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Mens Chukka Boots

Men's chukka boots are made with the fashionable gentleman in mind. They are open-laced ankle boots with rubber or leather soles, and you can find great pairs at the best price right here. We have chukka boots for men from all the top brands, like Timberland, UGG, Dr. Martens, ECCO, Clarks and Johnston & Murphy, so you know you'll find the right pair.
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Clarks Bushacre 3 Chukka Boot(Men's) -Black Full Grain Leather
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Clarks Bushacre 3 Chukka Boot(Men's) -Black Waxy Suede
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Clarks Bushacre 3 Chukka Boot(Men's) -Beeswax Full Grain Leather
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Clarks Bushacre 3 Chukka Boot(Men's) -Dark Brown Full Grain Leather
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Clarks Bushacre 3 Chukka Boot(Men's) -Grey Full Grain Leather
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Clarks Bushacre 3 Chukka Boot(Men's) -Sand Waxy Suede
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$99.95 - $109.95
$110.00 up to 9% off
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Twisted X MDM0068 VFW Chukka Driving Moc(Men's) -Muted Patriotic Full Grain Leather
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$69.95
$114.95 39% off
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UGG Neumel Boot(Men's) -Chestnut Leather
UGG Neumel Boot(Men's) -China Tea
UGG Neumel Boot(Men's) -Cordovan Cow Suede
UGG Neumel Boot(Men's) -Espresso Cow Suede
UGG Neumel Boot(Men's) -Moss Green Suede
UGG Neumel Boot(Men's) -New Navy Suede
$129.95 - $139.95
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Dr. Martens Work Sussex 3 Eye Chukka(Men's) -Dark Brown Bear Track
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$79.95
$100.00 20% off
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ECCO Turn GORE-TEX Chukka Tie Boot(Men's) -Black Cow Oil Nubuck
ECCO Turn GORE-TEX Chukka Tie Boot(Men's) -Cocoa Brown Cow Oil Nubuck
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$204.95 - $229.95
$230.00 up to 11% off
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Clarks Wallabee Boot(Men's) -Warm Maple Suede
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Clarks Wallabee Boot(Men's) -Beeswax Leather 2
Clarks Wallabee Boot(Men's) -Black Suede 2
Clarks Wallabee Boot(Men's) -Black/Black Leather 2
$159.95
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Nunn Bush Barklay Plain Toe Chukka(Men's) -Black Crazy Horse Leather
Nunn Bush Barklay Plain Toe Chukka(Men's) -Brandy Crazy Horse Leather
Nunn Bush Barklay Plain Toe Chukka(Men's) -Brown Crazy Horse Leather
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Nunn Bush Barklay Plain Toe Chukka(Men's) -Camel Multi Suede
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Nunn Bush Barklay Plain Toe Chukka(Men's) -Dark Grey Multi Suede
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Nunn Bush Barklay Plain Toe Chukka(Men's) -Mocha Multi Textured Suede
Nunn Bush Barklay Plain Toe Chukka(Men's) -Navy Multi Suede
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Nunn Bush Barklay Plain Toe Chukka(Men's) -Tan/White Crazy Horse Leather
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$59.95 - $79.95
$80.00 - $90.00 up to 25% off
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Clarks Bushacre 2 Boot(Men's) -Beeswax Leather
Clarks Bushacre 2 Boot(Men's) -Black Suede
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Clarks Bushacre 2 Boot(Men's) -Dark Brown Leather
Clarks Bushacre 2 Boot(Men's) -Taupe Distressed Suede
Clarks Bushacre 2 Boot(Men's) -Wheat Suede
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$67.97 - $69.95
$100.00 up to 32% off
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Nunn Bush Lancaster Chukka Boot(Men's) -Black Oiled Leather
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Nunn Bush Lancaster Chukka Boot(Men's) -Brown Oiled Leather
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Nunn Bush Lancaster Chukka Boot(Men's) -Camel Suede
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$59.95 - $69.95
$85.00 - $90.00 up to 29% off
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Twisted X MDM0061 Driving Mocs Chukka Boot(Men's) -Tan/Tooled Flowers Leather
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$86.95
$139.99 38% off
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Sperry Top-Sider Watertown Chukka Boot(Men's) -Dark Tan Leather
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$89.95
$160.00 44% off
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Johnston & Murphy Copeland Chukka Boot(Men's) -Black Tumbled Full Grain Leather
Johnston & Murphy Copeland Chukka Boot(Men's) -Red Brown Oiled Full Grain Leather
Johnston & Murphy Copeland Chukka Boot(Men's) -Taupe Oiled Suede
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$89.95 - $158.95
$159.00 up to 43% off
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Nunn Bush Odell Wingtip Chukka Boot(Men's) -Black Tumbled Leather
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Nunn Bush Odell Wingtip Chukka Boot(Men's) -Brown Crazy Horse Leather
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Nunn Bush Odell Wingtip Chukka Boot(Men's) -Rust Tumbled Leather
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Nunn Bush Odell Wingtip Chukka Boot(Men's) -Tan Crazy Horse Leather
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$79.95
$95.00 16% off
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Nunn Bush Quest Moc Toe Chukka Boot(Men's) -Brown Genuine Leather/Suede
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Nunn Bush Quest Moc Toe Chukka Boot(Men's) -Tan Multi Genuine Leather/Suede
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$69.95
$90.00 22% off
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Clarks Desert Boot(Men's) -Sand Suede 2
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Clarks Desert Boot(Men's) -Beeswax Full Grain Leather
Clarks Desert Boot(Men's) -Black Suede 2
Clarks Desert Boot(Men's) -Black/Black Suede
Clarks Desert Boot(Men's) -Brown Suede 2
Clarks Desert Boot(Men's) -Sand/Sand Suede
Clarks Desert Boot(Men's) -Slate Grey Suede 2
Clarks Desert Boot(Men's) -Tan Leather
$129.95 - $149.95
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UGG Union Chukka Boot(Men's) -Chestnut Suede
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UGG Union Chukka Boot(Men's) -New Navy Suede
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UGG Union Chukka Boot(Men's) -Seal Suede
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$82.95
$130.00 36% off
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Nunn Bush Nantucket Plain Toe Chukka Boot(Men's) -Black Leather
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$59.95
$95.00 37% off
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Rockport Rugged Bucks Waterproof Boot(Men's) -Boston Tan
Rockport Rugged Bucks Waterproof Boot(Men's) -Tan Full Grain Leather
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$109.95 - $119.95
$120.00 up to 8% off
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Birkenstock Pasadena II Suede Chukka Boot(Men's) -Tea Suede
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$126.95
$180.00 29% off