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“chukka and Boots” we found 2302 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 - Majorca Peep Toe Bootie
TOMS Majorca Peep Toe Bootie $109.00 $86.99 Rated: 5 stars!
View More Like This Sam Edelman - Petty
Sam Edelman Petty $139.95 Rated: 4 stars!
View More Like This Born - Kerri
Born Kerri $109.95 Rated: 5 stars!

View More Like This Dolce Vita - Sonya
Dolce Vita Sonya $139.95 $112.99 Rated: 4 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 Clarks - Spye Astro
Clarks Spye Astro $130.00 $90.99 Rated: 5 stars!
View More Like This Dolce Vita - Kara
Dolce Vita Kara $130.00 $78.00 Rated: 4 stars!

View More Like This Dolce Vita - Sutton
Dolce Vita Sutton $139.95 $125.99 Rated: 4 stars!
View More Like This Rockport - Classic Break Chukka
Rockport Classic Break Chukka $119.95 $109.95 Rated: 5 stars!
View More Like This Lucky Brand - Basel
Lucky Brand Basel $128.95 Rated: 4 stars!
View More Like This Sam Edelman - Petty
Sam Edelman Petty $139.95 Rated: 4 stars!

Lucky Brand - Kambry
Lucky Brand Kambry $139.00 $97.99 Rated: 4 stars!
View More Like This Dolce Vita - Sutton
Dolce Vita Sutton $139.95 $112.99 Rated: 4 stars!
View More Like This Seychelles - So Blue
Seychelles So Blue $140.00 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 Dansko - Maria
Dansko Maria $169.95 Rated: 5 stars!
View More Like This Sam Edelman - Penny
Sam Edelman Penny $149.90 Rated: 4 stars!
View More Like This Dolce Vita - Sonya
Dolce Vita Sonya $139.95 $97.99 Rated: 4 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!
View More Like This Blondo - Villa Waterproof
Blondo Villa Waterproof $149.95 Rated: 5 stars!
View More Like This VIONIC - Upright Sterling Ankle Boot
VIONIC Upright Sterling Ankle Boot $159.95 Rated: 5 stars!

Lucky Brand - Kasima
Lucky Brand Kasima $129.00 $115.99 Rated: 5 stars!
View More Like This Lucky Brand - Basel 3
Lucky Brand Basel 3 $138.95 Rated: 5 stars!
View More Like This Ariat - Heritage Western R Toe
Ariat Heritage Western R Toe $149.95 Rated: 5 stars!
View More Like This VIONIC - Upright Sterling Ankle Boot
VIONIC Upright Sterling Ankle Boot $159.95 Rated: 5 stars!

View More Like This Steve Madden - Shrines
Steve Madden Shrines $109.95 $54.98 Rated: 5 stars!
View More Like This Cole Haan - Ferri Bootie
Cole Haan Ferri Bootie $180.00 $144.95 Rated: 5 stars!
View More Like This Rockport - Classic Break Cap Toe Zip Boot
Rockport Classic Break Cap Toe Zip Boot $129.95 $99.95 Rated: 5 stars!
View More Like This Free People - Royale Flat
Free People Royale Flat $198.00 Rated: 5 stars!

View More Like This TOMS - Lunata Bootie
TOMS Lunata Bootie $128.95 $90.99 Rated: 5 stars!
View More Like This SoftWalk - Rocklin
SoftWalk Rocklin $144.95 Rated: 4 stars!
Lucky Brand - Kambry
Lucky Brand Kambry $139.00 $97.99 Rated: 4 stars!
View More Like This Rockport - Classic Break Chukka
Rockport Classic Break Chukka $119.95 Rated: 5 stars!

View More Like This Ariat - Heritage Roper
Ariat Heritage Roper $134.95 Rated: 5 stars!
View More Like This Dr. Martens - Cabrillo
Dr. Martens Cabrillo $80.00 Rated: 5 stars!
View More Like This TOMS - Lunata Bootie
TOMS Lunata Bootie $128.95 $90.99 Rated: 5 stars!
View More Like This Born - Kerri
Born Kerri $109.95 Rated: 5 stars!

View More Like This Blondo - Villa Waterproof
Blondo Villa Waterproof $149.95 Rated: 5 stars!
View More Like This Steve Madden - Phoenix
Steve Madden Phoenix $109.95 $65.97 Rated: 4 stars!
Sam Edelman - Ellery
Sam Edelman Ellery $160.00 Rated: 4 stars!
View More Like This Blondo - Villa Waterproof
Blondo Villa Waterproof $149.95 Rated: 5 stars!

View More Like This Born - Kerri
Born Kerri $109.95 Rated: 5 stars!
View More Like This Seychelles - So Blue
Seychelles So Blue $140.00 $112.99 Rated: 5 stars!
View More Like This Sam Edelman - Penny
Sam Edelman Penny $149.90 Rated: 4 stars!
View More Like This Dolce Vita - Sonya
Dolce Vita Sonya $139.95 $97.99 Rated: 4 stars!

View More Like This Dolce Vita - Kara
Dolce Vita Kara $130.00 $78.00 Rated: 4 stars!
View More Like This Earth - Pineberry
Earth Pineberry $149.99 Rated: 5 stars!
Blondo - Villa Waterproof
Blondo Villa Waterproof $149.95 Rated: 5 stars!
View More Like This Marc Fisher LTD - Yale
Marc Fisher LTD Yale $179.00 Rated: 5 stars!

Free People - Lost Valley Ankle Boot
Free People Lost Valley Ankle Boot $178.00 Rated: 4 stars!
View More Like This VIONIC - Upright Sterling Ankle Boot
VIONIC Upright Sterling Ankle Boot $159.95 Rated: 5 stars!
View More Like This TOMS - Leila Bootie
TOMS Leila Bootie $139.00 Rated: 5 stars!
View More Like This Sam Edelman - Rio
Sam Edelman Rio $140.00 $85.99 Rated: 3 stars!

View More Like This Frye - Melissa Button Back Zip
Frye Melissa Button Back Zip $388.00 $249.99 Rated: 4 stars!
View More Like This Rocket Dog - Soundoff
Rocket Dog Soundoff $49.00 Rated: 4 stars!
View More Like This Rockport - Classic Break Chukka
Rockport Classic Break Chukka $119.95 $109.95 Rated: 5 stars!
View More Like This Jessica Simpson - Cherrell
Jessica Simpson Cherrell $129.00 $102.99 Rated: 5 stars!

View More Like This TOMS - Leila Bootie
TOMS Leila Bootie $139.00 $97.99 Rated: 5 stars!
View More Like This Teva - Foxy Leather
Teva Foxy Leather $129.95 $90.99 Rated: 5 stars!
View More Like This Dolce Vita - Tessey
Dolce Vita Tessey $129.95 $90.99 Rated: 4 stars!
View More Like This Dolce Vita - Sutton
Dolce Vita Sutton $140.00 $97.99 Rated: 4 stars!

View More Like This Rockport - Dressports Luxe Waterproof Chukka
Rockport Dressports Luxe Waterproof Chukka $169.95 Rated: 5 stars!
View More Like This Franco Sarto - Dakota
Franco Sarto Dakota $129.00 Rated: 5 stars!
View More Like This Sam Edelman - Rio
Sam Edelman Rio $140.00 $85.99 Rated: 3 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 Vince Camuto - Chantina
Vince Camuto Chantina $139.00 $97.99 Rated: 5 stars!
View More Like This Chinese Laundry - Calvin
Chinese Laundry Calvin $139.95 Rated: 4 stars!
View More Like This Nine West - Nesrin
Nine West Nesrin $99.00 $89.99 Rated: 5 stars!
View More Like This Steve Madden - Shrines
Steve Madden Shrines $109.95 $54.98 Rated: 5 stars!

View More Like This Kork-Ease - Velma
Kork-Ease Velma $189.95 Rated: 5 stars!
View More Like This Seychelles - Tame Me
Seychelles Tame Me $140.00 $125.99 Rated: 5 stars!
View More Like This Tommy Hilfiger - Randall
Tommy Hilfiger Randall $109.00 Rated: 5 stars!
View More Like This Ariat - Ariat Rambler
Ariat Ariat Rambler $159.95 Rated: 5 stars!

View More Like This Vince Camuto - Chantina
Vince Camuto Chantina $139.00 $97.99 Rated: 5 stars!
View More Like This Seychelles - So Blue
Seychelles So Blue $140.00 Rated: 5 stars!
View More Like This Ariat - Unbridled Roper
Ariat Unbridled Roper $139.95 Rated: 5 stars!
View More Like This Rockport - Total Motion Fusion Desert Boot
Rockport Total Motion Fusion Desert Boot $149.95 Rated: 5 stars!

View More Like This Walking Cradles - Nikki
Walking Cradles Nikki $130.00
View More Like This Ariat - Ariat Rambler
Ariat Ariat Rambler $149.95 Rated: 5 stars!
View More Like This Sam Edelman - Petty
Sam Edelman Petty $99.95 Rated: 4 stars!
View More Like This TOMS - Leila Bootie
TOMS Leila Bootie $119.00 $82.99 Rated: 5 stars!

View More Like This VIONIC - Aloft Harlow
VIONIC Aloft Harlow $149.95 Rated: 4 stars!
View More Like This Ariat - Darlin
Ariat Darlin $139.95 Rated: 5 stars!
View More Like This Nine West - Nesrin
Nine West Nesrin $99.00 $89.99 Rated: 5 stars!
View More Like This Rockport - Wyat Wingtip Boot
Rockport Wyat Wingtip Boot $165.00

View More Like This ECCO - Shape 35 Ankle Boot
ECCO Shape 35 Ankle Boot $180.00 $144.99 Rated: 4 stars!
View More Like This Rockport - Ledge Hill 2 Chukka Boot
Rockport Ledge Hill 2 Chukka Boot $149.95 $139.95 Rated: 4 stars!
View More Like This Rockport - Dressports Business Chukka
Rockport Dressports Business Chukka $134.95 $129.95 Rated: 5 stars!
View More Like This Seychelles - Tame Me
Seychelles Tame Me $140.00 $97.99 Rated: 5 stars!

Lucky Brand - Kasima
Lucky Brand Kasima $129.00 $102.99 Rated: 5 stars!
View More Like This Munro - Lexi
Munro Lexi $225.00 Rated: 4 stars!
View More Like This Frye - Naomi Pickstitch Shootie
Frye Naomi Pickstitch Shootie $328.00 $229.99 Rated: 5 stars!
View More Like This Nunn Bush - Bristol Side Zip Ankle Boot
Nunn Bush Bristol Side Zip Ankle Boot $85.00 $68.00 Rated: 5 stars!

View More Like This Rockport Cobb Hill Collection - Cobb Hill Alexandra
Rockport Cobb Hill Collection Cobb Hill Alexandra $154.95 Rated: 5 stars!
View More Like This Ariat - Heritage Roper
Ariat Heritage Roper $134.95 Rated: 4 stars!
View More Like This Dolce Vita - Sutton
Dolce Vita Sutton $140.00 $97.99 Rated: 4 stars!
View More Like This Born - Michel
Born Michel $135.00 Rated: 5 stars!