Men's Chukka Boots & Chelsea Boots

175 Total Items

175 Total Items

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 HEYDUDE Tahoe Chelsea Classic Chelsea Boots in Brown/Wood/Ash color
HEYDUDE
$94.99

Men's HEYDUDE Tahoe Chelsea Classic Chelsea Boots

$94.99

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

Men's HEYDUDE Bradley Chukka Classic Boots

$84.99

.

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. 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 Florsheim Forge Plain Toe Gore Dress Boots in Cognac color
Florsheim
$114.99
$109.98

Men's Florsheim Forge Plain Toe Gore Dress Boots

$114.99
$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
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 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 Bogs Footwear Sauvie Chelsea II Winter Boots in Brown color
Bogs Footwear
$109.99

Men's Bogs Footwear Sauvie Chelsea II Winter Boots

$109.99
Men's Territory Holloway Chelsea Boots in Black color
Territory
$159.99
$69.98

Men's Territory Holloway Chelsea Boots

$159.99
$69.98
Men's Nunn Bush Denali Plain Toe Chukka Waterproof Boots in Black color
Nunn Bush
$119.99
$89.98

Men's Nunn Bush Denali Plain Toe Chukka Waterproof Boots

$119.99
$89.98
Men's Lugz Fringe Boots in Black color
Lugz
$59.99
$54.98

Men's Lugz Fringe Boots

$59.99
$54.98
Men's Vance Co. Landon Chelsea Boots in Olive color

+4 Colors

Vance Co.
$84.99
$49.98

Men's Vance Co. Landon Chelsea Boots

$84.99
$49.98
Men's Vance Co. Landon Chelsea Boots in Brick color
Vance Co.
$84.99
$49.98

Men's Vance Co. Landon Chelsea Boots

$84.99
$49.98
Men's Vance Co. Landon Chelsea Boots in Chestnut color
Vance Co.
$84.99
$49.98

Men's Vance Co. Landon Chelsea Boots

$84.99
$49.98
Men's Deer Stags Garfield Dress Shoes in Coffee color
Deer Stags
$99.99

Men's Deer Stags Garfield Dress Shoes

$99.99
Men's Deer Stags Garfield Dress Shoes in Black color
Deer Stags
$99.99

Men's Deer Stags Garfield Dress Shoes

$99.99
Men's Florsheim Anthem Plain Toe Gore Boot Chelsea Boots in Saddle Tan color
Florsheim
$144.99

Men's Florsheim Anthem Plain Toe Gore Boot Chelsea Boots

$144.99
Men's Florsheim Anthem Plain Toe Gore Boot Chelsea Boots in Mocha color
Florsheim
$144.99

Men's Florsheim Anthem Plain Toe Gore Boot Chelsea Boots

$144.99
Men's Florsheim Anthem Plain Toe Gore Boot Chelsea Boots in Crazy Horse Br color
Florsheim
$144.99

Men's Florsheim Anthem Plain Toe Gore Boot Chelsea Boots

$144.99
Men's Florsheim Anthem Plain Toe Gore Boot Chelsea Boots in Black color
Florsheim
$144.99

Men's Florsheim Anthem Plain Toe Gore Boot Chelsea Boots

$144.99
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

Men's Tommy Hilfiger Harbin Chukka Boots

$119.99
...

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!