Free Shipping. No Minimum.

Lightweight Mens Chukka Boots

Timberland Davis Square Fabric/Leather Chukka Boot (Men's)
New!
Sale
Timberland Davis Square Fabric/Leather Chukka Boot(Men's) -Black Nubuck/Cordura® EcoMade Fiber
Sale
Timberland Davis Square Fabric/Leather Chukka Boot(Men's) -Medium Grey Nubuck/Cordura® Fiber
Sale
Timberland Davis Square Fabric/Leather Chukka Boot(Men's) -Navy Nubuck/Cordura® Fiber
Sale
$54.95
$80.00 31% off
Ariat Spitfire Chukka Boot (Men's)
New!
Sale
Ariat Spitfire Chukka Boot(Men's) -Aged Mahogany Leather
Ariat Spitfire Chukka Boot(Men's) -Brown Bomber Full Grain Leather
Ariat Spitfire Chukka Boot(Men's) -Brown Bomber Leather
Ariat Spitfire Chukka Boot(Men's) -Brown Bomber/Blue Laces Full Grain Leather
$99.95 - $109.95
Cole Haan Original Grand Chukka Boot (Men's)
New!
Sale
Cole Haan Original Grand Chukka Boot(Men's) -Black Leather/Black
Sale
Cole Haan Original Grand Chukka Boot(Men's) -Woodbury Leather/Ivory
Sale
$149.99 - $152.95
$180.00 up to 17% off
Rockport Dustyn Chukka Boot (Men's)
New!
Sale
Rockport Dustyn Chukka Boot(Men's) -Black Leather
Sale
Rockport Dustyn Chukka Boot(Men's) -New Caramel Leather
Sale
$110.00
$125.00 12% off
Cole Haan Wagner Grand Apron Chukka Boot (Men's)
New!
Sale
Cole Haan Wagner Grand Apron Chukka Boot(Men's) -Java Nubuck Waterproof Leather
Sale
Cole Haan Wagner Grand Apron Chukka Boot(Men's) -Mesquite Waterproof Leather
Sale
$239.99
$280.00 14% off
Rockport Sharp & Ready Chukka Boot (Men's)
New!
Sale
Rockport Sharp & Ready Chukka Boot(Men's) -Brown/Brown Leather
New
Rockport Sharp & Ready Chukka Boot(Men's) -Castlerock Grey Leather
New
Rockport Sharp & Ready Chukka Boot(Men's) -Saddle Brown Leather
Sale
Rockport Sharp & Ready Chukka Boot(Men's) -Black Leather
Rockport Sharp & Ready Chukka Boot(Men's) -Tobacco Suede
$117.99 - $155.99
$139.95 - $140.00 up to 16% off
UGG Neumel Unlined Leather Chukka Boot (Men's)
New!
Sale
UGG Neumel Unlined Leather Chukka Boot(Men's) -Black Suede
Sale
UGG Neumel Unlined Leather Chukka Boot(Men's) -Burgundy Suede
Sale
UGG Neumel Unlined Leather Chukka Boot(Men's) -Moss Green Suede
Sale
UGG Neumel Unlined Leather Chukka Boot(Men's) -Charcoal Unlined Leather
UGG Neumel Unlined Leather Chukka Boot(Men's) -Chestnut Unlined Leather
UGG Neumel Unlined Leather Chukka Boot(Men's) -Pumice Unlined Leather
$74.95 - $124.95
$100.00 - $125.00 up to 25% off
Dr. Martens Bonny II Chukka Boot
New!
Sale
Dr. Martens Bonny II Chukka Boot -Dark Brown CJ Beauty Textured Leather/Olive Nylon
New
Dr. Martens Bonny II Chukka Boot -Grey Canvas
Sale
Dr. Martens Bonny II Chukka Boot -Taupe Canvas
Sale
Dr. Martens Bonny II Chukka Boot -Black Broder/Canvas
Dr. Martens Bonny II Chukka Boot -DMS Olive Canvas
$69.99 - $84.95
$75.00 - $85.00 up to 13% off
ECCO Melbourne Chukka Boot (Men's)
New!
Sale
ECCO Melbourne Chukka Boot(Men's) -Black Full Grain Leather
ECCO Melbourne Chukka Boot(Men's) -Cocoa Brown Full Grain Leather
$169.95
Rockport Cabot Chukka Boot (Men's)
New!
Sale
Rockport Cabot Chukka Boot(Men's) -Beeswax Leather
Rockport Cabot Chukka Boot(Men's) -Black/Black Leather
$129.95
UGG Cali Chukka Sneaker (Men's)
New!
Sale
UGG Cali Chukka Sneaker(Men's) -Antelope Suede
UGG Cali Chukka Sneaker(Men's) -Chestnut Suede
UGG Cali Chukka Sneaker(Men's) -Navy Suede
UGG Cali Chukka Sneaker(Men's) -Seal Suede
$179.95
Timberland Squall Canyon WingTip Chukka Waterproof Boot (Men's)
New!
Sale
Timberland Squall Canyon WingTip Chukka Waterproof Boot(Men's) -Dark Brown Full Grain Leather
Sale
Timberland Squall Canyon WingTip Chukka Waterproof Boot(Men's) -Dark Green Suede
Sale
$99.95
$150.00 33% off
TOMS Porter Lace Up Boot (Men's)
New!
Sale
TOMS Porter Lace Up Boot(Men's) -Toffee Suede
$149.95
Twisted X Boots MWS0002 Western Chukka Sneaker (Men's)
New!
Sale
Twisted X Boots MWS0002 Western Chukka Sneaker(Men's) -Tan Leather
Sale
$87.95
$109.99 20% off
ECCO Crepetray Chukka Mid Boot (Men's)
New!
Sale
ECCO Crepetray Chukka Mid Boot(Men's) -Cashmere Suede
New
ECCO Crepetray Chukka Mid Boot(Men's) -Magnet Cow Suede
Sale
ECCO Crepetray Chukka Mid Boot(Men's) -Whisky Cow Suede
Sale
$104.95 - $179.95
$180.00 up to 42% off
Mark Nason Los Angeles Weldon Chukka (Men's)
New!
Sale
Mark Nason Los Angeles Weldon Chukka(Men's) -Navy Synthetic
Sale
$49.95
$89.95 44% off
Superfeet Douglas Chukka Boot (Men's)
New!
Sale
Superfeet Douglas Chukka Boot(Men's) -Black/Brindle
Sale
Superfeet Douglas Chukka Boot(Men's) -Chipmunk/Turtledove
Sale
$102.95
$150.00 31% off
Florsheim Navigator Chukka Boot (Men's)
New!
Sale
Florsheim Navigator Chukka Boot(Men's) -Cocoa Nubuck
Sale
$101.95
$120.00 15% off
ECCO Crepetray Chukka Boot (Men's)
New!
Sale
ECCO Crepetray Chukka Boot(Men's) -Lion/Powder Cow Leather/Cow Nubuck
Sale
$135.99
$170.00 20% off
Superfeet Olympia Chukka Boot (Men's)
New!
Sale
Superfeet Olympia Chukka Boot(Men's) -Black/Magnet
Sale
Superfeet Olympia Chukka Boot(Men's) -Chipmunk
Sale
$91.45
$130.00 30% off
Florsheim Truman Chukka Boot (Men's)
New!
Sale
Florsheim Truman Chukka Boot(Men's) -Cognac Leather
Sale
$91.00
$130.00 30% off
Sperry Top-Sider Bahama Lug Naval Ankle Boot (Men's)
New!
Sale
Sperry Top-Sider Bahama Lug Naval Ankle Boot(Men's) -Black Canvas
Sale
$39.97
$69.95 43% off
Rockport Wynstin Chukka Boot (Men's)
New!
Sale
Rockport Wynstin Chukka Boot(Men's) -Dark Bitter Chocolate Leather
Sale
Rockport Wynstin Chukka Boot(Men's) -Tobacco Leather
Sale
$97.45 - $97.99
$130.00 up to 25% off