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Men's Boots

The new chukka boot: refine your style.

Fresh details modernize the classic chukka: oiled leather and tire-tread soles or soft suede with sneaker styling.

SHOP: CHUKKA BOOTS

Men's Boots

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Red Wing 'Iron Ranger' 6 Inch Cap Toe Boot (Online Only)
Red Wing 'Iron Ranger' 6 Inch Cap Toe Boot (Online Only)
ALDO 'Yossef' Cap Toe Boot (Men)
ALDO 'Yossef' Cap Toe Boot (Men)
ALDO 'Yossef' Cap Toe Boot (Men)Was: $185.00Now: $109.9040% OFF
Andrew Marc 'Woodside' Chukka Boot (Men)
Andrew Marc 'Woodside' Chukka Boot (Men)
Andrew Marc 'Woodside' Chukka Boot (Men)Was: $200.00Now: $99.9050% OFF
Cole Haan 'Colton' Chukka Boot (Men) (Nordstrom Exclusive)
Cole Haan 'Colton' Chukka Boot (Men) (Nordstrom Exclusive)
To Boot New York 'Ellery' Chelsea Boot (Men)
To Boot New York 'Ellery' Chelsea Boot (Men)
To Boot New York 'Colby' Chukka Boot (Men)
To Boot New York 'Colby' Chukka Boot (Men)
Timberland 'Brook Park' Chukka Boot (Men)
Timberland 'Brook Park' Chukka Boot (Men)
Cole Haan 'Warren' Chelsea Boot (Men)
Cole Haan 'Warren' Chelsea Boot (Men)
Price MatchedCole Haan 'Warren' Chelsea Boot (Men)Was: $248.00Now: $185.9025% OFF
Eastland 'Oakwood 1955' Plain Toe Boot (Men)
Eastland 'Oakwood 1955' Plain Toe Boot (Men)
Eastland 'Oakwood 1955' Plain Toe Boot (Men)Was: $155.00Now: $99.9035% OFF
Clarks® 'Beckery Hike' Moc Toe Boot (Men)
Clarks® 'Beckery Hike' Moc Toe Boot (Men)
Calvin Klein Jeans 'Marston' Chukka Boot (Men)
Calvin Klein Jeans 'Marston' Chukka Boot (Men)
Vince 'Harvey' Chelsea Boot (Men)
Vince 'Harvey' Chelsea Boot (Men)
UGG® 'Parkhurst' Cap Toe Boot (Men)
UGG® 'Parkhurst' Cap Toe Boot (Men)
Blundstone Footwear Chelsea Boot
Blundstone Footwear Chelsea Boot
Woolrich 'Woodwright' Leather & Canvas Moc Toe Boot (Men)
Woolrich 'Woodwright' Leather & Canvas Moc Toe Boot (Men)
Eastland 'Orson 1955 x Bonobos' Moc Toe Boot (Men)
Eastland 'Orson 1955 x Bonobos' Moc Toe Boot (Men)
Andrew Marc 'Woodside' Chukka Boot (Men)
Andrew Marc 'Woodside' Chukka Boot (Men)
Andrew Marc 'Woodside' Chukka Boot (Men)Was: $218.00Now: $109.9050% OFF
Tod's 'Quinn' Ankle Boot
Tod's 'Quinn' Ankle Boot
Frye 'Tyler' Cap Toe Boot (Men)
Frye 'Tyler' Cap Toe Boot (Men)
New MarkdownFrye 'Tyler' Cap Toe Boot (Men)Was: $348.00Now: $208.8040% OFF
John Varvatos Star USA 'Hipster' Chukka Boot (Men)
John Varvatos Star USA 'Hipster' Chukka Boot (Men)
Price MatchedJohn Varvatos Star USA 'Hipster' Chukka Boot (Men)Was: $198.00Now: $116.9040% OFF
To Boot New York 'Anderson' Chelsea Boot (Men)
To Boot New York 'Anderson' Chelsea Boot (Men)
John Varvatos Star USA 'Hipster' Chukka Boot (Men)
John Varvatos Star USA 'Hipster' Chukka Boot (Men)
John Varvatos Star USA 'Barrett' Plain Toe Boot (Men) (Online Only)
John Varvatos Star USA 'Barrett' Plain Toe Boot (Men) (Online Only)
Timberland Earthkeepers® 'Originals' Boot (Men)
Timberland Earthkeepers® 'Originals' Boot (Men)
Timberland 'Brookpark' Chukka Boot (Men)
Timberland 'Brookpark' Chukka Boot (Men)
Red Wing 'Iron Ranger' 6 Inch Cap Toe Boot (Online Only)
Red Wing 'Iron Ranger' 6 Inch Cap Toe Boot (Online Only)
Cole Haan 'Colton' Chukka Boot (Men) (Nordstrom Exclusive)
Cole Haan 'Colton' Chukka Boot (Men) (Nordstrom Exclusive)
Price MatchedCole Haan 'Colton' Chukka Boot (Men) (Nordstrom Exclusive)Was: $228.00Now: $170.9025% OFF
Kenneth Cole Reaction 'Desert Sun' Chukka Boot (Men)
Kenneth Cole Reaction 'Desert Sun' Chukka Boot (Men)
Vince Camuto 'Bradbury' Chelsea Boot (Men)
Vince Camuto 'Bradbury' Chelsea Boot (Men)
Timberland 'Earthkeepers® - Brook Park' Chukka Boot (Men)
Timberland 'Earthkeepers® - Brook Park' Chukka Boot (Men)
Deer Stags 'Mean' Leather Chukka Boot (Men)
Deer Stags 'Mean' Leather Chukka Boot (Men)
Price MatchedDeer Stags 'Mean' Leather Chukka Boot (Men)Was: $79.95Now: $60.0025% OFF
Calvin Klein Jeans 'Kai' Plain Toe Boot (Men)
Calvin Klein Jeans 'Kai' Plain Toe Boot (Men)
Price MatchedCalvin Klein Jeans 'Kai' Plain Toe Boot (Men)Was: $120.00Now: $89.9925% OFF
BOGA 'Bossman' Wingtip Boot (Men)
BOGA 'Bossman' Wingtip Boot (Men)
New MarkdownBOGA 'Bossman' Wingtip Boot (Men)Was: $425.00Now: $254.9040% OFF
Joe's 'Blake' Plain Toe Boot (Men)
Joe's 'Blake' Plain Toe Boot (Men)
TOMS 'Mateo' Chukka Boot (Men)
TOMS 'Mateo' Chukka Boot (Men)
Calvin Klein 'Tyson' Zip Boot (Men)
Calvin Klein 'Tyson' Zip Boot (Men)
Price MatchedCalvin Klein 'Tyson' Zip Boot (Men)Was: $140.00Now: $104.9025% OFF
Kenneth Cole Reaction 'Thank Me Later' Boot (Men)
Kenneth Cole Reaction 'Thank Me Later' Boot (Men)
1901 'Grant' Plain Toe Boot (Men)
1901 'Grant' Plain Toe Boot (Men)
1901 'Grant' Plain Toe Boot (Men)Was: $115.00Now: $76.9033% OFF
Clarks® 'Muckers' Waterproof Snow Boot (Men)
Clarks® 'Muckers' Waterproof Snow Boot (Men)
Clarks® 'Muckers' Waterproof Snow Boot (Men)Was: $150.00Now: $89.9040% OFF
Kenneth Cole New York 'Mind over Matter' Cap Toe Boot (Men)
Kenneth Cole New York 'Mind over Matter' Cap Toe Boot (Men)
1901 'Aberdeen' Wingtip Boot (Men)
1901 'Aberdeen' Wingtip Boot (Men)
Florsheim 'Jet' Chukka Boot
Florsheim 'Jet' Chukka Boot
Price MatchedFlorsheim 'Jet' Chukka BootWas: $135.00Now: $101.9920% OFF
Rated 4.6 out of 5 stars with(10) reviews
Cole Haan 'Cranston' Water Resistant Chukka Boot (Men)
Cole Haan 'Cranston' Water Resistant Chukka Boot (Men)
Price MatchedCole Haan 'Cranston' Water Resistant Chukka Boot (Men)Was: $268.00Now: $199.9025% OFF
Cole Haan 'Pinch' Chukka Boot (Men)
Cole Haan 'Pinch' Chukka Boot (Men)
Price MatchedCole Haan 'Pinch' Chukka Boot (Men)Was: $120.00Now: $89.9025% OFF
Clarks® 'Ryerson Rise' Boot (Men)
Clarks® 'Ryerson Rise' Boot (Men)
Price MatchedClarks® 'Ryerson Rise' Boot (Men)Was: $170.00Now: $140.9015% OFF
Calvin Klein 'Ballard' Chukka Boot (Men)
Calvin Klein 'Ballard' Chukka Boot (Men)
Price MatchedCalvin Klein 'Ballard' Chukka Boot (Men)Was: $130.00Now: $90.9030% OFF
Børn 'Mercado' Plain Toe Boot (Men)
Børn 'Mercado' Plain Toe Boot (Men)
Vince Camuto 'Branx' Chukka Boot (Men)
Vince Camuto 'Branx' Chukka Boot (Men)
Vince Camuto 'Leep' Wingtip Boot (Men)
Vince Camuto 'Leep' Wingtip Boot (Men)
Timberland 'Newport Bay' Chukka Boot (Men)
Timberland 'Newport Bay' Chukka Boot (Men)
Vince Camuto 'Louden' Boot (Men)
Vince Camuto 'Louden' Boot (Men)
Pikolinos 'Seoul' Chukka Boot (Men)
Pikolinos 'Seoul' Chukka Boot (Men)
ECCO 'Findlay' Wingtip Boot (Men)
ECCO 'Findlay' Wingtip Boot (Men)
Clarks® 'Montacute Duke' Boot (Men)
Clarks® 'Montacute Duke' Boot (Men)
Price MatchedClarks® 'Montacute Duke' Boot (Men)Was: $140.00Now: $109.9020% OFF
Timberland 'Jefferson Summit' Waterproof Hiking Boot (Men)
Timberland 'Jefferson Summit' Waterproof Hiking Boot (Men)
Price MatchedTimberland 'Jefferson Summit' Waterproof Hiking Boot (Men)Was: $160.00Now: $111.9030% OFF
TOMS 'Searcher' Boot (Men)
TOMS 'Searcher' Boot (Men)
Price MatchedTOMS 'Searcher' Boot (Men)Was: $159.00Now: $139.0010% OFF
Timberland Earthkeepers® 'Groveton' Chukka Sneaker (Men) (Online Only)
Timberland Earthkeepers® 'Groveton' Chukka Sneaker (Men) (Online Only)
Sandro Moscoloni 'Romo' Chukka Boot (Men)
Sandro Moscoloni 'Romo' Chukka Boot (Men)

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