Men's Chukka Boots and Chelsea Boots

236 Total Items

236 Total Items

Men's Vintage Foundry Co Lyle Boots in Black color
Vintage Foundry Co
$159.99
$139.98

Men's Vintage Foundry Co Lyle Boots

$159.99
$139.98
Men's Reserved Footwear Ryder Dress Shoes in Black color
Reserved Footwear
$64.99
$54.98

Men's Reserved Footwear Ryder Dress Shoes

$64.99
$54.98
Men's Reserved Footwear Ryder Dress Shoes in Tan color
Reserved Footwear
$64.99
$54.98

Men's Reserved Footwear Ryder Dress Shoes

$64.99
$54.98
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 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 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 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 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
$69.98

Men's Thomas & Vine Ventura Chelsea Boots

$199.99
$69.98
Men's Thomas & Vine Ventura Chelsea Boots in Black color
Thomas & Vine
$199.99
$69.98

Men's Thomas & Vine Ventura Chelsea Boots

$199.99
$69.98
Men's Eastland Daily Double Chelsea Boots in Oak color
Eastland
$124.99

Men's Eastland Daily Double Chelsea Boots

$124.99
Men's Carhartt Haslett Moc Toe Canvas Chukka Work Boots in Brown color
Carhartt
$104.99

Men's Carhartt Haslett Moc Toe Canvas Chukka Work Boots

$104.99
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 Georgia Boot Eagle One Steel Toe Waterproof Chelsea Work Boots in Black color
Georgia Boot
$169.99

Men's Georgia Boot Eagle One Steel Toe Waterproof Chelsea Work Boots

$169.99
Men's Georgia Boot Eagle One Waterproof Chelsea Work Boots in Brown color
Georgia Boot
$164.99

Men's Georgia Boot Eagle One Waterproof Chelsea Work Boots

$164.99
Men's Thomas & Vine Hanford Chelsea Dress Boots in Bordeaux color
Thomas & Vine
$199.99
$69.98

Men's Thomas & Vine Hanford Chelsea Dress Boots

$199.99
$69.98
Men's Thomas & Vine Hanford Chelsea Dress Boots in Cognac color
Thomas & Vine
$199.99
$69.98

Men's Thomas & Vine Hanford Chelsea Dress Boots

$199.99
$69.98
Men's Thomas & Vine Hanford Chelsea Dress Boots in Black color
Thomas & Vine
$199.99
$69.98

Men's Thomas & Vine Hanford Chelsea Dress Boots

$199.99
$69.98
Men's RUSH Gordon Rush Logan Chelsea Boots in Black color
RUSH Gordon Rush
$134.99
$64.98

Men's RUSH Gordon Rush Logan Chelsea Boots

$134.99
$64.98
Men's Bogs Footwear Kicker Rain Chelsea Neo Winter Boots in Navy Multi color
Bogs Footwear
$99.99

Men's Bogs Footwear Kicker Rain Chelsea Neo Winter Boots

$99.99
...

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!