Available 24/7 at (800) 927-7671

Join Zappos Rewards and Get 10X Points on Hunter!*

My Cart

“chukka and Boots” we found 509 items!

Choose a
  • Product Type
to sort results
Show Filters
View More Like This Sam Edelman - Penny
Sam Edelman Penny $149.90 Rated: 4 stars!
View More Like This Sam Edelman - Penny
Sam Edelman Penny $149.90 Rated: 4 stars!
View More Like This Hunter - Original Tour Packable Rain Boot
Hunter Original Tour Packable Rain Boot MSRP: $150.00 $112.50 Rated: 4 stars!
View More Like This UGG - Classic Cardy
UGG Classic Cardy $149.95 Rated: 5 stars!

View More Like This UGG - Classic Cardy
UGG Classic Cardy $149.95 Rated: 5 stars!
View More Like This Naturalizer - Jenelle Wide Calf
Naturalizer Jenelle Wide Calf MSRP: $159.00 $142.99 Rated: 4 stars!
View More Like This Frye - Melissa Button
Frye Melissa Button MSRP: $368.00 $199.97 Rated: 5 stars!
View More Like This Frye - Jayden Button Tall
Frye Jayden Button Tall MSRP: $398.00 $249.90 Rated: 4 stars!

View More Like This Frye - Melissa Button 2
Frye Melissa Button 2 MSRP: $348.00 $247.95 Rated: 4 stars!
View More Like This SOREL - Slimpack Riding Tall II
SOREL Slimpack Riding Tall II $214.95 Rated: 5 stars!
View More Like This Naturalizer - Dev Wide Calf
Naturalizer Dev Wide Calf MSRP: $199.95 $159.99 Rated: 4 stars!
View More Like This Frye - Melissa Button 2
Frye Melissa Button 2 MSRP: $348.00 $247.95 Rated: 4 stars!

View More Like This Naturalizer - Jelina
Naturalizer Jelina MSRP: $200.00 $139.95 Rated: 4 stars!
View More Like This Born - Fannar
Born Fannar MSRP: $220.00 $197.99 Rated: 4 stars!
View More Like This Frye - Melissa Button 2
Frye Melissa Button 2 MSRP: $348.00 $247.95 Rated: 4 stars!
View More Like This Tecnica - Moon Boot®
Tecnica Moon Boot® $99.95 Rated: 4 stars!

View More Like This Comfortiva - Sedalia
Comfortiva Sedalia MSRP: $149.95 $134.99 Rated: 4 stars!
View More Like This Cole Haan - Galina Boot
Cole Haan Galina Boot MSRP: $300.00 $225.00 Rated: 4 stars!
View More Like This Trotters - Lyra Wide Calf
Trotters Lyra Wide Calf $199.95 Rated: 4 stars!
View More Like This Naturalizer - Jenelle Wide Calf
Naturalizer Jenelle Wide Calf MSRP: $159.00 $127.99 Rated: 4 stars!

View More Like This Naturalizer - Jelina
Naturalizer Jelina MSRP: $200.00 $139.95 Rated: 4 stars!
View More Like This Sofft - Sharnell
Sofft Sharnell $199.95 Rated: 4 stars!
View More Like This Naturalizer - Jelina Wide Calf
Naturalizer Jelina Wide Calf MSRP: $200.00 $159.99 Rated: 4 stars!
View More Like This Naturalizer - Jenelle Wide Calf
Naturalizer Jenelle Wide Calf MSRP: $159.00 $142.99 Rated: 4 stars!

View More Like This Frye - Melissa Button
Frye Melissa Button MSRP: $368.00 $257.99 Rated: 5 stars!
View More Like This Sofft - Sharnell
Sofft Sharnell $199.95 Rated: 4 stars!
View More Like This Sam Edelman - Penny
Sam Edelman Penny $149.90 Rated: 4 stars!
View More Like This Born - Fannar
Born Fannar MSRP: $220.00 $197.99 Rated: 4 stars!

View More Like This LifeStride - Xripley
LifeStride Xripley MSRP: $89.99 $80.99 Rated: 3 stars!
View More Like This SOREL - Slimpack Riding Tall II
SOREL Slimpack Riding Tall II MSRP: $214.95 $181.95 Rated: 5 stars!
View More Like This Born - Fannar
Born Fannar MSRP: $220.00 $175.99 Rated: 4 stars!
View More Like This Sam Edelman - Penny
Sam Edelman Penny $149.90 Rated: 4 stars!

View More Like This Born - Cook
Born Cook MSRP: $240.00 $215.99 Rated: 4 stars!
View More Like This Aetrex - Essence™ Chelsea
Aetrex Essence™ Chelsea $199.95 Rated: 4 stars!
View More Like This Bogs - Classic Ultra High
Bogs Classic Ultra High $135.00 Rated: 5 stars!
View More Like This Naturalizer - Jelina Wide Calf
Naturalizer Jelina Wide Calf MSRP: $200.00 $139.95 Rated: 4 stars!

View More Like This Sebago - Nashoba High Boot Waterproof
Sebago Nashoba High Boot Waterproof MSRP: $200.00 $179.99 Rated: 4 stars!
View More Like This UGG - Harington
UGG Harington $249.95 Rated: 5 stars!
View More Like This Frye - Melissa Button 2
Frye Melissa Button 2 MSRP: $348.00 $247.95 Rated: 4 stars!
View More Like This Comfortiva - Sedalia
Comfortiva Sedalia MSRP: $149.95 $134.99 Rated: 4 stars!

View More Like This Frye - Melissa Button Back Zip
Frye Melissa Button Back Zip MSRP: $388.00 $232.80 Rated: 4 stars!
View More Like This Frye - Jayden Button Tall
Frye Jayden Button Tall MSRP: $398.00 $249.90 Rated: 4 stars!
View More Like This David Tate - Best Wide Shaft
David Tate Best Wide Shaft $219.95 Rated: 4 stars!
View More Like This Dr. Scholl's - Brilliance
Dr. Scholl's Brilliance MSRP: $115.00 $79.99 Rated: 4 stars!

View More Like This Hunter - Original Tour Packable Rain Boot
Hunter Original Tour Packable Rain Boot MSRP: $150.00 $112.50 Rated: 4 stars!
View More Like This Rockport Cobb Hill Collection - Cobb Hill Rayna
Rockport Cobb Hill Collection Cobb Hill Rayna $209.95 Rated: 5 stars!
View More Like This Born - Cook - Wide Calf
Born Cook - Wide Calf MSRP: $240.00 $215.99 Rated: 3 stars!
View More Like This Hush Puppies - Saun Olivya
Hush Puppies Saun Olivya MSRP: $199.00 $158.90 Rated: 5 stars!

View More Like This LifeStride - Xripley
LifeStride Xripley MSRP: $89.99 $80.99 Rated: 3 stars!
View More Like This LifeStride - Xripley
LifeStride Xripley MSRP: $89.99 $80.99 Rated: 3 stars!
View More Like This LifeStride - Xripley
LifeStride Xripley MSRP: $89.99 $80.99 Rated: 3 stars!
View More Like This Frye - Melissa Button Boot Extended
Frye Melissa Button Boot Extended MSRP: $368.00 $257.99 Rated: 4 stars!

View More Like This Naturalizer - Dev Wide Calf
Naturalizer Dev Wide Calf MSRP: $199.95 $139.99 Rated: 4 stars!
View More Like This Tundra Boots - Mai
Tundra Boots Mai $74.95 Rated: 4 stars!
View More Like This Frye - Phillip Harness Tall
Frye Phillip Harness Tall MSRP: $378.00 $299.00 Rated: 4 stars!
View More Like This Trotters - Lyra Wide Calf
Trotters Lyra Wide Calf $199.95 Rated: 4 stars!

View More Like This Dansko - Lorna
Dansko Lorna $249.95 Rated: 4 stars!
View More Like This Born - Fannar
Born Fannar MSRP: $220.00 $154.99 Rated: 4 stars!
View More Like This Dr. Scholl's - Brilliance
Dr. Scholl's Brilliance MSRP: $115.00 $86.25 Rated: 4 stars!
View More Like This Sofft - Sharnell
Sofft Sharnell $199.95 Rated: 4 stars!

View More Like This Tecnica - Moon Boot®
Tecnica Moon Boot® $100.00 Rated: 4 stars!
View More Like This Sam Edelman - Penny
Sam Edelman Penny $149.90 Rated: 4 stars!
View More Like This Sofft - Sharnell
Sofft Sharnell $199.95 Rated: 4 stars!
View More Like This Timberland - Banfield Tall All Fit Waterproof Boot
Timberland Banfield Tall All Fit Waterproof Boot $220.00 Rated: 4 stars!

View More Like This Frye - Melissa Button Boot Extended
Frye Melissa Button Boot Extended MSRP: $368.00 $257.99 Rated: 4 stars!
View More Like This Merrell - Chateau Tall Pull Waterproof
Merrell Chateau Tall Pull Waterproof $209.95 Rated: 4 stars!
View More Like This Merrell - Emma Tall Leather
Merrell Emma Tall Leather $199.95 Rated: 3 stars!
View More Like This Merrell - City Leaf Tall
Merrell City Leaf Tall MSRP: $150.00 $119.99 Rated: 4 stars!

View More Like This UGG - Valberg
UGG Valberg $349.95 Rated: 2 stars!
View More Like This Khombu - Alex
Khombu Alex MSRP: $95.00 $85.99 Rated: 4 stars!
View More Like This Arcopedico - Liana
Arcopedico Liana $185.00 Rated: 5 stars!
View More Like This Steve Madden Kids - Jchally (Little Kid/Big Kid)
Steve Madden Kids Jchally (Little Kid/Big Kid) MSRP: $69.99 $47.95

View More Like This LifeStride - Xripley
LifeStride Xripley MSRP: $89.99 $62.99 Rated: 3 stars!
View More Like This Frye - Melissa Button 2
Frye Melissa Button 2 MSRP: $348.00 $247.95 Rated: 4 stars!
View More Like This Columbia - Twentythird Ave WP Tall Boot
Columbia Twentythird Ave WP Tall Boot MSRP: $190.00 $132.99 Rated: 4 stars!
View More Like This SOREL - Blizzard™ XT
SOREL Blizzard™ XT $109.95

View More Like This SOREL - Emelie Tall
SOREL Emelie Tall $219.95 Rated: 4 stars!
View More Like This La Canadienne - Passion
La Canadienne Passion MSRP: $450.00 $314.99 Rated: 5 stars!
View More Like This Tecnica - Moon Boot®
Tecnica Moon Boot® $99.95 Rated: 4 stars!
View More Like This La Canadienne - Passion
La Canadienne Passion MSRP: $450.00 $359.99 Rated: 5 stars!

View More Like This Rockport Cobb Hill Collection - Cobb Hill Rayna
Rockport Cobb Hill Collection Cobb Hill Rayna MSRP: $209.95 $189.99 Rated: 5 stars!
View More Like This Rieker - Z9580 Liz Side Zip Boot
Rieker Z9580 Liz Side Zip Boot $185.00 Rated: 5 stars!
View More Like This Born - Fannar
Born Fannar MSRP: $220.00 $154.99 Rated: 4 stars!
View More Like This SOREL - Snowlion™ XT
SOREL Snowlion™ XT $119.95 Rated: 5 stars!

View More Like This Teva - Foxy Tall Waterproof
Teva Foxy Tall Waterproof MSRP: $190.00 $132.99 Rated: 4 stars!
View More Like This SOREL - Slimpack Riding Tall II
SOREL Slimpack Riding Tall II $214.95 Rated: 5 stars!
View More Like This Rockport Cobb Hill Collection - Cobb Hill Rayna Wide Calf
Rockport Cobb Hill Collection Cobb Hill Rayna Wide Calf MSRP: $219.95 $197.99 Rated: 4 stars!
View More Like This La Canadienne - Kara
La Canadienne Kara MSRP: $450.00 $404.99 Rated: 5 stars!

View More Like This Teva - Foxy Tall Waterproof
Teva Foxy Tall Waterproof MSRP: $190.00 $170.99 Rated: 4 stars!
View More Like This SOREL - Emelie Tall Premium
SOREL Emelie Tall Premium $239.95 Rated: 3 stars!
View More Like This Dr. Scholl's - Brilliance Wide Calf
Dr. Scholl's Brilliance Wide Calf MSRP: $115.00 $95.00 Rated: 4 stars!
View More Like This Dr. Scholl's - Brilliance Wide Calf
Dr. Scholl's Brilliance Wide Calf MSRP: $115.00 $104.99 Rated: 4 stars!

View More Like This Hunter - Original Tour Packable Rain Boot
Hunter Original Tour Packable Rain Boot $150.00 Rated: 4 stars!
View More Like This Teva - De La Vina Dos Tall
Teva De La Vina Dos Tall $189.95 Rated: 4 stars!
View More Like This Hunter - Original Tour Gloss Packable Rain Boot
Hunter Original Tour Gloss Packable Rain Boot $150.00 Rated: 4 stars!
View More Like This Frye - Melissa Button Back Zip
Frye Melissa Button Back Zip MSRP: $388.00 $232.80 Rated: 4 stars!

View More Like This Frye - Jayden Button Tall
Frye Jayden Button Tall MSRP: $398.00 $249.90 Rated: 4 stars!
View More Like This Frye - Melissa Button
Frye Melissa Button MSRP: $368.00 $330.99 Rated: 5 stars!
View More Like This Tundra Boots - Mai
Tundra Boots Mai $74.95 Rated: 4 stars!
View More Like This Columbia - Bugaboot Neo Tall Omni-Heat
Columbia Bugaboot Neo Tall Omni-Heat $140.00 Rated: 5 stars!

Thank You for Registering!

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