Shop Men's Chukka Boots

39 Total Items

39 Total Items

Men's Clarks Bushacre 3 Chukka Boots in Beeswax Leather color
Clarks
$109.99
$99.98

Men's Clarks Bushacre 3 Chukka Boots

$109.99
$99.98
Men's TWISTED X Chukka Driving Moc Dress Shoes in Bomber/Tan color
TWISTED X
$149.99
$129.98

Men's TWISTED X Chukka Driving Moc Dress Shoes

$149.99
$129.98
Men's Reserved Footwear Keith Dress Shoes in Black color
Reserved Footwear
$64.99
$54.98

Men's Reserved Footwear Keith Dress Shoes

$64.99
$54.98
Men's Reserved Footwear Keith Dress Shoes in Cognac color
Reserved Footwear
$64.99
$54.98

Men's Reserved Footwear Keith Dress Shoes

$64.99
$54.98
Men's Vintage Foundry Co Milton Chukka Dress Boots in Brown color
Vintage Foundry Co
$149.99
$114.98

Men's Vintage Foundry Co Milton Chukka Dress Boots

$149.99
$114.98
Men's Vintage Foundry Co Milton Chukka Dress Boots in Navy color
Vintage Foundry Co
$149.99
$114.98

Men's Vintage Foundry Co Milton Chukka Dress Boots

$149.99
$114.98
Men's Carhartt Haslett Moc Toe Canvas Chukka Work Boots in Brown color
Carhartt
$104.99

Men's Carhartt Haslett Moc Toe Canvas Chukka Work Boots

$104.99
Men's Carhartt Haslett Moc Toe Canvas Chukka Work Boots in Coyote color
Carhartt
$104.99

Men's Carhartt Haslett Moc Toe Canvas Chukka Work Boots

$104.99
Men's Carhartt Haslett Moc Toe Canvas Chukka Work Boots in Black color
Carhartt
$104.99

Men's Carhartt Haslett Moc Toe Canvas Chukka Work Boots

$104.99
Men's Vintage Foundry Co Marlow Chukka Dress Boots in Black color
Vintage Foundry Co
$149.99
$114.98

Men's Vintage Foundry Co Marlow Chukka Dress Boots

$149.99
$114.98
Men's Vintage Foundry Co Marlow Chukka Dress Boots in Brown color
Vintage Foundry Co
$149.99
$114.98

Men's Vintage Foundry Co Marlow Chukka Dress Boots

$149.99
$114.98
Men's Thomas & Vine Banks Chukka Boots in Cognac color
Thomas & Vine
$189.99
$49.98

Men's Thomas & Vine Banks Chukka Boots

$189.99
$49.98
Men's Thomas & Vine Banks Chukka Boots in Charcoal color
Thomas & Vine
$189.99
$49.98

Men's Thomas & Vine Banks Chukka Boots

$189.99
$49.98
Men's Territory Redwoods Chukka Boots in Grey color
Territory
$159.99
$44.98

Men's Territory Redwoods Chukka Boots

$159.99
$44.98
Men's Territory Redwoods Chukka Boots in Brown color
Territory
$159.99
$44.98

Men's Territory Redwoods Chukka Boots

$159.99
$44.98
Men's New York and Company Kevin Chukka Dress Boots in Cognac color
New York and Company
$59.99
$49.98

Men's New York and Company Kevin Chukka Dress Boots

$59.99
$49.98
Men's Rockport Classic Break Chukka Dress Boots in Dark Brown color
Rockport
$139.99

Men's Rockport Classic Break Chukka Dress Boots

$139.99
Men's Thomas & Vine Theo Dress Boots in Brown color
Thomas & Vine
$139.99
$54.98

Men's Thomas & Vine Theo Dress Boots

$139.99
$54.98
Men's Thomas & Vine Theo Dress Boots in Black color
Thomas & Vine
$139.99
$54.98

Men's Thomas & Vine Theo Dress Boots

$139.99
$54.98
Men's Vance Co. Vaughn Chukka Dress Boots in Grey color
Vance Co.
$119.99
$39.98

Men's Vance Co. Vaughn Chukka Dress Boots

$119.99
$39.98
Men's Propet Findley Chukka Boots in Stone color
Propet
$114.99

Men's Propet Findley Chukka Boots

$114.99
Men's Propet Findley Chukka Boots in Tan color
Propet
$134.99

Men's Propet Findley Chukka Boots

$134.99
Men's Propet Findley Chukka Boots in Black color
Propet
$134.99

Men's Propet Findley Chukka Boots

$134.99
Men's Thomas & Vine Keegan Chukka Boots in Cognac color
Thomas & Vine
$149.99
$79.98

Men's Thomas & Vine Keegan Chukka Boots

$149.99
$79.98