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    Black Mens Chukka Boots

    1-36 of 143 results
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    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 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
    Florsheim Mogul Chukka Boot II (Men's)
    New!
    Sale
    Florsheim Mogul Chukka Boot II(Men's) -Black Smooth Leather
    Sale
    $89.95
    $120.00 25% off
    Timberland Classic TBL® Chukka (Men's)
    New!
    Sale
    Timberland Classic TBL® Chukka(Men's) -Black Smooth Leather
    Sale
    $109.95 - $119.95
    $135.00 up to 11% 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
    Rockport Charson Lace Up Ankle Boot (Men's)
    New!
    Sale
    Rockport Charson Lace Up Ankle Boot(Men's) -Black Leather
    Sale
    $87.95
    $140.00 37% off
    Clarks Wallabee (Men's)
    New!
    Sale
    Clarks Wallabee(Men's) -Black/Black Leather
    $134.95 - $239.95
    UGG Bosley Chukka Boot (Men's)
    New!
    Sale
    UGG Bosley Chukka Boot(Men's) -Black
    Sale
    $142.95
    $190.00 25% off
    G.H. Bass & Co. Bennett Chukka (Men's)
    New!
    Sale
    G.H. Bass & Co. Bennett Chukka(Men's) -Black Tumbled Leather
    Sale
    $99.99
    $135.00 26% off
    Rockport Essential Details Waterproof Chukka Boot (Men's)
    New!
    Sale
    Rockport Essential Details Waterproof Chukka Boot(Men's) -Black Full Grain Leather
    Sale
    $91.95 - $99.95
    $110.00 up to 9% off
    ECCO Turn GORE-TEX Boot (Men's)
    New!
    Sale
    ECCO Turn GORE-TEX Boot(Men's) -Black Lexi Leather
    Sale
    $172.95 - $229.95
    $230.00 up to 25% off
    Drew Keith (Men's)
    New!
    Sale
    Drew Keith(Men's) -Black Leather
    Sale
    $166.45
    $190.00 12% off
    Nunn Bush Hawley Chukka Boot (Men's)
    New!
    Sale
    Nunn Bush Hawley Chukka Boot(Men's) -Black Leather
    Sale
    $72.00
    $90.00 20% off
    Nunn Bush Rawson Chukka (Men's)
    New!
    Sale
    Nunn Bush Rawson Chukka(Men's) -Black Leather
    Sale
    $71.95
    $90.00 20% 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
    Dr. Martens Lea 4-Eye Chukka Boot (Men's)
    New!
    Sale
    Dr. Martens Lea 4-Eye Chukka Boot(Men's) -Black Grizzly
    $89.95 - $114.95
    $115.00 up to 22% off
    Clarks Truxton Top Chukka Boot (Men's)
    New!
    Sale
    Clarks Truxton Top Chukka Boot(Men's) -Black Waterproof Cow Full Grain Leather
    Sale
    $105.95
    $115.00 8% off
    UGG Hendrickson Chukka Boot (Men's)
    New!
    Sale
    UGG Hendrickson Chukka Boot(Men's) -Black Leather
    Sale
    UGG Hendrickson Chukka Boot(Men's) -Black Suede
    $97.95 - $129.95
    $130.00 - $140.00 up to 30% 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
    Nunn Bush Robinson Chukka Boot (Men's)
    New!
    Sale
    Nunn Bush Robinson Chukka Boot(Men's) -Black Leather
    Sale
    $72.00
    $90.00 20% off
    Related Products
    This slip-on boot features a water-resistant upper with elastic sides. It has heavy duty self cleaning tread designed to enhance ...
    Blundstone Xfoot Range Slip On Boot (Men's)
    Description:
    This slip-on boot features a water-resistant upper with elastic sides. It has heavy duty self cleaning tread designed to enhance stability and slip resistance underfoot in muddy, rugged, and outdoor conditions. Weatherproof 2.5mm oiled upper, SPS MAX comfort shock protection, ...
    Look your best in the Chad Boot, the classic dress appeal makes this a great option for casual and formal ...
    G.H. Bass & Co. Chad Boot (Men's)
    Description:
    Look your best in the Chad Boot, the classic dress appeal makes this a great option for casual and formal occasions. FeaturesGenuine leather sock liningLeather Welt and cushioned latex footbed.Stacked heel Shaft Height: 5.5" Circumference: 9.5" Fit: True to Size ...
    Slip into this classic lace-up smooth leather chukka boot featuring lightweight and comfort construction. Crafted with bold stitch detailing, a ...
    Flexi Fabiano Chukka Boot 69802 (Men's)
    Description:
    Slip into this classic lace-up smooth leather chukka boot featuring lightweight and comfort construction. Crafted with bold stitch detailing, a fully-padded footbed, and a low heel. This style has a flexible crepe and non-slip outsole. Heel Height: 7/8" Shaft Height: ...