Available 24/7 at (800) 927-7671

Join Zappos Rewards and Get Expedited Shipping!*

My Cart

“chukka boot and Shoes” we found 1148 items!

Choose a
  • Product Type
to sort results
Show Filters
View More Like This Clarks - Un.Elott Mid
Clarks Un.Elott Mid $180.00 Rated: 5 stars!
View More Like This SoftWalk - Ramsey
SoftWalk Ramsey $124.95 Rated: 4 stars!
View More Like This UGG - Leighton Waterproof
UGG Leighton Waterproof $169.95 Rated: 5 stars!
Dockers - Tulane
Dockers Tulane MSRP: $90.00 $69.95

View More Like This OluKai - Hamakua
OluKai Hamakua $149.95 Rated: 5 stars!
View More Like This Steve Madden - Hacksaw
Steve Madden Hacksaw $90.00 Rated: 5 stars!
View More Like This Clarks - Un.Elott Mid
Clarks Un.Elott Mid $180.00 Rated: 5 stars!
View More Like This Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca MSRP: $110.00 $81.99 Rated: 5 stars!

View More Like This Birkenstock - Harris
Birkenstock Harris $199.00
View More Like This OluKai - Hamakua
OluKai Hamakua $149.95 Rated: 5 stars!
View More Like This Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun MSRP: $98.00 $67.95 Rated: 5 stars!
View More Like This Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun MSRP: $79.99 $54.95 Rated: 5 stars!

View More Like This Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun MSRP: $79.99 $57.99 Rated: 5 stars!
View More Like This Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $98.00 Rated: 5 stars!
UGG Kids - Canoe (Toddler/Little Kid)
UGG Kids Canoe (Toddler/Little Kid) $54.95
View More Like This Giorgio Brutini - Rowan
Giorgio Brutini Rowan $105.00
NEW!

View More Like This SoftWalk - Ramsey
SoftWalk Ramsey $124.95 Rated: 4 stars!
Dockers - Tulane
Dockers Tulane MSRP: $90.00 $69.95
Lucky Brand - Mason
Lucky Brand Mason MSRP: $125.00 $89.99
View More Like This Ted Baker - Torsdi 4
Ted Baker Torsdi 4 MSRP: $220.00 $165.00 Rated: 5 stars!

View More Like This Ben Sherman - Devon
Ben Sherman Devon $110.00
View More Like This Tommy Hilfiger Kids - Michael Double (Toddler)
Tommy Hilfiger Kids Michael Double (Toddler) $38.00
View More Like This Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca MSRP: $110.00 $99.95 Rated: 5 stars!
View More Like This Birkenstock - Harris
Birkenstock Harris $199.00

BOBS from SKECHERS - Bobs B-Loved - Casual Party
BOBS from SKECHERS Bobs B-Loved - Casual Party MSRP: $65.00 $59.99
View More Like This Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $98.00 Rated: 5 stars!
View More Like This Steve Madden - Hacksaw
Steve Madden Hacksaw $90.00 Rated: 5 stars!
Dockers - Tulane
Dockers Tulane MSRP: $90.00 $69.95

Kenneth Cole Reaction - Design 20525
Kenneth Cole Reaction Design 20525 $135.00
View More Like This Ted Baker - Torsdi 4
Ted Baker Torsdi 4 MSRP: $220.00 $165.00
View More Like This Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $98.00 Rated: 5 stars!
View More Like This Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca MSRP: $110.00 $81.99 Rated: 5 stars!

View More Like This Tommy Hilfiger - Balbina
Tommy Hilfiger Balbina MSRP: $99.00 $69.99 Rated: 5 stars!
View More Like This Ted Baker - Azzlan
Ted Baker Azzlan MSRP: $245.00 $183.75 Rated: 5 stars!
View More Like This Giorgio Brutini - Arlo
Giorgio Brutini Arlo MSRP: $90.00 $62.99 Rated: 4 stars!
View More Like This Steve Madden - Herrin
Steve Madden Herrin MSRP: $90.00 $81.00

View More Like This Steve Madden - Hacksaw
Steve Madden Hacksaw $90.00 Rated: 5 stars!
View More Like This Steve Madden - Hacksaw
Steve Madden Hacksaw $90.00 Rated: 5 stars!
View More Like This Aetrex - Addison
Aetrex Addison MSRP: $119.95 $95.96 Rated: 2 stars!
Steve Madden - Ashe
Steve Madden Ashe MSRP: $130.00 $90.99

View More Like This Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $98.00
Tommy Bahama - Lancaster
Tommy Bahama Lancaster $180.00
View More Like This Tommy Hilfiger - Balbina
Tommy Hilfiger Balbina $99.00 Rated: 5 stars!
View More Like This Steve Madden - Hacksaw
Steve Madden Hacksaw $90.00 Rated: 5 stars!

View More Like This Hush Puppies - Fredd Bernard
Hush Puppies Fredd Bernard $119.95
View More Like This Ted Baker - Azzlan
Ted Baker Azzlan $245.00 Rated: 5 stars!
View More Like This Ted Baker - Azzlan
Ted Baker Azzlan MSRP: $250.00 $224.99 Rated: 5 stars!
View More Like This FootMates - Cole (Infant/Toddler)
FootMates Cole (Infant/Toddler) $59.95 Rated: 5 stars!

View More Like This Volcom - Del Coasta Leather Shoe
Volcom Del Coasta Leather Shoe $130.00
View More Like This OluKai - Hamakua
OluKai Hamakua $149.95 Rated: 5 stars!
View More Like This Ted Baker - Torsdi 4
Ted Baker Torsdi 4 MSRP: $220.00 $165.00
View More Like This Trask - Arlington
Trask Arlington $275.00 Rated: 5 stars!

View More Like This Polo Ralph Lauren - Marlow
Polo Ralph Lauren Marlow MSRP: $150.00 $119.99 Rated: 4 stars!
View More Like This Hush Puppies - Cam Catelyn
Hush Puppies Cam Catelyn MSRP: $119.00 $82.99
Lucky Brand - Mason
Lucky Brand Mason MSRP: $125.00 $89.99
View More Like This Tommy Hilfiger - Balbina
Tommy Hilfiger Balbina MSRP: $99.00 $69.99 Rated: 5 stars!

View More Like This Ted Baker - Azzlan
Ted Baker Azzlan MSRP: $245.00 $170.95 Rated: 5 stars!
View More Like This Tommy Hilfiger - Gervis
Tommy Hilfiger Gervis MSRP: $90.00 $62.99
View More Like This Stacy Adams - Ackerly
Stacy Adams Ackerly $104.95
View More Like This Ted Baker - Daiino
Ted Baker Daiino MSRP: $250.00 $199.99

View More Like This Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun MSRP: $98.00 $69.99 Rated: 5 stars!
View More Like This Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $98.00 Rated: 5 stars!
View More Like This Hush Puppies - Fredd Bernard
Hush Puppies Fredd Bernard $119.95
View More Like This Tommy Hilfiger - Balbina
Tommy Hilfiger Balbina $99.00 Rated: 5 stars!

View More Like This Donald J Pliner - Ericio-UD
Donald J Pliner Ericio-UD MSRP: $245.00 $200.90
View More Like This Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $110.00 Rated: 5 stars!
BOBS from SKECHERS - Bobs B-Loved - Casual Party
BOBS from SKECHERS Bobs B-Loved - Casual Party MSRP: $65.00 $45.99
View More Like This Josef Seibel - Oscar 23
Josef Seibel Oscar 23 $185.00

View More Like This Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $98.00 Rated: 5 stars!
View More Like This Aetrex - Addison
Aetrex Addison $119.95 Rated: 2 stars!
View More Like This Polo Ralph Lauren - Marlow
Polo Ralph Lauren Marlow MSRP: $150.00 $104.99 Rated: 4 stars!
View More Like This Dr. Scholl's - Freewill - Original Collection
Dr. Scholl's Freewill - Original Collection MSRP: $100.00 $79.99 Rated: 5 stars!

View More Like This Tommy Hilfiger Kids - Michael Double (Toddler)
Tommy Hilfiger Kids Michael Double (Toddler) $38.00
View More Like This Giorgio Brutini - Razor
Giorgio Brutini Razor $115.00
View More Like This Vivobarefoot - Gobi II M Leather
Vivobarefoot Gobi II M Leather $150.00 Rated: 4 stars!
View More Like This Steve Madden - Herrin
Steve Madden Herrin MSRP: $90.00 $81.00

View More Like This ALDO - Alevia
ALDO Alevia $150.00 Rated: 4 stars!
View More Like This Tommy Bahama - Nassau
Tommy Bahama Nassau $150.00
View More Like This Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $80.00 Rated: 5 stars!
View More Like This Tommy Hilfiger - Gervis
Tommy Hilfiger Gervis $90.00

View More Like This Magnanni - Phoenix
Magnanni Phoenix $435.00 Rated: 5 stars!
View More Like This Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun MSRP: $98.00 $69.99 Rated: 5 stars!
View More Like This Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun MSRP: $98.00 $69.99 Rated: 5 stars!
View More Like This Aetrex - Addison
Aetrex Addison MSRP: $119.95 $95.96 Rated: 2 stars!

View More Like This ALDO - Alevia
ALDO Alevia $150.00 Rated: 4 stars!
View More Like This Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $110.00 Rated: 5 stars!
Tommy Bahama - Lancaster
Tommy Bahama Lancaster $180.00
View More Like This Gordon Rush - Jamison
Gordon Rush Jamison $275.00

Kenneth Cole Reaction - Design 20525
Kenneth Cole Reaction Design 20525 $135.00
View More Like This Lacoste - Ampthill Terra 317 1
Lacoste Ampthill Terra 317 1 $99.95
View More Like This Aetrex - Addison
Aetrex Addison MSRP: $119.95 $95.96 Rated: 2 stars!
ALDO - Chiareggio
ALDO Chiareggio $150.00
NEW!

View More Like This Dr. Scholl's - Freewill - Original Collection
Dr. Scholl's Freewill - Original Collection MSRP: $100.00 $69.99 Rated: 5 stars!
View More Like This Cycleur de Luxe - Belfast Mid
Cycleur de Luxe Belfast Mid $180.00
Steve Madden - Ashe
Steve Madden Ashe MSRP: $130.00 $90.99
View More Like This Hush Puppies - Cam Catelyn
Hush Puppies Cam Catelyn MSRP: $119.00 $82.99

View More Like This GUESS - Pisces
GUESS Pisces MSRP: $110.00 $77.99
View More Like This GUESS - Pisces
GUESS Pisces MSRP: $110.00 $77.99
View More Like This Calvin Klein - Galway
Calvin Klein Galway MSRP: $150.00 $104.99
View More Like This Mezlan - Adra
Mezlan Adra MSRP: $395.00 $296.25

Thank You for Registering!

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