Shop Men's Chelsea Boots and Chukka Boots

131 Total Items

131 Total Items

Men's B-52 Easy Dress Shoes in Dark Brown color
B-52
$79.99
$49.98

Men's B-52 Easy Dress Shoes

$79.99
$49.98
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 Deer Stags Rockland Chelsea Boots in Brown/DarkBrown color
Deer Stags
$89.99

Men's Deer Stags Rockland Chelsea Boots

$89.99
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 Eastland Norway Chelsea Boots in Oak color
Eastland
$149.99

Men's Eastland Norway Chelsea Boots

$149.99
Men's Rockport Cassius Chelsea Boots in Brown Oat color
Rockport
$159.99

Men's Rockport Cassius Chelsea Boots

$159.99
Men's Rockport Cassius Chelsea Boots in Dark Natural color
Rockport
$159.99

Men's Rockport Cassius Chelsea Boots

$159.99
Men's Rockport Cassius Chelsea Boots in Black color
Rockport
$159.99

Men's Rockport Cassius Chelsea Boots

$159.99
Men's Nunn Bush Otis II Boots in Tan Leather color
Nunn Bush
$119.99

Men's Nunn Bush Otis II Boots

$119.99

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Men's Nunn Bush Otis II Boots in Brown Leather color
Nunn Bush
$119.99

Men's Nunn Bush Otis II Boots

$119.99

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Men's Nunn Bush Otis II Boots in Black Tumble color
Nunn Bush
$119.99

Men's Nunn Bush Otis II Boots

$119.99

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Men's Deer Stags Brayden Dress Shoes in Brown color
Deer Stags
$99.99
$69.98

Men's Deer Stags Brayden Dress Shoes

$99.99
$69.98
Men's Carhartt Frontier Chelsea Work Boots in Mossy Brown color
Carhartt
$134.99

Men's Carhartt Frontier Chelsea Work Boots

$134.99
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 Charles Chelsea Dress Boots in Tan color
Vintage Foundry Co
$149.99
$139.98

Men's Vintage Foundry Co Charles Chelsea Dress Boots

$149.99
$139.98
Men's Vintage Foundry Co Charles Chelsea Dress Boots in Black color
Vintage Foundry Co
$149.99
$139.98

Men's Vintage Foundry Co Charles Chelsea Dress Boots

$149.99
$139.98
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 RUSH Gordon Rush Chelsea Boot Dress Shoes in Brown color
RUSH Gordon Rush
$124.99
$64.98

Men's RUSH Gordon Rush Chelsea Boot Dress Shoes

$124.99
$64.98
Men's RUSH Gordon Rush Chelsea Boot Dress Shoes in Black color
RUSH Gordon Rush
$124.99
$64.98

Men's RUSH Gordon Rush Chelsea Boot Dress Shoes

$124.99
$64.98
Men's Vintage Foundry Co Darwin Chelsea Boots in Cognac color
Vintage Foundry Co
$144.99

Men's Vintage Foundry Co Darwin Chelsea Boots

$144.99
Men's Vintage Foundry Co Darwin Chelsea Boots in Black color
Vintage Foundry Co
$144.99
$94.98

Men's Vintage Foundry Co Darwin Chelsea Boots

$144.99
$94.98
Men's Thomas & Vine Ventura Chelsea Boots in Cognac color
Thomas & Vine
$199.99
$44.98

Men's Thomas & Vine Ventura Chelsea Boots

$199.99
$44.98