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Mens Fashion Chukka Boots

Clarks Bushacre 2 Boot (Men's)
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Clarks Bushacre 2 Boot(Men's) -Beeswax Leather
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Clarks Bushacre 2 Boot(Men's) -Black Leather
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Clarks Bushacre 2 Boot(Men's) -Black Suede
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Clarks Bushacre 2 Boot(Men's) -Black Waxy Leather
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Clarks Bushacre 2 Boot(Men's) -Dark Brown Leather
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Clarks Bushacre 2 Boot(Men's) -Dark Olive Leather
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Clarks Bushacre 2 Boot(Men's) -Dark Tan Leather
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Clarks Bushacre 2 Boot(Men's) -Grey Leather
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Clarks Bushacre 2 Boot(Men's) -Grey Suede
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Clarks Bushacre 2 Boot(Men's) -Navy Leather
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Clarks Bushacre 2 Boot(Men's) -Wheat Suede
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Clarks Bushacre 2 Boot(Men's) -Wine Leather
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Clarks Bushacre 2 Boot(Men's) -Khaki Leather
$54.99 - $99.95
$100.00 up to 45% off
Rockport Essential Details Waterproof Chukka Boot (Men's)
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Rockport Essential Details Waterproof Chukka Boot(Men's) -Black Full Grain Leather
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$109.95
$125.00 12% off
Sorel Madson Chukka Waterproof Boot (Men's)
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Sorel Madson Chukka Waterproof Boot(Men's) -Black/Black Waterproof Full Grain Leather
New
Sorel Madson Chukka Waterproof Boot(Men's) -Camel Brown/Pebble Waterproof Suede
New
Sorel Madson Chukka Waterproof Boot(Men's) -Crouton Waterproof Full Grain Leather
New
Sorel Madson Chukka Waterproof Boot(Men's) -Major/Cordovan Waterproof Full Grain Leather
New
$170.00
ECCO Turn GORE-TEX Chukka Tie Boot (Men's)
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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) -Mocha Cow Oil Nubuck
$169.95 - $229.95
Clarks Desert Boot (Men's)
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Clarks Desert Boot(Men's) -Bordeaux Suede
New
Clarks Desert Boot(Men's) -Beeswax Full Grain Leather
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Clarks Desert Boot(Men's) -Black/Black Suede
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Clarks Desert Boot(Men's) -Blue/Grey Suede
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Clarks Desert Boot(Men's) -Brown/Brown Suede
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Clarks Desert Boot(Men's) -Mahogany Suede
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Clarks Desert Boot(Men's) -Navy Canvas
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Clarks Desert Boot(Men's) -Oak Suede
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Clarks Desert Boot(Men's) -Olive/Olive Suede
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Clarks Desert Boot(Men's) -Taupe Canvas
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Clarks Desert Boot(Men's) -Beeswax
Clarks Desert Boot(Men's) -Brown
$96.99 - $129.95
$130.00 - $140.00 up to 31% off
Steve Madden Harken Chukka Boot (Men's)
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Steve Madden Harken Chukka Boot(Men's) -Black  Leather
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Steve Madden Harken Chukka Boot(Men's) -Cognac Leather
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$79.95
$90.00 11% off
Clarks Stinson Hi Moc Toe Boot (Men's)
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Clarks Stinson Hi Moc Toe Boot(Men's) -Beeswax Leather
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Clarks Stinson Hi Moc Toe Boot(Men's) -Black Oily Leather
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Clarks Stinson Hi Moc Toe Boot(Men's) -Brown Oily Leather
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Clarks Stinson Hi Moc Toe Boot(Men's) -Dark Olive Leather
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Clarks Stinson Hi Moc Toe Boot(Men's) -Sand Suede
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$89.99 - $98.99
$100.00 - $110.00 up to 10% off
Clarks Wallabee Boot (Men's)
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Clarks Wallabee Boot(Men's) -Beeswax/Beeswax Leather
Clarks Wallabee Boot(Men's) -Black/Black Leather
Clarks Wallabee Boot(Men's) -Black/Black Suede
Clarks Wallabee Boot(Men's) -Maple Suede
$149.95
Clarks Weaver Boot (Men's)
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Clarks Weaver Boot(Men's) -Tan/Tan Full Grain Leather
New
$159.95
UGG Neumel Boot (Men's)
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UGG Neumel Boot(Men's) -Charcoal Suede
New
UGG Neumel Boot(Men's) -Chestnut Leather
New
UGG Neumel Boot(Men's) -Redwood
Sale
UGG Neumel Boot(Men's) -Black
UGG Neumel Boot(Men's) -Chestnut Two Tone Suede
New
UGG Neumel Boot(Men's) -Cordovan Cow Suede
UGG Neumel Boot(Men's) -Espresso Cow Suede
UGG Neumel Boot(Men's) -New Navy Suede
UGG Neumel Boot(Men's) -Salty Blue Suede
New
UGG Neumel Boot(Men's) -Taupe Suede
New
UGG Neumel Boot(Men's) -White Pepper Suede
New
$95.95 - $149.95
$130.00 - $150.00 up to 36% off
Timberland Killington Chukka Boot (Men's)
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Timberland Killington Chukka Boot(Men's) -Black Leather
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$99.95
$125.00 20% off
UGG Leighton Ankle Boot (Men's)
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UGG Leighton Ankle Boot(Men's) -Chocolate Full Grain Leather
New
UGG Leighton Ankle Boot(Men's) -Black Leather
UGG Leighton Ankle Boot(Men's) -Chocolate
$159.95
Clarks Desert Trek (Men's)
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Clarks Desert Trek(Men's) -Dark Green Suede/Full Grain Leather
New
Clarks Desert Trek(Men's) -Nut Brown Suede/Full Grain Leather
New
Clarks Desert Trek(Men's) -Chestnut Leather
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Clarks Desert Trek(Men's) -Black Suede
$119.99 - $139.95
$140.00 up to 14% off
Rockport Charson Lace Up Ankle Boot (Men's)
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Rockport Charson Lace Up Ankle Boot(Men's) -Black Leather
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Rockport Charson Lace Up Ankle Boot(Men's) -Dark Brown Leather
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$99.95
$140.00 29% off
Rockport Classic Break Chukka Boot (Men's)
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Rockport Classic Break Chukka Boot(Men's) -Dark Brown Leather
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$106.45
$120.00 11% off
Stacy Adams Beckett Cap Toe Chukka Boot 24984 (Men's)
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Stacy Adams Beckett Cap Toe Chukka Boot 24984(Men's) -Brown Leather
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$84.95
$105.00 19% off
ECCO Jeremy Hybrid Chukka Boot (Men's)
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ECCO Jeremy Hybrid Chukka Boot(Men's) -Black/Black Nubuck Leather
New
ECCO Jeremy Hybrid Chukka Boot(Men's) -Coffee Nubuck Leather
New
$149.95
Florsheim NDNS Chukka Boot (Men's)
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Florsheim NDNS Chukka Boot(Men's) -Black Leather
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$97.95
$130.00 25% off
UGG Freamon Capra enerG Chukka Boot (Men's)
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UGG Freamon Capra enerG Chukka Boot(Men's) -Mole Leather
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$89.95
$150.00 40% off
Timberland Groveton Leather and Fabric Chukka Boot (Men's)
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Timberland Groveton Leather and Fabric Chukka Boot(Men's) -Wheat Nubuck/Canvas
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$64.95
$80.00 19% off
Dr. Martens Work Esteem 4 Eye Chukka Industrial Boot (Men's)
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Dr. Martens Work Esteem 4 Eye Chukka Industrial Boot(Men's) -Black Pitstop Leather
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$99.95
$110.00 9% off
Florsheim Indie Cap Boot (Men's)
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Florsheim Indie Cap Boot(Men's) -Black Milled Leather
$148.95
Rockport Ledge Hill Too Chukka Boot (Men's)
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Rockport Ledge Hill Too Chukka Boot(Men's) -Dark Brown Leather
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Rockport Ledge Hill Too Chukka Boot(Men's) -Driftwood Leather
$99.99 - $143.95
$150.00 up to 33% off
Dr. Martens Bonny 6 Eye Chukka Boot
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Dr. Martens Bonny 6 Eye Chukka Boot -Indigo 8 Oz Canvas
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$49.97
$85.00 41% off
UGG Freamon Hyperweave Chukka Boot (Men's)
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UGG Freamon Hyperweave Chukka Boot(Men's) -Black Textile
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$75.95
$150.00 49% off
Naot Pilot (Men's)
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Naot Pilot(Men's) -Brown Gradient Handcrafted Leather
Naot Pilot(Men's) -Desert Suede
Naot Pilot(Men's) -Gray Suede
Naot Pilot(Men's) -Oily Coal Nubuck
Naot Pilot(Men's) -Seal Brown Suede
Naot Pilot(Men's) -Vintage Grey Leather
$239.95
Florsheim Jet Chukka (Men's)
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Florsheim Jet Chukka(Men's) -Black Smooth Leather
Sale
$81.00
$135.00 40% off
Florsheim Rockit Chukka (Men's)
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Florsheim Rockit Chukka(Men's) -Black Distressed Milled Leather
$134.95
Stacy Adams Astro 53404 (Men's)
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Stacy Adams Astro 53404(Men's) -Black Smooth Leather
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Stacy Adams Astro 53404(Men's) -Black Suede
Stacy Adams Astro 53404(Men's) -Gray Suede
Stacy Adams Astro 53404(Men's) -Sand Suede
$79.95 - $89.95
$90.00 up to 11% off
Stacy Adams Kyle 24921 (Men's)
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Sale
Stacy Adams Kyle 24921(Men's) -Brown Leather
$99.95
Stacy Adams Cagney 24907 (Men's)
New!
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Stacy Adams Cagney 24907(Men's) -Black Milled Leather
$99.95
UGG Freamon Chukka Boot (Men's)
New!
Sale
UGG Freamon Chukka Boot(Men's) -New Navy Suede
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UGG Freamon Chukka Boot(Men's) -Redwood
Sale
$69.99 - $95.95
$120.00 - $150.00 up to 42% off