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“chukka and Men Boots” we found 532 items!

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Steve Madden - Troy
Steve Madden Troy $100.00 $49.98
Steve Madden - Troy
Steve Madden Troy $100.00 $49.98
SKECHERS - Mariner
SKECHERS Mariner $70.00 $49.99 Rated: 5 stars!
View More Like This Deer Stags - Mean
Deer Stags Mean $80.00 $59.99 Rated: 3 stars!

View More Like This Deer Stags - Seattle
Deer Stags Seattle $80.00 $59.99 Rated: 4 stars!
View More Like This Deer Stags - Seattle
Deer Stags Seattle $80.00 $59.99 Rated: 4 stars!
View More Like This Deer Stags - Seattle
Deer Stags Seattle $80.00 $59.99 Rated: 4 stars!
View More Like This Deer Stags - Mean
Deer Stags Mean $80.00 $59.99 Rated: 3 stars!

View More Like This Deer Stags - Seattle
Deer Stags Seattle $80.00 $59.99 Rated: 4 stars!
Steve Madden - Hotshot
Steve Madden Hotshot $85.00 $59.99 Rated: 4 stars!
Steve Madden - Hotshot
Steve Madden Hotshot $85.00 $59.99 Rated: 4 stars!
Steve Madden - Hestonn
Steve Madden Hestonn $90.00 $62.99 Rated: 4 stars!

Kenneth Cole Reaction - Desert Daze
Kenneth Cole Reaction Desert Daze $89.99 $62.99
Kenneth Cole Reaction - Desert Daze
Kenneth Cole Reaction Desert Daze $89.99 $62.99
Kenneth Cole Reaction - Desert Daze
Kenneth Cole Reaction Desert Daze $89.99 $62.99
Giorgio Brutini - Arlo
Giorgio Brutini Arlo $90.00 $62.99 Rated: 4 stars!

Giorgio Brutini - Arlo
Giorgio Brutini Arlo $90.00 $62.99 Rated: 4 stars!
Steve Madden - Hacksaw
Steve Madden Hacksaw $90.00 $62.99
Steve Madden - Hacksaw
Steve Madden Hacksaw $90.00 $62.99
Steve Madden - Hacksaw
Steve Madden Hacksaw $90.00 $62.99

Steve Madden - Hacksaw
Steve Madden Hacksaw $90.00 $62.99
View More Like This Nunn Bush - Galloway Plain Toe Chukka Boot
Nunn Bush Galloway Plain Toe Chukka Boot $80.00 $64.00 Rated: 4 stars!
View More Like This Nunn Bush - Galloway Plain Toe Chukka Boot
Nunn Bush Galloway Plain Toe Chukka Boot $80.00 $64.00 Rated: 4 stars!
View More Like This Nunn Bush - Galloway Plain Toe Chukka Boot
Nunn Bush Galloway Plain Toe Chukka Boot $80.00 $64.00 Rated: 4 stars!

Vans - Desert Point
Vans Desert Point $80.00 $64.99 Rated: 5 stars!
Vans - Desert Chukka
Vans Desert Chukka $80.00 $64.99 Rated: 5 stars!
Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $98.00 $64.99 Rated: 5 stars!
Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $98.00 $64.99 Rated: 5 stars!

Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $98.00 $64.99 Rated: 5 stars!
Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $98.00 $64.99 Rated: 5 stars!
Old West Boots - MB2055
Old West Boots MB2055 $65.00
Steve Madden - Hotshot
Steve Madden Hotshot $85.00 $67.99 Rated: 4 stars!

Steve Madden - Hotshot
Steve Madden Hotshot $85.00 $67.99 Rated: 4 stars!
Steve Madden - Harken
Steve Madden Harken $85.00 $67.99 Rated: 4 stars!
View More Like This Nunn Bush - Galloway Plain Toe Chukka Boot
Nunn Bush Galloway Plain Toe Chukka Boot $85.00 $68.00 Rated: 4 stars!
View More Like This Dockers - Tussock
Dockers Tussock $100.00 $69.95 Rated: 4 stars!

View More Like This UGG - Maksim Canvas
UGG Maksim Canvas $69.95
View More Like This UGG - Maksim Canvas
UGG Maksim Canvas $69.95
TOMS - Mateo Chukka Boot
TOMS Mateo Chukka Boot $98.00 $69.99 Rated: 5 stars!
Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $98.00 $69.99 Rated: 5 stars!

Dr. Scholl's Work - Hans
Dr. Scholl's Work Hans $80.00 $70.00
View More Like This Dr. Martens - Mayport 2-Eye Desert Boot
Dr. Martens Mayport 2-Eye Desert Boot $70.00 Rated: 5 stars!
View More Like This Dr. Martens - Mayport 2-Eye Desert Boot
Dr. Martens Mayport 2-Eye Desert Boot $70.00 Rated: 5 stars!
UGG - Freamon Canvas
UGG Freamon Canvas $109.95 $73.67

UGG - Freamon Canvas
UGG Freamon Canvas $109.95 $73.67
Steve Madden - Hotshot
Steve Madden Hotshot $85.00 $75.99 Rated: 4 stars!
View More Like This Steve Madden - Hestonn
Steve Madden Hestonn $85.00 $76.50 Rated: 4 stars!
View More Like This Timberland - Earthkeepers® Brook Park Chukka
Timberland Earthkeepers® Brook Park Chukka $110.00 $77.99 Rated: 5 stars!

View More Like This Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $79.99 Rated: 5 stars!
View More Like This Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $79.99 Rated: 5 stars!
View More Like This Kenneth Cole Reaction - Desert Sun PB
Kenneth Cole Reaction Desert Sun PB $79.99 Rated: 4 stars!
View More Like This Kenneth Cole Reaction - Desert Sun PB
Kenneth Cole Reaction Desert Sun PB $79.99 Rated: 4 stars!

Ben Sherman - Gaston Chukka
Ben Sherman Gaston Chukka $100.00 $79.99
Ben Sherman - Gaston Chukka
Ben Sherman Gaston Chukka $100.00 $79.99
Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $79.99 Rated: 5 stars!
View More Like This Timberland - Groveton Leather and Fabric Chukka
Timberland Groveton Leather and Fabric Chukka $80.00 Rated: 5 stars!

View More Like This Timberland - Groveton Leather and Fabric Chukka
Timberland Groveton Leather and Fabric Chukka $80.00 Rated: 5 stars!
Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $80.00 Rated: 5 stars!
Dr. Martens - Cabrillo
Dr. Martens Cabrillo $80.00 Rated: 5 stars!
View More Like This Dr. Martens - Cabrillo
Dr. Martens Cabrillo $80.00 Rated: 5 stars!

Vans - Desert Point
Vans Desert Point $80.00 Rated: 5 stars!
Dr. Martens - Mayport 2-Eye Desert Boot
Dr. Martens Mayport 2-Eye Desert Boot $80.00 Rated: 5 stars!
Dr. Martens - Mayport 2-Eye Desert Boot
Dr. Martens Mayport 2-Eye Desert Boot $80.00 Rated: 5 stars!
Steve Madden - Hacksaw
Steve Madden Hacksaw $90.00 $80.99

TOMS - Mateo Chukka Boot
TOMS Mateo Chukka Boot $98.00 $82.95 Rated: 5 stars!
UGG - Maksim
UGG Maksim $124.95 $83.72 Rated: 5 stars!
UGG - Freamon
UGG Freamon $119.95 $84.99 Rated: 5 stars!
Lotus - Leverne
Lotus Leverne $120.00 $84.99

Lotus - Leverne
Lotus Leverne $120.00 $84.99
Steve Madden - Harken
Steve Madden Harken $85.00 Rated: 4 stars!
View More Like This Steve Madden - Harken
Steve Madden Harken $85.00 Rated: 4 stars!
Steve Madden - Hestonn
Steve Madden Hestonn $85.00 Rated: 4 stars!

Dr. Martens - Bonny 5-Eye Chukka
Dr. Martens Bonny 5-Eye Chukka $85.00
NEW!
Steve Madden - Harken
Steve Madden Harken $85.00 Rated: 4 stars!
Giorgio Brutini - Norsten
Giorgio Brutini Norsten $109.00 $87.99 Rated: 5 stars!
View More Like This Timberland - Earthkeepers® Brook Park Chukka
Timberland Earthkeepers® Brook Park Chukka $110.00 $87.99 Rated: 5 stars!

View More Like This Rockport - Rugged Bucks Moc Boot Waterproof
Rockport Rugged Bucks Moc Boot Waterproof $119.95 $89.95 Rated: 3 stars!
Merrell - Freewheel Mesh Chukka
Merrell Freewheel Mesh Chukka $100.00 $89.99 Rated: 4 stars!
Merrell - Freewheel Mesh Chukka
Merrell Freewheel Mesh Chukka $100.00 $89.99 Rated: 4 stars!
Caterpillar - Mitch
Caterpillar Mitch $90.00 Rated: 5 stars!

Caterpillar - Mitch
Caterpillar Mitch $90.00 Rated: 5 stars!
Steve Madden - Herrin
Steve Madden Herrin $90.00
View More Like This Bostonian - Cordis Mid
Bostonian Cordis Mid $90.00
NEW!
View More Like This Timberland - Groveton Plain Toe Chukka Leather and Fabric
Timberland Groveton Plain Toe Chukka Leather and Fabric $90.00 Rated: 5 stars!

View More Like This Timberland - Groveton Plain Toe Chukka Leather and Fabric
Timberland Groveton Plain Toe Chukka Leather and Fabric $90.00 Rated: 5 stars!
Columbia - Sunvent Chukka
Columbia Sunvent Chukka $90.00
Steve Madden - Herrin
Steve Madden Herrin $90.00
Calvin Klein - Kenley
Calvin Klein Kenley $130.00 $90.99

Giorgio Brutini - Razor
Giorgio Brutini Razor $115.00 $92.99
Dr. Martens - Rakim Chukka
Dr. Martens Rakim Chukka $95.00
NEW!
Dr. Martens - Rakim Chukka
Dr. Martens Rakim Chukka $95.00
NEW!
Dr. Martens Work - Sussex
Dr. Martens Work Sussex $95.00 Rated: 3 stars!

View More Like This Calvin Klein - Jae
Calvin Klein Jae $140.00 $97.99 Rated: 4 stars!
View More Like This Hush Puppies - Alby Roll Flex
Hush Puppies Alby Roll Flex $109.00 $97.99
View More Like This TOMS - Mateo Chukka Boot
TOMS Mateo Chukka Boot $98.00 Rated: 5 stars!
TOMS - Chukka Boot
TOMS Chukka Boot $98.00 Rated: 4 stars!

Justin - Cappie Steel Toe
Justin Cappie Steel Toe $99.00
Quiksilver - Harpoon V
Quiksilver Harpoon V $99.00
Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $110.00 $99.95 Rated: 5 stars!
Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $110.00 $99.95 Rated: 5 stars!

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