Chukka Boots

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Mens Chukka Boots

Enjoy our unique selection of men's chukka boots and find the right footwear for your wardrobe. You should look good in your chukka boots and we want to help.

Mauri 4926/1 Hornback & Baby Croc Chukka Boot Tabac / Dirty T. Moro
Mauri 4926/1 Hornback & Baby Croc Chukka Boot Tabac / Dirty T. Moro
$1,090.00
10% Off, Use Code GOLD10
Mauri 4926/1 Hornback & Baby Croc Chukka Boot Ruby Red / Dirt Black
Mauri 4926/1 Hornback & Baby Croc Chukka Boot Ruby Red / Dirt Black
$1,090.00
10% Off, Use Code GOLD10
Allen Edmonds Mitchell Suede Chukka Boot Bitter Chocolate (9835)
Allen Edmonds Mitchell Suede Chukka Boot Bitter Chocolate (9835)
$550.00
10% Off, Use Code GOLD10
Allen Edmonds Mitchell Waxy Leather Chukka Boot Hunting Green (9834)
Allen Edmonds Mitchell Waxy Leather Chukka Boot Hunting Green (9834)
$550.00
10% Off, Use Code GOLD10
Zelli Campo High Deerskin Chukka Boot Black (48-595-BLK)
Zelli Campo High Deerskin Chukka Boot Black (48-595-BLK)
$795.00
10% Off, Use Code GOLD10
Bruno Magli Desmo Suede Chukka Boot Dark Brown
Bruno Magli Desmo Suede Chukka Boot Dark Brown
$375.00
Bruno Magli Desmo Suede Chukka Boot Anthracite
Bruno Magli Desmo Suede Chukka Boot Anthracite
$375.00
Bruno Magli Desmo Suede Chukka Boot Taupe
Bruno Magli Desmo Suede Chukka Boot Taupe
$375.00
Bruno Magli Desmo Suede Chukka Boot Olive
Bruno Magli Desmo Suede Chukka Boot Olive
$375.00
Samuel Hubbard Featherlight Oiled Suede Chukka Boot Taupe
Samuel Hubbard Featherlight Oiled Suede Chukka Boot Taupe
$250.00
Bruno Magli Desmo Suede Chukka Boot Navy
Bruno Magli Desmo Suede Chukka Boot Navy
$375.00
Bruno Magli Castano Tumbled Leather Chukka Boot Black
Bruno Magli Castano Tumbled Leather Chukka Boot Black
$375.00
Bruno Magli Castano Suede Chukka Boot Tobacco
Bruno Magli Castano Suede Chukka Boot Tobacco
$375.00
Bruno Magli Castano Suede Chukka Boot Dark Brown
Bruno Magli Castano Suede Chukka Boot Dark Brown
$375.00
Belvedere Studio Rinaldo Genuine Italian Deerskin Chukka Boot Antique Tan
Belvedere Studio Rinaldo Genuine Italian Deerskin Chukka Boot Antique Tan
$379.00
10% Off, Use Code GOLD10
Belvedere Studio Rinaldo Genuine Italian Deerskin Chukka Boot Black
Belvedere Studio Rinaldo Genuine Italian Deerskin Chukka Boot Black
$379.00
10% Off, Use Code GOLD10
Mezlan Boreal Leather Demi Boot Derby Taupe (21972)
Mezlan Boreal Leather Demi Boot Derby Taupe (21972)
$425.00
Allen Edmonds Cameron Leather Moc-Toe Chukka Boot Vintage Hickory (9787)
Allen Edmonds Cameron Leather Moc-Toe Chukka Boot Vintage Hickory (9787)
$525.00
10% Off, Use Code GOLD10
Allen Edmonds Cameron Suede Moc-Toe Chukka Boot Dark Olive Green (9741)
Allen Edmonds Cameron Suede Moc-Toe Chukka Boot Dark Olive Green (9741)
$525.00
10% Off, Use Code GOLD10
Allen Edmonds Ridgley Suede Chukka Boot Cinnamon (9689)
Allen Edmonds Ridgley Suede Chukka Boot Cinnamon (9689)
$525.00
10% Off, Use Code GOLD10
Allen Edmonds Ridgley Calfskin Chukka Boot Dark Brown (9686)
Allen Edmonds Ridgley Calfskin Chukka Boot Dark Brown (9686)
$525.00
10% Off, Use Code GOLD10
Allen Edmonds Ridgley Calfskin Chukka Boot Black (9688)
Allen Edmonds Ridgley Calfskin Chukka Boot Black (9688)
$525.00
10% Off, Use Code GOLD10
Calzoleria Toscana Gova Shearling Demi Dress Casual Boot Black
Calzoleria Toscana Gova Shearling Demi Dress Casual Boot Black
From $548.00
Calzoleria Toscana Gova Shearling Demi Dress Casual Boot Brown
Calzoleria Toscana Gova Shearling Demi Dress Casual Boot Brown
From $548.00
Aquatalia Duke Suede Lace Up Chukka Boot Navy
Aquatalia Duke Suede Lace Up Chukka Boot Navy
$450.00
10% Off, Use Code GOLD10
Aquatalia Duke Suede Lace Up Chukka Boot Sand
Aquatalia Duke Suede Lace Up Chukka Boot Sand
$450.00
10% Off, Use Code GOLD10
Aquatalia Duke Suede Lace Up Chukka Boot Taupe
Aquatalia Duke Suede Lace Up Chukka Boot Taupe
$450.00
10% Off, Use Code GOLD10
Alan Payne Bravo II Pebble Grain Chukka Boot Mahogany
Alan Payne Bravo II Pebble Grain Chukka Boot Mahogany
$195.00
10% Off, Use Code GOLD10
Aquatalia Golliard Suede Lace Up Chukka Boot Taupe
Aquatalia Golliard Suede Lace Up Chukka Boot Taupe
$495.00
10% Off, Use Code GOLD10
Aquatalia Golliard Suede Lace Up Chukka Boot Dark Brown
Aquatalia Golliard Suede Lace Up Chukka Boot Dark Brown
$495.00
10% Off, Use Code GOLD10
Aquatalia Golliard Suede Lace Up Chukka Boot Cognac
Aquatalia Golliard Suede Lace Up Chukka Boot Cognac
$495.00
10% Off, Use Code GOLD10
Aquatalia Golliard Suede Lace Up Chukka Boot Black
Aquatalia Golliard Suede Lace Up Chukka Boot Black
$495.00
10% Off, Use Code GOLD10
Harris Firenze 1913 Suede Ankle Chukka Boot Blue
Harris Firenze 1913 Suede Ankle Chukka Boot Blue
$654.00
10% Off, Use Code GOLD10
Harris Firenze 1913 Suede Ankle Chukka Boot Black
Harris Firenze 1913 Suede Ankle Chukka Boot Black
$653.00
10% Off, Use Code GOLD10
Il Gergo Labour Suede Chukka Boot Tobacco
Il Gergo Labour Suede Chukka Boot Tobacco
$638.00
10% Off, Use Code GOLD10
Il Gergo Boss Suede Chukka Boot Tortora
Il Gergo Boss Suede Chukka Boot Tortora
$638.00
10% Off, Use Code GOLD10

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