Available 24/7 at (800) 927-7671 Join Zappos Rewards: 3X Points + Expedited Shipping!*

Join Zappos Rewards: 3X Points + Expedited Shipping!*

My Cart

“chukka and Boots” we found 198 items!

Choose a
  • Product Type
to sort results
Show Filters
View More Like This SKECHERS - Mariner
SKECHERS Mariner $70.00 $49.99 Rated: 5 stars!
View More Like This Nunn Bush - Galloway Plain Toe Chukka Boot
Nunn Bush Galloway Plain Toe Chukka Boot $85.00 $68.00 Rated: 5 stars!
View More Like This Clarks - Franson Top
Clarks Franson Top $115.00 $80.99 Rated: 5 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 Vans - Desert Chukka
Vans Desert Chukka $80.00 $55.99 Rated: 5 stars!
View More Like This TOMS - Mateo Chukka Boot
TOMS Mateo Chukka Boot $98.00 $82.95 Rated: 5 stars!
View More Like This 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!
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 Clarks - Desert Boot
Clarks Desert Boot $130.00 $90.99 Rated: 5 stars!
View More Like This Nunn Bush - Galloway Plain Toe Chukka Boot
Nunn Bush Galloway Plain Toe Chukka Boot $80.00 $64.00 Rated: 5 stars!

View More Like This Dr. Martens - Cabrillo
Dr. Martens Cabrillo $80.00 Rated: 5 stars!
View More Like This Clarks - Franson Top
Clarks Franson Top $115.00 $80.99 Rated: 5 stars!
View More Like This Nunn Bush - Galloway Plain Toe Chukka Boot
Nunn Bush Galloway Plain Toe Chukka Boot $80.00 $64.00 Rated: 5 stars!
View More Like This Rockport - Classic Break Chukka
Rockport Classic Break Chukka $119.95 $99.95 Rated: 5 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 TOMS - Mateo Chukka Boot
TOMS Mateo Chukka Boot $98.00 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 Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $110.00 $99.95 Rated: 5 stars!
View More Like This Steve Madden - Hestonn
Steve Madden Hestonn $85.00 $76.50 Rated: 4 stars!
View More Like This Merrell - Freewheel Mesh Chukka
Merrell Freewheel Mesh Chukka $100.00 $69.99 Rated: 4 stars!
Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $98.00 $64.99 Rated: 5 stars!

View More Like This Nunn Bush - Galloway Plain Toe Chukka Boot
Nunn Bush Galloway Plain Toe Chukka Boot $80.00 $64.00 Rated: 5 stars!
View More Like This Clarks - Desert Boot
Clarks Desert Boot $140.00 $97.99 Rated: 5 stars!
View More Like This Kenneth Cole Reaction Kids - Real Deal 2 (Toddler)
Kenneth Cole Reaction Kids Real Deal 2 (Toddler) $48.00 $33.60
Steve Madden - Hacksaw
Steve Madden Hacksaw $90.00

View More Like This Merrell - Around Town Chukka
Merrell Around Town Chukka $110.00 $77.99 Rated: 4 stars!
Timberland Kids - Ramble Wild Canvas Lace Chukka (Big Kid)
Timberland Kids Ramble Wild Canvas Lace Chukka (Big Kid) $60.00 $45.00
View More Like This Kenneth Cole Reaction Kids - Real Deal (Little Kid/Big Kid)
Kenneth Cole Reaction Kids Real Deal (Little Kid/Big Kid) $48.00 Rated: 4 stars!
View More Like This Florsheim Kids - Reveal Chukka Jr. (Toddler/Little Kid/Big Kid)
Florsheim Kids Reveal Chukka Jr. (Toddler/Little Kid/Big Kid) $64.95 Rated: 4 stars!

View More Like This TOMS - Mateo Chukka Boot
TOMS Mateo Chukka Boot $98.00 $69.99 Rated: 5 stars!
View More Like This Dr. Martens - Cabrillo
Dr. Martens Cabrillo $80.00 Rated: 5 stars!
View More Like This Merrell - Freewheel Mesh Chukka
Merrell Freewheel Mesh Chukka $100.00 Rated: 4 stars!
View More Like This Steve Madden - Hotshot
Steve Madden Hotshot $85.00 $59.99 Rated: 4 stars!

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 Kenneth Cole Reaction Kids - Real Deal (Little Kid/Big Kid)
Kenneth Cole Reaction Kids Real Deal (Little Kid/Big Kid) $48.00 Rated: 4 stars!
View More Like This Kenneth Cole Reaction Kids - Real Deal (Little Kid/Big Kid)
Kenneth Cole Reaction Kids Real Deal (Little Kid/Big Kid) $48.00 $33.60 Rated: 4 stars!
View More Like This Columbia - Sunvent Chukka
Columbia Sunvent Chukka $90.00

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 Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $98.00 $64.99 Rated: 5 stars!
View More Like This Steve Madden - Hotshot
Steve Madden Hotshot $85.00 $59.99 Rated: 4 stars!
View More Like This Steve Madden - Hotshot
Steve Madden Hotshot $85.00 $59.99 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 Florsheim Kids - Reveal Chukka Jr. (Toddler/Little Kid/Big Kid)
Florsheim Kids Reveal Chukka Jr. (Toddler/Little Kid/Big Kid) $64.95 Rated: 4 stars!
View More Like This Hush Puppies - Cyra Catelyn
Hush Puppies Cyra Catelyn $99.00 Rated: 4 stars!
View More Like This FootMates - Mojave (Toddler/Little Kid)
FootMates Mojave (Toddler/Little Kid) $64.95 Rated: 5 stars!

View More Like This Steve Madden - Harken
Steve Madden Harken $85.00 Rated: 4 stars!
View More Like This Calvin Klein - Jae
Calvin Klein Jae $140.00 $97.99 Rated: 4 stars!
View More Like This Ariat - Henley
Ariat Henley $129.95 $90.99
View More Like This Clarks - Desert Boot
Clarks Desert Boot $140.00 $97.99 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 UGG Kids - Orin Wool (Little Kid/Big Kid)
UGG Kids Orin Wool (Little Kid/Big Kid) $69.95 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 Sebago - Bryant Chukka
Sebago Bryant Chukka $130.00 $90.99 Rated: 5 stars!

View More Like This Ariat - Henley
Ariat Henley $129.95 $90.99
View More Like This Kenneth Cole Reaction - Desert Daze
Kenneth Cole Reaction Desert Daze $89.99 $62.99
View More Like This TOMS Kids - Chukka Boot (Infant/Toddler/Little Kid)
TOMS Kids Chukka Boot (Infant/Toddler/Little Kid) $49.00 $29.90 Rated: 5 stars!
View More Like This Merrell - Around Town Chukka
Merrell Around Town Chukka $110.00 $77.99 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 - Alby Roll Flex
Hush Puppies Alby Roll Flex $109.00 $75.99
View More Like This Florsheim Kids - Bucktown Chukka Boot Jr. (Toddler/Little Kid/Big Kid)
Florsheim Kids Bucktown Chukka Boot Jr. (Toddler/Little Kid/Big Kid) $64.95 Rated: 5 stars!
View More Like This Florsheim Kids - Bucktown Chukka Boot Jr. (Toddler/Little Kid/Big Kid)
Florsheim Kids Bucktown Chukka Boot Jr. (Toddler/Little Kid/Big Kid) $64.95 Rated: 5 stars!

View More Like This Dockers - Tussock
Dockers Tussock $100.00 $69.95 Rated: 4 stars!
View More Like This SKECHERS KIDS - Mecca - Bunkhouse 93158L (Little Kid/Big Kid)
SKECHERS KIDS Mecca - Bunkhouse 93158L (Little Kid/Big Kid) $44.99 Rated: 5 stars!
View More Like This SKECHERS KIDS - Mecca - Bunkhouse 93158L (Little Kid/Big Kid)
SKECHERS KIDS Mecca - Bunkhouse 93158L (Little Kid/Big Kid) $44.99 Rated: 5 stars!
View More Like This FootMates - Mojave (Toddler/Little Kid)
FootMates Mojave (Toddler/Little Kid) $64.95

View More Like This Dr. Scholl's Work - Hans
Dr. Scholl's Work Hans $80.00 $70.00
Timberland Kids - Ramble Wild Canvas Lace Chukka (Little Kid)
Timberland Kids Ramble Wild Canvas Lace Chukka (Little Kid) $60.00 $51.00
View More Like This Steve Madden - Hotshot
Steve Madden Hotshot $85.00 $59.99 Rated: 4 stars!
View More Like This Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $79.99 Rated: 5 stars!

Steve Madden - Hacksaw
Steve Madden Hacksaw $90.00
View More Like This Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $79.99 Rated: 5 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 PB
Kenneth Cole Reaction Desert Sun PB $79.99 Rated: 4 stars!

View More Like This Timberland Kids - 3 Eye Chukka (Big Kid)
Timberland Kids 3 Eye Chukka (Big Kid) $80.00 $68.00 Rated: 4 stars!
View More Like This Clarks - Desert Boot
Clarks Desert Boot $140.00 $97.99 Rated: 5 stars!
View More Like This Hush Puppies - Cyra Catelyn
Hush Puppies Cyra Catelyn $99.00 Rated: 4 stars!
View More Like This Mark Nason - Weldon
Mark Nason Weldon $99.99 Rated: 5 stars!

View More Like This Florsheim Kids - Quinlan Jr. (Toddler/Little Kid/Big Kid)
Florsheim Kids Quinlan Jr. (Toddler/Little Kid/Big Kid) $64.95 Rated: 4 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 Timberland - Groveton Leather and Fabric Chukka
Timberland Groveton Leather and Fabric Chukka $80.00 Rated: 5 stars!
View More Like This Steve Madden - Hestonn
Steve Madden Hestonn $85.00 $76.50 Rated: 4 stars!

View More Like This Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $98.00 $64.99 Rated: 5 stars!
View More Like This Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $98.00 $64.99 Rated: 5 stars!
View More Like This TOMS Kids - Chukka Boot (Little Kid/Big Kid)
TOMS Kids Chukka Boot (Little Kid/Big Kid) $59.00 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 Steve Madden - Hotshot
Steve Madden Hotshot $85.00 $59.99 Rated: 4 stars!
View More Like This Steve Madden - Harken
Steve Madden Harken $85.00 $59.99 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 Hush Puppies - Cyra Catelyn
Hush Puppies Cyra Catelyn $99.00 Rated: 4 stars!

FootMates - Cole (Infant/Toddler)
FootMates Cole (Infant/Toddler) $59.95
View More Like This FootMates - Wally (Toddler/Little Kid)
FootMates Wally (Toddler/Little Kid) $74.95 Rated: 4 stars!
View More Like This Clarks - Desert Boot
Clarks Desert Boot $140.00 $97.99 Rated: 5 stars!
View More Like This TOMS - Chukka Boot
TOMS Chukka Boot $98.00 Rated: 4 stars!

View More Like This Mark Nason - Weldon
Mark Nason Weldon $99.99 Rated: 5 stars!
View More Like This Florsheim Kids - Quinlan Jr. (Toddler/Little Kid/Big Kid)
Florsheim Kids Quinlan Jr. (Toddler/Little Kid/Big Kid) $64.95 Rated: 4 stars!
View More Like This Steve Madden - Hestonn
Steve Madden Hestonn $90.00 $62.99 Rated: 4 stars!
View More Like This Kenneth Cole Reaction - Desert Daze
Kenneth Cole Reaction Desert Daze $89.99 $62.99

Thank You for Registering!

Now, don't miss out on the good stuff...