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“chukka and Boots” we found 195 items!

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Dr. Scholl's - Freewill - Original Collection
Dr. Scholl's Freewill - Original Collection $100.00 Rated: 5 stars!
Dr. Scholl's - Freewill - Original Collection
Dr. Scholl's Freewill - Original Collection $100.00 Rated: 5 stars!
View More Like This Merrell - Freewheel Mesh Chukka
Merrell Freewheel Mesh Chukka $100.00 Rated: 4 stars!
View More Like This Merrell - Freewheel Mesh Chukka
Merrell Freewheel Mesh Chukka $100.00 Rated: 4 stars!

View More Like This Merrell - Freewheel Mesh Chukka
Merrell Freewheel Mesh Chukka $100.00 Rated: 4 stars!
View More Like This Born - Harrison
Born Harrison $125.00 $99.99 Rated: 4 stars!
View More Like This Timberland - Earthkeepers® Brook Park Chukka
Timberland Earthkeepers® Brook Park Chukka $110.00 $99.99 Rated: 5 stars!
View More Like This Mark Nason - Weldon
Mark Nason Weldon $99.99 Rated: 5 stars!

View More Like This Mark Nason - Weldon
Mark Nason Weldon $99.99 Rated: 5 stars!
View More Like This Mark Nason - Weldon
Mark Nason Weldon $99.99 Rated: 5 stars!
View More Like This Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $110.00 $99.95 Rated: 5 stars!
View More Like This Lotus - Lansdowne
Lotus Lansdowne $120.00 $99.95 Rated: 5 stars!

View More Like This Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $110.00 $99.95 Rated: 5 stars!
View More Like This Lotus - Goodridge
Lotus Goodridge $120.00 $99.95 Rated: 2 stars!
View More Like This Lotus - Goodridge
Lotus Goodridge $120.00 $99.95 Rated: 2 stars!
View More Like This Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $110.00 $99.95 Rated: 5 stars!

View More Like This Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $110.00 $99.95 Rated: 5 stars!
View More Like This Hush Puppies - Cyra Catelyn
Hush Puppies Cyra Catelyn $99.00 Rated: 4 stars!
View More Like This Hush Puppies - Cyra Catelyn
Hush Puppies Cyra Catelyn $99.00 Rated: 4 stars!
View More Like This Hush Puppies - Cyra Catelyn
Hush Puppies Cyra Catelyn $99.00 Rated: 4 stars!

View More Like This Hush Puppies - Cyra Catelyn
Hush Puppies Cyra Catelyn $99.00 Rated: 4 stars!
View More Like This Hush Puppies - Cyra Catelyn
Hush Puppies Cyra Catelyn $99.00 Rated: 4 stars!
View More Like This Hush Puppies - Cyra Catelyn
Hush Puppies Cyra Catelyn $99.00 Rated: 4 stars!
View More Like This Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $98.00

View More Like This TOMS - Mateo Chukka Boot
TOMS Mateo Chukka Boot $98.00 Rated: 5 stars!
View More Like This TOMS - Chukka Boot
TOMS Chukka Boot $98.00 Rated: 4 stars!
Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $98.00 Rated: 5 stars!
NEW!
View More Like This TOMS - Mateo Chukka Boot
TOMS Mateo Chukka Boot $98.00 Rated: 5 stars!

View More Like This SeaVees - 12/62 Maslon Desert Boot
SeaVees 12/62 Maslon Desert Boot $98.00
View More Like This SeaVees - 12/62 Maslon Desert Boot
SeaVees 12/62 Maslon Desert Boot $98.00
View More Like This Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $98.00
View More Like This Calvin Klein - Jae
Calvin Klein Jae $140.00 $97.99 Rated: 4 stars!

View More Like This Messico - Oriol
Messico Oriol $139.00 $97.99 Rated: 5 stars!
View More Like This Clarks - Fayeman Hi
Clarks Fayeman Hi $140.00 $97.99
View More Like This Clarks - Fayeman Hi
Clarks Fayeman Hi $140.00 $97.99
View More Like This Clarks - Desert Boot
Clarks Desert Boot $140.00 $97.99 Rated: 5 stars!

View More Like This Clarks - Desert Boot
Clarks Desert Boot $140.00 $97.99 Rated: 5 stars!
View More Like This Messico - Oriol
Messico Oriol $139.00 $97.99 Rated: 5 stars!
View More Like This Clarks - Desert Boot
Clarks Desert Boot $140.00 $97.99 Rated: 5 stars!
View More Like This Clarks - Desert Boot
Clarks Desert Boot $140.00 $97.99 Rated: 5 stars!

View More Like This Clarks - Desert Boot
Clarks Desert Boot $140.00 $97.99 Rated: 5 stars!
View More Like This Dr. Martens Work - Sussex
Dr. Martens Work Sussex $95.00 Rated: 3 stars!
View More Like This Clarks - Franson Top
Clarks Franson Top $115.00 $92.99
View More Like This Calvin Klein - Kenley
Calvin Klein Kenley $130.00 $90.99

View More Like This Calvin Klein - Kenley
Calvin Klein Kenley $130.00 $90.99
View More Like This Calvin Klein - Kenley
Calvin Klein Kenley $130.00 $90.99
View More Like This Messico - Oliver
Messico Oliver $129.00 $90.99 Rated: 5 stars!
View More Like This Messico - Oliver
Messico Oliver $129.00 $90.99 Rated: 5 stars!

View More Like This Sebago - Bryant Chukka
Sebago Bryant Chukka $130.00 $90.99 Rated: 5 stars!
View More Like This TOMS - Chukka Boot
TOMS Chukka Boot $129.00 $90.99 Rated: 4 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!
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 Columbia - Sunvent Chukka
Columbia Sunvent Chukka $90.00
View More Like This Columbia - Sunvent Chukka
Columbia Sunvent Chukka $90.00
View More Like This Caterpillar - Mitch
Caterpillar Mitch $90.00 Rated: 5 stars!
View More Like This Caterpillar - Mitch
Caterpillar Mitch $90.00 Rated: 5 stars!

View More Like This Caterpillar - Mitch
Caterpillar Mitch $90.00 Rated: 5 stars!
View More Like This Giorgio Brutini - Arlo
Giorgio Brutini Arlo $90.00 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!
View More Like This UGG Kids - Orin Wool (Little Kid/Big Kid)
UGG Kids Orin Wool (Little Kid/Big Kid) $89.95 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 Steve Madden - Harken
Steve Madden Harken $85.00 Rated: 4 stars!
View More Like This Steve Madden - Hestonn
Steve Madden Hestonn $85.00 Rated: 4 stars!
View More Like This Steve Madden - Hestonn
Steve Madden Hestonn $85.00 Rated: 4 stars!

View More Like This Steve Madden - Harken
Steve Madden Harken $85.00 Rated: 4 stars!
View More Like This Steve Madden - Hotshot
Steve Madden Hotshot $85.00 Rated: 5 stars!
View More Like This Steve Madden - Harken
Steve Madden Harken $85.00 Rated: 4 stars!
View More Like This GUESS - Jence
GUESS Jence $120.00 $84.99

View More Like This Clarks - Desert Boot
Clarks Desert Boot $120.00 $84.99 Rated: 4 stars!
View More Like This Clarks - Desert Boot
Clarks Desert Boot $120.00 $84.99 Rated: 4 stars!
View More Like This Oliberte - Adibo
Oliberte Adibo $120.00 $84.99 Rated: 4 stars!
Frye Kids - Alex Chukka (Little Kid/Big Kid)
Frye Kids Alex Chukka (Little Kid/Big Kid) $118.00 $82.99 Rated: 5 stars!

Frye Kids - Alex Chukka (Little Kid/Big Kid)
Frye Kids Alex Chukka (Little Kid/Big Kid) $118.00 $82.99 Rated: 5 stars!
View More Like This Clarks - Franson Top
Clarks Franson Top $115.00 $80.99
View More Like This Steve Madden - Hestonn
Steve Madden Hestonn $90.00 $80.99 Rated: 4 stars!
View More Like This Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $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!
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!
View More Like This Vans - Desert Point
Vans Desert Point $80.00 Rated: 5 stars!

View More Like This Vans - Desert Chukka
Vans Desert Chukka $80.00 Rated: 5 stars!
View More Like This Vans - Desert Point
Vans Desert Point $80.00 Rated: 5 stars!
View More Like This 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!

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: 5 stars!
View More Like This Kenneth Cole Reaction - Desert Sun PB
Kenneth Cole Reaction Desert Sun PB $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 Ben Sherman - Gaston Chukka
Ben Sherman Gaston Chukka $100.00 $79.99
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 The North Face - Ballard EVO Chukka FG
The North Face Ballard EVO Chukka FG $110.00 $77.99 Rated: 3 stars!

View More Like This Elephantito - Vintage Bootie (Toddler/Little Kid/Big Kid)
Elephantito Vintage Bootie (Toddler/Little Kid/Big Kid) $76.50 Rated: 5 stars!
View More Like This Elephantito - Vintage Bootie (Toddler/Little Kid/Big Kid)
Elephantito Vintage Bootie (Toddler/Little Kid/Big Kid) $76.50 Rated: 5 stars!
View More Like This Nunn Bush - Hawley Plain Toe Chukka
Nunn Bush Hawley Plain Toe Chukka $95.00 $76.00 Rated: 4 stars!
View More Like This Nunn Bush - Hawley Plain Toe Chukka
Nunn Bush Hawley Plain Toe Chukka $95.00 $76.00 Rated: 4 stars!

View More Like This Steve Madden - Harken
Steve Madden Harken $85.00 $75.99 Rated: 4 stars!
View More Like This Naturino - Falcotto 1525 VL SS17 (Toddler)
Naturino Falcotto 1525 VL SS17 (Toddler) $75.95
View More Like This Naturino - Falcotto 1525 VL SS17 (Toddler)
Naturino Falcotto 1525 VL SS17 (Toddler) $75.95
View More Like This Stacy Adams - Delaney Chukka Boot
Stacy Adams Delaney Chukka Boot $105.00 $74.99 Rated: 5 stars!