Shop Men's Chukka Boots

77 Total Items

77 Total Items

Men's HEYDUDE Bradley Chukka Classic Boots in Brown/Black color
HEYDUDE
$84.99

Men's HEYDUDE Bradley Chukka Classic Boots

$84.99

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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 HEYDUDE Bradley Chukka Classic Boots in Black/Grey color
HEYDUDE
$84.99

Men's HEYDUDE Bradley Chukka Classic Boots

$84.99

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Men's Levis Magnus Dress Boots in Tan/Brown color
Levis
$59.99
$39.98

Men's Levis Magnus Dress Boots

$59.99
$39.98
Men's Clarks Bushacre 2 Chukka Boots in Dark Brown color
Clarks
$99.99
$79.98

Men's Clarks Bushacre 2 Chukka Boots

$99.99
$79.98
Men's Vance Co. Stratton Chukka Boots in Walnut color
Vance Co.
$109.99
$79.98

Men's Vance Co. Stratton Chukka Boots

$109.99
$79.98
Men's Levis Magnus Dress Boots in Black Mono color
Levis
$59.99
$39.98

Men's Levis Magnus Dress Boots

$59.99
$39.98
Men's Propet Findley Chukka Boots in Stone color
Propet
$114.99

Men's Propet Findley Chukka Boots

$114.99
Men's Lugz Fringe Boots in Black color
Lugz
$59.99
$54.98

Men's Lugz Fringe Boots

$59.99
$54.98
Men's TWISTED X Original Chukka Driving Moc Dress Shoes in Bomber color
TWISTED X
$139.99
$129.98

Men's TWISTED X Original Chukka Driving Moc Dress Shoes

$139.99
$129.98
Men's BEN SHERMAN Whitby in Peanu/Wwht color
BEN SHERMAN
$69.99

Men's BEN SHERMAN Whitby

$69.99
Men's Tommy Hilfiger Harbin Chukka Boots in Cognac color
Tommy Hilfiger
$119.99
$74.98

Men's Tommy Hilfiger Harbin Chukka Boots

$119.99
$74.98
Men's HEYDUDE Bradley Chukka Classic Boots in Tan color
HEYDUDE
$84.99

Men's HEYDUDE Bradley Chukka Classic Boots

$84.99

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Men's Johnston and Murphy Calder Chukka Boots in Brown Oiled color
Johnston and Murphy
$169.99

Men's Johnston and Murphy Calder Chukka Boots

$169.99
Men's Florsheim Lodge Plain Toe 3 Eye Chukka Boot Dress Shoes in Crazy Horse Bk color
Florsheim
$139.99

Men's Florsheim Lodge Plain Toe 3 Eye Chukka Boot Dress Shoes

$139.99
Men's Carhartt Detroit ESD Chukka Work Boots in Black/Gum color
Carhartt
$124.99

Men's Carhartt Detroit ESD Chukka Work Boots

$124.99
Men's Vance Co. Stratton Chukka Boots in Black color
Vance Co.
$109.99
$79.98

Men's Vance Co. Stratton Chukka Boots

$109.99
$79.98
Men's Florsheim Rucci Plain Toe Chukka Dress Boots in Cognac color
Florsheim
$154.99
$134.98

Men's Florsheim Rucci Plain Toe Chukka Dress Boots

$154.99
$134.98
Men's Florsheim Rucci Plain Toe Chukka Dress Boots in Black color
Florsheim
$154.99
$134.98

Men's Florsheim Rucci Plain Toe Chukka Dress Boots

$154.99
$134.98
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 Crazy Horse Br color
Florsheim
$129.99

Men's Florsheim Forge Plain Toe Chukka Dress Boots

$129.99
Men's Florsheim Forge Plain Toe Chukka Dress Boots in Cognac color
Florsheim
$129.99
$109.98

Men's Florsheim Forge Plain Toe Chukka Dress Boots

$129.99
$109.98
Men's Florsheim Forge Plain Toe Chukka Dress Boots in Black color
Florsheim
$129.99
$109.98

Men's Florsheim Forge Plain Toe Chukka Dress Boots

$129.99
$109.98