Shop Men's Chukka Boots

Men's TWISTED X Chukka Driving Moc Dress Shoes in Bomber/Tan color
TWISTED X
$140.99
$129.98

Men's TWISTED X Chukka Driving Moc Dress Shoes

$140.99
$129.98
Men's TWISTED X Original Chukka Driving Moc Dress Shoes in Bomber color
TWISTED X
$134.99
$129.98

Men's TWISTED X Original Chukka Driving Moc Dress Shoes

$134.99
$129.98
Men's Florsheim Vibe Plain Toe Chukka Dress Boots in Brown CH color
Florsheim
$120.00

Men's Florsheim Vibe Plain Toe Chukka Dress Boots

$120.00
Men's Dr. Scholls Madison Men Chukka Boots in Dark Grey color
Dr. Scholls
$114.99
$89.98

Men's Dr. Scholls Madison Men Chukka Boots

$114.99
$89.98
Men's Dr. Scholls Madison Men Chukka Boots in Brown color
Dr. Scholls
$114.99
$89.98

Men's Dr. Scholls Madison Men Chukka Boots

$114.99
$89.98
Men's Reserved Footwear Zion Dress Shoes in Black color
Reserved Footwear
$54.99
$49.98

Men's Reserved Footwear Zion Dress Shoes

$54.99
$49.98
Men's Reserved Footwear Zion Dress Shoes in Cognac color
Reserved Footwear
$54.99
$49.98

Men's Reserved Footwear Zion Dress Shoes

$54.99
$49.98
Men's Florsheim Forge Plain Toe Chukka Dress Boots in Cognac color
Florsheim
$114.99
$109.98

Men's Florsheim Forge Plain Toe Chukka Dress Boots

$114.99
$109.98
Men's Florsheim Forge Plain Toe Chukka Dress Boots in Black color
Florsheim
$114.99
$109.98

Men's Florsheim Forge Plain Toe Chukka Dress Boots

$114.99
$109.98
Men's Reserved Footwear Keith Dress Shoes in Grey 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 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 Cole Haan Grand + Ultra Chukka Dress Shoes in British Tan/Ivo color
Cole Haan
$119.99
$89.98

Men's Cole Haan Grand + Ultra Chukka Dress Shoes

$119.99
$89.98
Men's Florsheim Vibe Plain Toe Chukka Dress Boots in Black CH color
Florsheim
$124.99
$119.98

Men's Florsheim Vibe Plain Toe Chukka Dress Boots

$124.99
$119.98
Men's Levis Magnus Dress Boots in Black Mono color
Levis
$59.99
$34.98

Men's Levis Magnus Dress Boots

$59.99
$34.98
Men's Levis Magnus Dress Boots in Tan/Brown color
Levis
$59.99
$34.98

Men's Levis Magnus Dress Boots

$59.99
$34.98
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

Men's Vintage Foundry Co Milton Chukka Dress Boots

Men's Thomas & Vine Aldridge Dress Boots in Cognac color
Thomas & Vine
$164.99
$69.98

Men's Thomas & Vine Aldridge Dress Boots

$164.99
$69.98
Men's Thomas & Vine Aldridge Dress Boots in Black color
Thomas & Vine
$164.99
$69.98

Men's Thomas & Vine Aldridge Dress Boots

$164.99
$69.98
Men's Dockers Calgary Chukka Boot Oxfords in Briar color
Dockers
$94.99
$74.98

Men's Dockers Calgary Chukka Boot Oxfords

$94.99
$74.98
Men's Dockers Calgary Chukka Boot Oxfords in Taupe color
Dockers
$94.99
$74.98

Men's Dockers Calgary Chukka Boot Oxfords

$94.99
$74.98
Men's Dockers Nigel Dress Shoes in Dark Brown color
Dockers
$94.99
$74.98

Men's Dockers Nigel Dress Shoes

$94.99
$74.98
Men's Dockers Nigel Dress Shoes in Taupe color
Dockers
$94.99
$74.98

Men's Dockers Nigel Dress Shoes

$94.99
$74.98