Men's)
    New!
    Sale
    Clarks Desert Trek(Men's) -Black Interest Leather
    New
    Clarks Desert Trek(Men's) -Black Suede
    $139.95 - $239.95
    Florsheim Castellano Chukka (Men's)
    New!
    Sale
    Florsheim Castellano Chukka(Men's) -Black Leather
    Sale
    $119.95
    $140.00 14% off
    Rockport Essential Details Waterproof Chukka Boot (Men's)
    New!
    Sale
    Rockport Essential Details Waterproof Chukka Boot(Men's) -Black Full Grain Leather
    Sale
    $99.95 - $109.95
    $110.00 up to 9% off
    Rockport Classic Break Chukka Boot (Men's)
    New!
    Sale
    Rockport Classic Break Chukka Boot(Men's) -Black Leather
    Rockport Classic Break Chukka Boot(Men's) -Black Suede
    $124.95 - $134.95
    $135.00 up to 7% off
    ECCO Turn GORE-TEX Boot (Men's)
    New!
    Sale
    ECCO Turn GORE-TEX Boot(Men's) -Black Lexi Leather
    Sale
    $204.95 - $229.95
    $230.00 up to 11% off
    Boston Boot Co. Commonwealth Boot (Men's)
    New!
    Sale
    Boston Boot Co. Commonwealth Boot(Men's) -Black Leather
    Sale
    $99.95
    $207.00 52% off
    Boston Boot Co. Newbury Chukka Boot (Men's)
    New!
    Sale
    Boston Boot Co. Newbury Chukka Boot(Men's) -Black Leather
    Sale
    $99.95
    $217.00 54% off
    Dr. Martens Sussex 3 Eye Chukka (Men's)
    New!
    Sale
    Dr. Martens Sussex 3 Eye Chukka(Men's) -Black Bear Track
    Sale
    $84.98
    $95.00 11% off
    Timberland Classic TBLŪ Chukka (Men's)
    New!
    Sale
    Timberland Classic TBLŪ Chukka(Men's) -Black Smooth Leather
    Sale
    $109.95 - $119.95
    $135.00 up to 11% off
    Nunn Bush Rawson Chukka (Men's)
    New!
    Sale
    Nunn Bush Rawson Chukka(Men's) -Black Leather
    Sale
    $71.95
    $90.00 20% off
    Rockport Ledge Hill Too Chukka Boot (Men's)
    New!
    Sale
    Rockport Ledge Hill Too Chukka Boot(Men's) -Black Suede
    $75.95 - $149.95
    $150.00 up to 49% off
    Clarks Stinson Lo (Men's)
    New!
    Sale
    Clarks Stinson Lo(Men's) -Black Leather
    Sale
    $89.95 - $94.95
    $100.00 up to 5% off
    Nunn Bush Robinson Chukka Boot (Men's)
    New!
    Sale
    Nunn Bush Robinson Chukka Boot(Men's) -Black Leather
    Sale
    $71.95
    $90.00 20% off
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    The Pahoa merges the finest elements of craftsmanship, detail, and modern style inspired by vibrant Honolulu. Broguing detail on toe ...
    OluKai Pahoa Chukka Boot (Men's)
    Description:
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    Genuine Grip Footwear Slip-Resistant Twin Gore Boot (Men's)
    Description:
    These boots feature a shock absorbing polyurethane mid-sole, Walking On Air polyurethane footbed with moisture absorbing Dri-Lex fabric, a flexible soft insole board, and an oil and water-resistant. Fit: True to Size Outsole: Rubber Upper: Leather Imported
    We redefined classic oxford silhouettes: Rockport style, lightweight with latex foam cushioning that helps reduce foot fatigue. A shoe that ...
    Rockport Sharp & Ready Charson Boot (Men's)
    Description:
    We redefined classic oxford silhouettes: Rockport style, lightweight with latex foam cushioning that helps reduce foot fatigue. A shoe that compliments any ensemble. The EVA outsole has lightweight shock absorption to help reduce foot and leg fatigue. Latex foam footbed ...