Men's Chukka Boots & Chelsea Boots

181 Total Items

181 Total Items

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 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 Cole Haan Grand + Ultra Chukka Dress Shoes in British Tan/Ivo color
Cole Haan
$119.99
$99.98

Men's Cole Haan Grand + Ultra Chukka Dress Shoes

$119.99
$99.98
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 Bogs Footwear Arcata Urban Leather Chelsea Winter Boots in Chocolate color
Bogs Footwear
$159.99

Men's Bogs Footwear Arcata Urban Leather Chelsea Winter Boots

$159.99
Men's Carhartt FW5033 Wedge Chelsea Work Boots in Dark Bison color
Carhartt
$159.99

Men's Carhartt FW5033 Wedge Chelsea Work Boots

$159.99
Men's Lugz Fringe Boots in Black W color
Lugz
$59.99

Men's Lugz Fringe Boots

$59.99
Men's Florsheim Lodge Plain Toe 3 Eye Chukka Boot Dress Shoes in Crazy Horse Br color
Florsheim
$139.99

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

$139.99
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. Salter Chelsea Boots in Walnut color
Vance Co.
$109.99
$79.98

Men's Vance Co. Salter Chelsea Boots

$109.99
$79.98
Men's Vance Co. Salter Chelsea Boots in Black color
Vance Co.
$109.99
$79.98

Men's Vance Co. Salter Chelsea Boots

$109.99
$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 Dingo Boot Camino Chelsea Boots in White color
Dingo Boot
$149.00

Men's Dingo Boot Camino Chelsea Boots

$149.00
Men's Dingo Boot Camino Chelsea Boots in Brown color
Dingo Boot
$149.00

Men's Dingo Boot Camino Chelsea Boots

$149.00
Men's Dingo Boot Camino Chelsea Boots in Black cherry color
Dingo Boot
$149.00

Men's Dingo Boot Camino Chelsea Boots

$149.00
Men's Dingo Boot Camino Chelsea Boots in Black color
Dingo Boot
$149.00

Men's Dingo Boot Camino Chelsea Boots

$149.00
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 Vintage Foundry Co Orson Boots in Cognac color
Vintage Foundry Co
$174.99
$154.98

Men's Vintage Foundry Co Orson Boots

$174.99
$154.98
Men's Eastland Norway Chelsea Boots in Oak color
Eastland
$149.99

Men's Eastland Norway Chelsea Boots

$149.99
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 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
...

Shop Chukka Boots and Chelsea Boots for Men

Shop the latest trends in slip-on boots and dress boots for men! Men's Chelsea boots are the perfect fit when comfort, durability, and style are on the agenda. Or look dapper for work or play in a new pair of Chukka boots. You can find all your favorite men's boot brands at Shoe Carnival! Browse great deals on Stacy Adams, Clarks, Timberland, Vance Co., and so many more. Our selection of men's boots is unmatched so unbox your new pair today. Looking for sales on shoes? Shoe Carnival has you covered!

Are Chelsea Boots and Chukka Boots Still in Style?

YES! Chelsea boots inherited their name from their popularity in the trendy area of Chelsea, London during the mid 20th century, particularly on the mod scene. This trend certainly hasn't gone out of style and there's nothing like being able to slip into a pair of fashionable footwear when you're on the go. The style and versatility of Chukka boots will never get old. Find all the styles you need and love, at the best online shoe store! From black Chelsea boots for a night out, to fashionable brown Chukka dress boots for the office. Unbox them all at Shoe Carnival! We offer the widest selection of boots for men from the most trusted footwear brands.

Want your footwear faster? Buy online and pickup in-store at a Shoe Carnival store near you. Or have them delivered straight to your door. Shoe Perks members get free shipping on all orders from our online shoe store!