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“chukka and Boots” we found 1809 items!

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View More Like This TOMS - Majorca Peep Toe Bootie
TOMS Majorca Peep Toe Bootie $109.00 $86.99 Rated: 5 stars!
View More Like This TOMS - Desert Wedge
TOMS Desert Wedge $88.95 $49.99 Rated: 5 stars!
View More Like This TOMS - Majorca Peep Toe Bootie
TOMS Majorca Peep Toe Bootie $109.00 $86.99 Rated: 5 stars!
View More Like This Born - Trinculo
Born Trinculo $145.00 $100.99 Rated: 5 stars!

View More Like This TOMS - Desert Wedge
TOMS Desert Wedge $88.95 $62.99 Rated: 5 stars!
View More Like This Sam Edelman - Petty
Sam Edelman Petty $139.95 Rated: 4 stars!
View More Like This Dolce Vita - Sonya
Dolce Vita Sonya $139.95 $97.99 Rated: 4 stars!
View More Like This Born - Kerri
Born Kerri $109.95 Rated: 5 stars!

View More Like This Steve Madden - Troopa
Steve Madden Troopa $79.95 Rated: 4 stars!
View More Like This Dolce Vita - Sutton
Dolce Vita Sutton $139.95 $112.99 Rated: 4 stars!
View More Like This TOMS - Desert Wedge
TOMS Desert Wedge $88.95 Rated: 5 stars!
View More Like This Clarks - Spye Astro
Clarks Spye Astro $130.00 $90.99 Rated: 5 stars!

View More Like This TOMS - Majorca Peep Toe Bootie
TOMS Majorca Peep Toe Bootie $109.00 $86.99 Rated: 5 stars!
View More Like This Dirty Laundry - Too Cute Split
Dirty Laundry Too Cute Split $79.95 Rated: 3 stars!
View More Like This Coolway - Jasper
Coolway Jasper $70.00 Rated: 5 stars!
View More Like This Dolce Vita - Kara
Dolce Vita Kara $130.00 $78.00 Rated: 4 stars!

View More Like This Seychelles - So Blue
Seychelles So Blue $140.00 Rated: 5 stars!
View More Like This Dolce Vita - Sutton
Dolce Vita Sutton $139.95 $97.99 Rated: 4 stars!
View More Like This Lucky Brand - Basel
Lucky Brand Basel $128.95 Rated: 4 stars!
View More Like This Lucky Brand - Kambry
Lucky Brand Kambry $139.00 $110.99 Rated: 4 stars!

View More Like This Sam Edelman - Petty
Sam Edelman Petty $139.95 Rated: 4 stars!
View More Like This Dansko - Maria
Dansko Maria $169.95 Rated: 5 stars!
View More Like This TOMS - Majorca Peep Toe Bootie
TOMS Majorca Peep Toe Bootie $109.00 $73.46 Rated: 5 stars!
View More Like This TOMS - Desert Wedge
TOMS Desert Wedge $88.95 Rated: 5 stars!

View More Like This TOMS - Lunata Lace-Up Bootie
TOMS Lunata Lace-Up Bootie $119.00 $69.99 Rated: 5 stars!
View More Like This Lucky Brand - Basel
Lucky Brand Basel $128.95 Rated: 4 stars!
View More Like This Dansko - Maria
Dansko Maria $169.95 Rated: 5 stars!
Lucky Brand - Kasima
Lucky Brand Kasima $129.00 $115.99 Rated: 5 stars!

View More Like This VIONIC - Upright Sterling Ankle Boot
VIONIC Upright Sterling Ankle Boot $159.95 Rated: 4 stars!
View More Like This Cole Haan - Ferri Bootie
Cole Haan Ferri Bootie $180.00 $144.95 Rated: 5 stars!
View More Like This Born - Trinculo
Born Trinculo $145.00 $100.99 Rated: 5 stars!
View More Like This Crocs - Freesail Shorty Rain Boot
Crocs Freesail Shorty Rain Boot $45.00 Rated: 5 stars!

View More Like This Steve Madden - Shrines
Steve Madden Shrines $109.95 $54.98 Rated: 4 stars!
View More Like This VIONIC - Upright Sterling Ankle Boot
VIONIC Upright Sterling Ankle Boot $159.95 Rated: 4 stars!
View More Like This Dolce Vita - Sonya
Dolce Vita Sonya $139.95 $97.99 Rated: 4 stars!
View More Like This Lucky Brand - Basel 3
Lucky Brand Basel 3 $138.95 Rated: 5 stars!

View More Like This Dirty Laundry - Too Cute Split
Dirty Laundry Too Cute Split $79.95 Rated: 3 stars!
View More Like This Blondo - Villa Waterproof
Blondo Villa Waterproof $149.95 Rated: 5 stars!
View More Like This Steve Madden - Troopa
Steve Madden Troopa $79.95 Rated: 4 stars!
View More Like This Coolway - Nelia
Coolway Nelia $69.95 Rated: 4 stars!

View More Like This Born - Kerri
Born Kerri $109.95 Rated: 5 stars!
View More Like This TOMS - Desert Wedge Bootie
TOMS Desert Wedge Bootie $109.00 Rated: 5 stars!
View More Like This TOMS - Lunata Bootie
TOMS Lunata Bootie $128.95 $90.99 Rated: 5 stars!
View More Like This UGG - Classic Short II
UGG Classic Short II $159.95 Rated: 5 stars!

View More Like This Teva - Delavina Ankle
Teva Delavina Ankle $119.95 $84.99 Rated: 4 stars!
View More Like This Rocket Dog - Soundoff
Rocket Dog Soundoff $49.00 Rated: 4 stars!
View More Like This Sam Edelman - Ellery
Sam Edelman Ellery $160.00 Rated: 4 stars!
View More Like This Dirty Laundry - Too Cute Split
Dirty Laundry Too Cute Split $79.95 Rated: 3 stars!

View More Like This Seychelles - So Blue
Seychelles So Blue $140.00 Rated: 5 stars!
View More Like This Blondo - Villa Waterproof
Blondo Villa Waterproof $149.95 Rated: 5 stars!
View More Like This Free People - Royale Flat
Free People Royale Flat $198.00 Rated: 5 stars!
View More Like This SoftWalk - Rocklin
SoftWalk Rocklin $144.95 Rated: 4 stars!

View More Like This Lucky Brand - Kambry
Lucky Brand Kambry $139.00 $97.99 Rated: 4 stars!
View More Like This Seychelles - So Blue
Seychelles So Blue $140.00 Rated: 5 stars!
View More Like This Dolce Vita - Sonya
Dolce Vita Sonya $139.95 $125.99 Rated: 4 stars!
View More Like This Blondo - Villa Waterproof
Blondo Villa Waterproof $149.95 Rated: 5 stars!

View More Like This Teva - Foxy Leather
Teva Foxy Leather $129.95 $90.99 Rated: 5 stars!
View More Like This Hush Puppies - Mazin Cayto
Hush Puppies Mazin Cayto $99.00 Rated: 4 stars!
View More Like This Steve Madden - Tala
Steve Madden Tala $109.95 Rated: 5 stars!
View More Like This TOMS - Lunata Bootie
TOMS Lunata Bootie $128.95 $90.99 Rated: 5 stars!

View More Like This Earth - Pineberry
Earth Pineberry $149.99 Rated: 5 stars!
View More Like This Steve Madden - Phoenix
Steve Madden Phoenix $109.95 $65.97 Rated: 4 stars!
View More Like This Steve Madden - Tala
Steve Madden Tala $109.95 $87.99 Rated: 5 stars!
View More Like This Franco Sarto - Dakota
Franco Sarto Dakota $129.00 Rated: 5 stars!

View More Like This Dolce Vita - Sutton
Dolce Vita Sutton $140.00 $97.99 Rated: 4 stars!
View More Like This Crocs - Freesail Shorty Rain Boot
Crocs Freesail Shorty Rain Boot $45.00 Rated: 5 stars!
View More Like This Walking Cradles - Nikki
Walking Cradles Nikki $130.00
View More Like This Vince Camuto - Chantina
Vince Camuto Chantina $139.00 $125.99 Rated: 5 stars!

View More Like This Jessica Simpson - Rendy
Jessica Simpson Rendy $119.00 $59.99
View More Like This TOMS - Leila Bootie
TOMS Leila Bootie $139.00 Rated: 5 stars!
View More Like This Vince Camuto - Chantina
Vince Camuto Chantina $139.00 $125.99 Rated: 5 stars!
View More Like This UGG - Classic Short II
UGG Classic Short II $159.95 Rated: 5 stars!

View More Like This Blondo - Villa Waterproof
Blondo Villa Waterproof $149.95 Rated: 5 stars!
View More Like This Sam Edelman - Rio
Sam Edelman Rio $140.00 $85.99 Rated: 3 stars!
View More Like This Dolce Vita - Kara
Dolce Vita Kara $130.00 $78.00 Rated: 4 stars!
View More Like This Crocs - Freesail Shorty Rain Boot
Crocs Freesail Shorty Rain Boot $45.00 Rated: 5 stars!

Lucky Brand - Kasima
Lucky Brand Kasima $129.00 $102.99 Rated: 5 stars!
View More Like This Tommy Hilfiger - Randall
Tommy Hilfiger Randall $109.00 Rated: 5 stars!
View More Like This Marc Fisher LTD - Yale
Marc Fisher LTD Yale $179.00 Rated: 5 stars!
View More Like This TOMS - Leila Bootie
TOMS Leila Bootie $139.00 $97.99 Rated: 5 stars!

View More Like This Nine West - Nesrin
Nine West Nesrin $99.00 $69.99 Rated: 5 stars!
View More Like This TOMS - Leila Bootie
TOMS Leila Bootie $119.00 $82.99 Rated: 5 stars!
View More Like This Ariat - Chiquita
Ariat Chiquita $169.95 Rated: 5 stars!
View More Like This Seychelles - Tame Me
Seychelles Tame Me $140.00 $97.99 Rated: 4 stars!

View More Like This SOREL - Out 'N About™ Leather
SOREL Out 'N About™ Leather $114.99 Rated: 4 stars!
Free People - Lost Valley Ankle Boot
Free People Lost Valley Ankle Boot $178.00 Rated: 4 stars!
View More Like This Dolce Vita - Tessey
Dolce Vita Tessey $129.95 $90.99 Rated: 4 stars!
View More Like This Dingo - Willie
Dingo Willie $89.95 Rated: 4 stars!

View More Like This Rockport - City Casuals Catriona Buckle Bootie
Rockport City Casuals Catriona Buckle Bootie $119.95 Rated: 5 stars!
View More Like This VIONIC - Upright Upton Ankle Boot
VIONIC Upright Upton Ankle Boot $159.95 Rated: 4 stars!
View More Like This Crocs - RainFloe Bootie
Crocs RainFloe Bootie $60.00 Rated: 4 stars!
View More Like This Jessica Simpson - Cherrell
Jessica Simpson Cherrell $129.00 $90.99 Rated: 5 stars!

View More Like This Dolce Vita - Sutton
Dolce Vita Sutton $140.00 $125.99 Rated: 4 stars!
View More Like This VIONIC - Upright Sterling Ankle Boot
VIONIC Upright Sterling Ankle Boot $159.95 Rated: 4 stars!
View More Like This Merrell - Travvy Waterproof
Merrell Travvy Waterproof $150.00 $104.99 Rated: 3 stars!
View More Like This Earth - Pegasus
Earth Pegasus $139.99 Rated: 4 stars!

Corral Boots - Q0001
Corral Boots Q0001 $119.00 Rated: 4 stars!
View More Like This Kork-Ease - Velma
Kork-Ease Velma $189.95 Rated: 5 stars!
View More Like This Munro - Lexi
Munro Lexi $225.00 Rated: 4 stars!
View More Like This Birkenstock - Sarnia
Birkenstock Sarnia $178.95 $125.99 Rated: 4 stars!