Available 24/7 at (800) 927-7671 Zappos Rewards

Join Zappos Rewards & Get Expedited Shipping

My Cart

“chukka and Boots” we found 184 items!

Choose a
  • Product Type
to sort results
Show Filters
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 TOMS - Mateo Chukka Boot
TOMS Mateo Chukka Boot $98.00 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 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 Deer Stags - Seattle
Deer Stags Seattle $69.95 Rated: 4 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 Kenneth Cole Reaction - Desert Sun PB
Kenneth Cole Reaction Desert Sun PB $79.99 Rated: 5 stars!

View More Like This Steve Madden - Harken
Steve Madden Harken $85.00 Rated: 4 stars!
View More Like This Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $79.99 Rated: 5 stars!
View More Like This Steve Madden - Harken
Steve Madden Harken $85.00 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: 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 Steve Madden - Hestonn
Steve Madden Hestonn $85.00 Rated: 4 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 Nunn Bush - Hawley Plain Toe Chukka
Nunn Bush Hawley Plain Toe Chukka $95.00 $76.00 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 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 SKECHERS - Mariner
SKECHERS Mariner $70.00 $62.99 Rated: 5 stars!
View More Like This Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $80.00 Rated: 5 stars!

View More Like This Deer Stags - Seattle
Deer Stags Seattle $80.00 $69.95 Rated: 4 stars!
View More Like This Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $110.00 $99.95 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 Dr. Martens - Cabrillo
Dr. Martens Cabrillo $80.00 Rated: 5 stars!

View More Like This Deer Stags - Seattle
Deer Stags Seattle $80.00 $69.95 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 Hush Puppies - Cyra Catelyn
Hush Puppies Cyra Catelyn $99.00 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 Merrell - Freewheel Mesh Chukka
Merrell Freewheel Mesh Chukka $100.00 Rated: 5 stars!
View More Like This Steve Madden - Hotshot
Steve Madden Hotshot $85.00 Rated: 5 stars!
View More Like This TOMS - Mateo Chukka Boot
TOMS Mateo Chukka Boot $98.00 Rated: 5 stars!
View More Like This Merrell - Freewheel Mesh Chukka
Merrell Freewheel Mesh Chukka $100.00 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 Steve Madden - Harken
Steve Madden Harken $85.00 Rated: 4 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 Florsheim Kids - Bucktown Chukka Boot Jr. (Toddler/Little Kid/Big Kid)
Florsheim Kids Bucktown Chukka Boot Jr. (Toddler/Little Kid/Big Kid) $64.95 $54.99 Rated: 5 stars!

View More Like This Deer Stags - Seattle
Deer Stags Seattle $80.00 $64.95 Rated: 4 stars!
View More Like This Steve Madden - Hotshot
Steve Madden Hotshot $85.00 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 TOMS - Chukka Boot
TOMS Chukka Boot $129.00 $90.99 Rated: 4 stars!

View More Like This Vans - Desert Chukka
Vans Desert Chukka $80.00 Rated: 5 stars!
View More Like This Nunn Bush - Nichols Wingtip Chukka Boot
Nunn Bush Nichols Wingtip Chukka Boot $90.00 $72.00 Rated: 3 stars!
View More Like This Steve Madden - Harken
Steve Madden Harken $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 Timberland - Groveton Leather and Fabric Chukka
Timberland Groveton Leather and Fabric Chukka $80.00 Rated: 5 stars!
View More Like This Steve Madden - Hotshot
Steve Madden Hotshot $85.00 $59.99 Rated: 5 stars!
View More Like This Hush Puppies - Cyra Catelyn
Hush Puppies Cyra Catelyn $99.00 Rated: 4 stars!
View More Like This Hush Puppies - Cyra Catelyn
Hush Puppies Cyra Catelyn $99.00 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 Steve Madden - Hestonn
Steve Madden Hestonn $85.00 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 Rated: 4 stars!
View More Like This Mark Nason - Weldon
Mark Nason Weldon $99.99 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!
Timberland Kids - Ramble Wild Canvas Lace Chukka (Big Kid)
Timberland Kids Ramble Wild Canvas Lace Chukka (Big Kid) $60.00 $54.99
View More Like This Vans - Desert Point
Vans Desert Point $80.00 Rated: 5 stars!
View More Like This Steve Madden - Hotshot
Steve Madden Hotshot $85.00 Rated: 5 stars!

View More Like This Columbia - Sunvent Chukka
Columbia Sunvent Chukka $90.00
View More Like This Steve Madden - Hestonn (Extended Sizes)
Steve Madden Hestonn (Extended Sizes) $95.00 Rated: 4 stars!
View More Like This Steve Madden - Hestonn
Steve Madden Hestonn $90.00 $80.99 Rated: 4 stars!
View More Like This Hush Puppies - Cyra Catelyn
Hush Puppies Cyra Catelyn $99.00 Rated: 4 stars!

View More Like This Steve Madden - Hestonn
Steve Madden Hestonn $90.00 $72.99 Rated: 4 stars!
View More Like This Timberland Kids - 3 Eye Chukka (Big Kid)
Timberland Kids 3 Eye Chukka (Big Kid) $80.00 $72.99 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 Dockers - Tussock
Dockers Tussock $100.00 $69.95 Rated: 4 stars!

View More Like This FootMates - Mojave (Toddler/Little Kid)
FootMates Mojave (Toddler/Little Kid) $64.95 Rated: 4 stars!
View More Like This Kenneth Cole Reaction - Desert Daze
Kenneth Cole Reaction Desert Daze $89.99
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 $54.99 Rated: 5 stars!
View More Like This TOMS - Mateo Chukka Boot
TOMS Mateo Chukka Boot $98.00 Rated: 5 stars!

View More Like This Lotus - Lansdowne
Lotus Lansdowne $120.00 $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 Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $110.00 $99.95 Rated: 5 stars!
View More Like This Naturino - Falcotto 1525 VL SS17 (Toddler)
Naturino Falcotto 1525 VL SS17 (Toddler) $75.95

Dr. Scholl's - Freewill - Original Collection
Dr. Scholl's Freewill - Original Collection $100.00 Rated: 5 stars!
View More Like This Ben Sherman - Gaston Chukka
Ben Sherman Gaston Chukka $100.00 $89.99
View More Like This FootMates - Mojave (Toddler/Little Kid)
FootMates Mojave (Toddler/Little Kid) $64.95 Rated: 4 stars!
View More Like This FootMates - Cole (Infant/Toddler)
FootMates Cole (Infant/Toddler) $59.95 $42.99 Rated: 5 stars!

View More Like This Sebago - Bryant Chukka
Sebago Bryant Chukka $130.00 $90.99 Rated: 5 stars!
View More Like This Sebago - Bryant Chukka
Sebago Bryant Chukka $130.00 $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 Polo Ralph Lauren Kids - Carl (Toddler)
Polo Ralph Lauren Kids Carl (Toddler) $70.00 $54.99

View More Like This Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $98.00
View More Like This Hush Puppies - Cyra Catelyn
Hush Puppies Cyra Catelyn $99.00 Rated: 4 stars!
View More Like This TOMS - Chukka Boot
TOMS Chukka Boot $98.00 Rated: 4 stars!
View More Like This Minnetonka - El Paso Ankle Boot
Minnetonka El Paso Ankle Boot $49.95 Rated: 4 stars!

View More Like This Timberland Kids - 3 Eye Chukka (Little Kid)
Timberland Kids 3 Eye Chukka (Little Kid) $70.00 $55.99
View More Like This Stacy Adams - Delaney Chukka Boot
Stacy Adams Delaney Chukka Boot $105.00 $74.99 Rated: 4 stars!
View More Like This Steve Madden - Hotshot
Steve Madden Hotshot $85.00 Rated: 5 stars!
View More Like This Calvin Klein - Jae
Calvin Klein Jae $140.00 $97.99 Rated: 4 stars!

Timberland Kids - Ramble Wild Canvas Lace Chukka (Little Kid)
Timberland Kids Ramble Wild Canvas Lace Chukka (Little Kid) $60.00 $49.99
View More Like This Kenneth Cole Reaction Kids - Real Deal 2 (Toddler)
Kenneth Cole Reaction Kids Real Deal 2 (Toddler) $48.00
View More Like This UGG Kids - Neumel (Little Kid/Big Kid)
UGG Kids Neumel (Little Kid/Big Kid) $109.95 $76.97 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 FootMates - Cole (Infant/Toddler)
FootMates Cole (Infant/Toddler) $59.95 Rated: 5 stars!
FootMates - Cole (Infant/Toddler)
FootMates Cole (Infant/Toddler) $59.95
View More Like This Kenneth Cole Reaction - Desert Daze
Kenneth Cole Reaction Desert Daze $89.99
View More Like This SeaVees - 12/62 Maslon Desert Boot
SeaVees 12/62 Maslon Desert Boot $98.00

View More Like This Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $110.00 $99.95 Rated: 5 stars!
View More Like This Columbia - Sunvent Chukka
Columbia Sunvent Chukka $90.00
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 Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $98.00