Free Shipping. No Minimum.

Casual Chukka Boots

Clarks Bushacre 2 Boot (Men's)
New!
Sale
Clarks Bushacre 2 Boot(Men's) -Beeswax Leather
Sale
Clarks Bushacre 2 Boot(Men's) -Black Leather
Sale
Clarks Bushacre 2 Boot(Men's) -Black Suede
Sale
Clarks Bushacre 2 Boot(Men's) -Black Waxy Leather
Sale
Clarks Bushacre 2 Boot(Men's) -Dark Brown Leather
Sale
Clarks Bushacre 2 Boot(Men's) -Dark Olive Leather
Sale
Clarks Bushacre 2 Boot(Men's) -Dark Tan Leather
Sale
Clarks Bushacre 2 Boot(Men's) -Grey Leather
Sale
Clarks Bushacre 2 Boot(Men's) -Grey Suede
Sale
Clarks Bushacre 2 Boot(Men's) -Navy Leather
Sale
Clarks Bushacre 2 Boot(Men's) -Wheat Suede
Sale
Clarks Bushacre 2 Boot(Men's) -Wine Leather
Sale
$54.99 - $87.99
$100.00 up to 45% off
Rockport Essential Details Waterproof Chukka Boot (Men's)
New!
Sale
Rockport Essential Details Waterproof Chukka Boot(Men's) -Black Full Grain Leather
Sale
$109.95
$125.00 12% off
Clarks Desert Boot (Men's)
New!
Sale
Clarks Desert Boot(Men's) -Bordeaux Suede
New
Clarks Desert Boot(Men's) -Beeswax Full Grain Leather
Sale
Clarks Desert Boot(Men's) -Black/Black Suede
Sale
Clarks Desert Boot(Men's) -Blue/Grey Suede
Sale
Clarks Desert Boot(Men's) -Brown/Brown Suede
Sale
Clarks Desert Boot(Men's) -Mahogany Suede
Sale
Clarks Desert Boot(Men's) -Navy Canvas
Sale
Clarks Desert Boot(Men's) -Oak Suede
Sale
Clarks Desert Boot(Men's) -Olive/Olive Suede
Sale
Clarks Desert Boot(Men's) -Taupe Canvas
Sale
Clarks Desert Boot(Men's) -Beeswax
Clarks Desert Boot(Men's) -Brown
$96.99 - $129.95
$130.00 - $140.00 up to 31% off
ECCO Turn GORE-TEX Chukka Tie Boot (Men's)
New!
Sale
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
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) -Cognac Leather
Sale
$79.95
$90.00 11% off
Twisted X Boots WDM0081 Driving Moc Chukka Boot (Women's)
New!
Sale
Twisted X Boots WDM0081 Driving Moc Chukka Boot(Women's) -Brown/Tooled Flowers Leather
Sale
$124.95
$134.99 7% off
Rockport Marshall Chukka Boot (Men's)
New!
Sale
Rockport Marshall Chukka Boot(Men's) -Black Leather
Rockport Marshall Chukka Boot(Men's) -Cognac Leather
Rockport Marshall Chukka Boot(Men's) -Dark Brown Leather
$89.45 - $119.95
Clarks Stinson Hi Moc Toe Boot (Men's)
New!
Sale
Clarks Stinson Hi Moc Toe Boot(Men's) -Beeswax Leather
Sale
Clarks Stinson Hi Moc Toe Boot(Men's) -Black Oily Leather
Sale
Clarks Stinson Hi Moc Toe Boot(Men's) -Brown Oily Leather
Sale
Clarks Stinson Hi Moc Toe Boot(Men's) -Dark Olive Leather
Sale
Clarks Stinson Hi Moc Toe Boot(Men's) -Sand Suede
Sale
$89.99 - $98.99
$100.00 - $110.00 up to 10% off
Clarks Wallabee Boot (Men's)
New!
Sale
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)
New!
Sale
Clarks Weaver Boot(Men's) -Tan/Tan Full Grain Leather
New
$159.95
Finn Comfort Linz
New!
Sale
Finn Comfort Linz -Black Nubuck/Brown Leather
$344.95
Sorel Madson Chukka Waterproof Boot (Men's)
New!
Sale
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
TOMS Chukka Boot Leather (Men's)
New!
Sale
TOMS Chukka Boot Leather(Men's) -Black Melange Woven
New
TOMS Chukka Boot Leather(Men's) -Brown Waterproof Pull Up Leather
$98.00 - $139.00
Keen Grayson Chukka Boot (Men's)
New!
Sale
Keen Grayson Chukka Boot(Men's) -Mid Brown/Scylum
Keen Grayson Chukka Boot(Men's) -Sage/Lama
$129.95
UGG Neumel Boot (Men's)
New!
Sale
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)
New!
Sale
Timberland Killington Chukka Boot(Men's) -Black Leather
Sale
$99.95
$125.00 20% off
Dunham Johnson Chukka (Men's)
New!
Sale
Dunham Johnson Chukka(Men's) -Black Leather
$149.95
Ariat Spitfire Chukka Boot (Men's)
New!
Sale
Ariat Spitfire Chukka Boot(Men's) -Brown Bomber Full Grain Leather
Sale
Ariat Spitfire Chukka Boot(Men's) -Aged Mahogany Leather
Ariat Spitfire Chukka Boot(Men's) -Brown Bomber Leather
Ariat Spitfire Chukka Boot(Men's) -Brown Bomber/Blue Laces Full Grain Leather
Ariat Spitfire Chukka Boot(Men's) -Vintage Bomber Full Grain Leather
$99.95 - $109.95
$99.95 - $109.95 up to 9% off
Florsheim Montinaro Chukka Boot (Men's)
New!
Sale
Florsheim Montinaro Chukka Boot(Men's) -Saddle Tan Smooth Leather
Sale
Florsheim Montinaro Chukka Boot(Men's) -Black Smooth Leather
Sale
$99.95
$110.00 9% off
Drew Keith (Men's)
New!
Sale
Drew Keith(Men's) -Black Leather
Drew Keith(Men's) -Brandy Leather
$189.95
Clarks Wallabee Bootie (Women's)
New!
Sale
Clarks Wallabee Bootie(Women's) -Beeswax/White Leather
New
Clarks Wallabee Bootie(Women's) -Black Interest Full Grain Leather
New
Clarks Wallabee Bootie(Women's) -Beeswax/Beeswax Leather
Clarks Wallabee Bootie(Women's) -Black
Clarks Wallabee Bootie(Women's) -Blue/Grey Suede
New
Clarks Wallabee Bootie(Women's) -Burgundy Suede
New
Clarks Wallabee Bootie(Women's) -Maple Suede
Clarks Wallabee Bootie(Women's) -Maple/Maple Suede/Full Grain Leather
New
$140.00 - $150.00
Clarks Hinman Mid Chukka Boot (Men's)
New!
Sale
Clarks Hinman Mid Chukka Boot(Men's) -Black Leather
Sale
Clarks Hinman Mid Chukka Boot(Men's) -Dark Tan Suede
Sale
Clarks Hinman Mid Chukka Boot(Men's) -Mahogany Leather
Sale
$89.99
$100.00 10% off
Apex Lexington Chukka Boot (Men's)
New!
Sale
Apex Lexington Chukka Boot(Men's) -Brown Nubuck Leather
$144.95
Clarks Wallabee (Men's)
New!
Sale
Clarks Wallabee(Men's) -Beeswax/White Leather
New
Clarks Wallabee(Men's) -Black/White Full Grain Leather
New
Clarks Wallabee(Men's) -Black/Black Leather
Sale
Clarks Wallabee(Men's) -Bordeaux Suede
New
$139.95
$140.00 - $160.00 up to 13% off