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“chukka and Boots” we found 195 items!

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View More Like This Hunter - Original Gloss
Hunter Original Gloss $150.00 $100.50 Rated: 5 stars!
View More Like This Hunter - Original Tall
Hunter Original Tall $150.00 Rated: 4 stars!
View More Like This Hunter - Original Back Adjustable
Hunter Original Back Adjustable $160.00 Rated: 5 stars!
View More Like This Hunter - Original Gloss
Hunter Original Gloss $150.00 Rated: 5 stars!

View More Like This Hunter - Original Refined Tall Matte
Hunter Original Refined Tall Matte $165.00 Rated: 4 stars!
View More Like This Hunter - Original Tall
Hunter Original Tall $150.00 Rated: 4 stars!
View More Like This Kamik - Jennifer
Kamik Jennifer $64.95 Rated: 4 stars!
View More Like This Hunter - Original Tall Gloss
Hunter Original Tall Gloss $150.00 Rated: 5 stars!

View More Like This Hunter - Original Refined Gloss
Hunter Original Refined Gloss $165.00 Rated: 5 stars!
View More Like This Hunter - Original Tall
Hunter Original Tall $155.00 Rated: 5 stars!
View More Like This Hunter - W Original Tall BT Refin
Hunter W Original Tall BT Refin $195.00 Rated: 4 stars!
View More Like This Hunter - Original Back Adjustable
Hunter Original Back Adjustable $160.00 Rated: 5 stars!

View More Like This Hunter - Original Gloss
Hunter Original Gloss $150.00 Rated: 5 stars!
View More Like This Hunter - Original Back Adjustable
Hunter Original Back Adjustable $160.00 Rated: 5 stars!
View More Like This Sam Edelman - Penny Wide Calf
Sam Edelman Penny Wide Calf $149.90 Rated: 4 stars!
View More Like This Hunter - Original Refined Gloss
Hunter Original Refined Gloss $165.00 Rated: 5 stars!

View More Like This Frye - Melissa Tall Riding
Frye Melissa Tall Riding $428.00 $259.99 Rated: 5 stars!
View More Like This Frye - Melissa Harness Inside Zip
Frye Melissa Harness Inside Zip $438.00 $279.99 Rated: 5 stars!
View More Like This Hunter - Original Tall
Hunter Original Tall $150.00 Rated: 4 stars!
View More Like This Hunter - Original Tall Gloss
Hunter Original Tall Gloss $150.00 Rated: 5 stars!

View More Like This Hunter - Original Tall
Hunter Original Tall $150.00 Rated: 4 stars!
View More Like This Sam Edelman - Penny Wide Calf
Sam Edelman Penny Wide Calf $149.90 Rated: 4 stars!
View More Like This Frye - Ilana Pull On
Frye Ilana Pull On $368.00 $330.99 Rated: 4 stars!
View More Like This Kamik - Jennifer
Kamik Jennifer $65.00 Rated: 4 stars!

View More Like This Hunter - Original Tall
Hunter Original Tall $150.00 Rated: 4 stars!
View More Like This Kamik - Jennifer
Kamik Jennifer $65.00 Rated: 4 stars!
View More Like This Hunter - Norris Field Side Adjustable Boot
Hunter Norris Field Side Adjustable Boot $160.00 Rated: 5 stars!
View More Like This Hunter - Original Tall Gloss
Hunter Original Tall Gloss $150.00 Rated: 5 stars!

View More Like This Harley-Davidson - Kedvale
Harley-Davidson Kedvale $180.00 Rated: 4 stars!
View More Like This Bed Stu - Manchester
Bed Stu Manchester $294.95 Rated: 4 stars!
View More Like This Frye - Melissa Harness Inside Zip
Frye Melissa Harness Inside Zip $438.00 $279.99 Rated: 5 stars!
View More Like This Hunter - Original Tall Gloss
Hunter Original Tall Gloss $150.00 Rated: 5 stars!

View More Like This Hunter - Original Tall Gloss
Hunter Original Tall Gloss $150.00 Rated: 5 stars!
View More Like This Frye - Paige Tall Riding
Frye Paige Tall Riding $388.00 $270.99 Rated: 4 stars!
View More Like This LAUREN Ralph Lauren - Makenzie
LAUREN Ralph Lauren Makenzie $159.00 Rated: 4 stars!
Corral Boots - C1971
Corral Boots C1971 $237.00

View More Like This Hunter - Original Tall Gloss
Hunter Original Tall Gloss $150.00 Rated: 5 stars!
View More Like This Michael Antonio - Elaina
Michael Antonio Elaina $59.00 $40.99 Rated: 4 stars!
View More Like This Hunter - Norris Field Adjustable
Hunter Norris Field Adjustable $165.00
View More Like This Hunter - Original Refined Mid Wedge Tall
Hunter Original Refined Mid Wedge Tall $205.00 Rated: 4 stars!

View More Like This Lucchese - Vanessa
Lucchese Vanessa $295.00 Rated: 5 stars!
View More Like This Hunter - Original Tall
Hunter Original Tall $150.00 Rated: 4 stars!
View More Like This Not Rated - G-Funk
Not Rated G-Funk $79.99 $55.99 Rated: 5 stars!
View More Like This Irish Setter - Rutmaster 2.0 Lite
Irish Setter Rutmaster 2.0 Lite $119.99 $109.95

View More Like This Freebird - Coal
Freebird Coal $349.95 $244.99 Rated: 4 stars!
View More Like This Cole Haan - Rockland Boot
Cole Haan Rockland Boot $300.00 $209.99 Rated: 4 stars!
View More Like This Cole Haan - Rockland Boot
Cole Haan Rockland Boot $300.00 $209.99 Rated: 4 stars!
View More Like This Hunter - Original Refined Gloss
Hunter Original Refined Gloss $165.00 Rated: 5 stars!

View More Like This Under Armour - UA Haw 2.0
Under Armour UA Haw 2.0 $139.99
View More Like This VOLATILE - Mira
VOLATILE Mira $75.00 Rated: 4 stars!
View More Like This Caterpillar Casual - Penelope
Caterpillar Casual Penelope $230.00 $160.99 Rated: 5 stars!
View More Like This VIONIC - Country Storey Tall Boot
VIONIC Country Storey Tall Boot $249.95 Rated: 4 stars!

View More Like This Hunter - Original Tall
Hunter Original Tall $150.00 Rated: 5 stars!
View More Like This Hunter - Original Tall
Hunter Original Tall $150.00 Rated: 4 stars!
View More Like This Hunter - W Original Tall BT Refin
Hunter W Original Tall BT Refin $195.00 Rated: 4 stars!
View More Like This Irish Setter - Rutmaster 2.0 Lite
Irish Setter Rutmaster 2.0 Lite $139.99 $129.95

View More Like This LAUREN Ralph Lauren - Makenzie
LAUREN Ralph Lauren Makenzie $159.00 Rated: 4 stars!
View More Like This Frye - Paige Tall Riding
Frye Paige Tall Riding $388.00 $270.99 Rated: 4 stars!
View More Like This Laredo - Nmotion
Laredo Nmotion $179.95 Rated: 5 stars!
View More Like This Frye - Jackie Button
Frye Jackie Button $418.00 $292.99 Rated: 5 stars!

View More Like This VOLATILE - Mira
VOLATILE Mira $75.00 Rated: 4 stars!
View More Like This Hunter - Original Refined Gloss
Hunter Original Refined Gloss $165.00 Rated: 5 stars!
View More Like This Frye - Paige Tall Riding
Frye Paige Tall Riding $388.00 $270.99 Rated: 4 stars!
View More Like This LAUREN Ralph Lauren - Makenzie Wide Calf
LAUREN Ralph Lauren Makenzie Wide Calf $159.00 Rated: 4 stars!

View More Like This Frye - Cara Tall
Frye Cara Tall $378.00 $229.99 Rated: 3 stars!
View More Like This Irish Setter - Rutmaster
Irish Setter Rutmaster $169.99 $159.95 Rated: 5 stars!
View More Like This Hunter - Original Tall Gloss
Hunter Original Tall Gloss $150.00 Rated: 5 stars!
View More Like This Blondo - Vassa Wide Shaft Waterproof
Blondo Vassa Wide Shaft Waterproof $265.00 $185.99 Rated: 4 stars!

View More Like This Blondo - Vassa Waterproof
Blondo Vassa Waterproof $255.00 $179.99 Rated: 4 stars!
View More Like This Not Rated - G-Funk
Not Rated G-Funk $79.99 $55.99 Rated: 5 stars!
View More Like This Frye - Paige Tall Riding
Frye Paige Tall Riding $388.00 $270.99 Rated: 4 stars!
View More Like This Spring Step - Ronit
Spring Step Ronit $99.99 Rated: 5 stars!

View More Like This Rieker - R3358 Elaine 58
Rieker R3358 Elaine 58 $185.00 Rated: 4 stars!
View More Like This Rieker - R3358 Elaine 58
Rieker R3358 Elaine 58 $185.00 Rated: 4 stars!
View More Like This Hunter - Original Refined Tall Matte
Hunter Original Refined Tall Matte $165.00 Rated: 4 stars!
View More Like This Frye - Jackie Button
Frye Jackie Button $418.00 $333.90 Rated: 5 stars!

View More Like This Rieker - 93655
Rieker 93655 $145.00 Rated: 5 stars!
View More Like This Crosby Square - Byrne
Crosby Square Byrne $475.00 $332.99
View More Like This Hunter - Norris Field Adjustable
Hunter Norris Field Adjustable $165.00
View More Like This Lucchese - Vanessa
Lucchese Vanessa $295.00 Rated: 5 stars!

View More Like This SAS - Duchess Wide Calf
SAS Duchess Wide Calf $390.00 Rated: 4 stars!
View More Like This La Canadienne - Jennifer
La Canadienne Jennifer $398.00 Rated: 4 stars!
View More Like This Steve Madden - Emerge
Steve Madden Emerge $99.95 $69.99
View More Like This Irish Setter - Rutmaster
Irish Setter Rutmaster $149.99 $139.95 Rated: 5 stars!

View More Like This David Tate - Branson - Extra Wide Shaft
David Tate Branson - Extra Wide Shaft $225.00 Rated: 4 stars!
View More Like This Hunter - Original Tall
Hunter Original Tall $150.00 Rated: 4 stars!
View More Like This Laredo - Nmotion
Laredo Nmotion $179.95 Rated: 5 stars!
View More Like This Bed Stu - Glaye
Bed Stu Glaye $334.95 Rated: 4 stars!

View More Like This Roper - Dawn
Roper Dawn $95.00 $81.90 Rated: 4 stars!
View More Like This Stetson - Adriana
Stetson Adriana $290.00 $202.99
View More Like This La Canadienne - Stefania
La Canadienne Stefania $475.00 Rated: 4 stars!
View More Like This Kamik - Jennifer
Kamik Jennifer $65.00 Rated: 4 stars!

View More Like This ara - Paula
ara Paula $239.00 Rated: 5 stars!
View More Like This VIONIC - Country Storey Tall Boot
VIONIC Country Storey Tall Boot $249.95 Rated: 4 stars!
View More Like This Minnetonka - Front Lace Hardsole Knee-Hi Boot
Minnetonka Front Lace Hardsole Knee-Hi Boot $93.95 Rated: 4 stars!
View More Like This Wolky - Pardo
Wolky Pardo $329.00 Rated: 5 stars!

Corral Boots - P5100
Corral Boots P5100 $183.00
View More Like This Kamik - Jennifer
Kamik Jennifer $65.00 Rated: 4 stars!
View More Like This OluKai - Kaupili
OluKai Kaupili $225.00 Rated: 4 stars!
View More Like This Frye - Jordan Strap Tall
Frye Jordan Strap Tall $448.00 $314.99 Rated: 2 stars!