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“leather chukka boot and Shoes” we found 793 items!

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View More Like This Frye - Country Crepe Chukka
Frye Country Crepe Chukka MSRP: $298.00 $149.00 Rated: 2 stars!
Sperry - Lace-Up Chukka
Sperry Lace-Up Chukka $145.00
View More Like This Massimo Matteo - 5-Eye Chukka Wing
Massimo Matteo 5-Eye Chukka Wing MSRP: $179.00 $125.30 Rated: 4 stars!
View More Like This Timberland - Killington Chukka
Timberland Killington Chukka $125.00 Rated: 5 stars!

View More Like This Ariat - Cruiser Chukka
Ariat Cruiser Chukka MSRP: $89.95 $62.99
View More Like This Frye - Graham Brogue Chukka
Frye Graham Brogue Chukka $398.00
View More Like This Frye - Country Crepe Chukka
Frye Country Crepe Chukka MSRP: $298.00 $149.00 Rated: 2 stars!
View More Like This Wolverine - Deacon Chukka
Wolverine Deacon Chukka $185.00

View More Like This Frye - Edwin Chukka
Frye Edwin Chukka MSRP: $278.00 $194.99
View More Like This Vince - Marcus Suede Chukka
Vince Marcus Suede Chukka MSRP: $295.00 $205.99
LUXURY
View More Like This Vince - Marcus Suede Chukka
Vince Marcus Suede Chukka MSRP: $295.00 $205.99
LUXURY
Frye - Chris Crepe Chukka
Frye Chris Crepe Chukka $298.00
NEW!

Frye - Chris Crepe Chukka
Frye Chris Crepe Chukka $298.00
NEW!
View More Like This Jeffery-West - 4 Buckle Chukka
Jeffery-West 4 Buckle Chukka MSRP: $363.00 $254.99 Rated: 5 stars!
LUXURY
Frye - Fisher Chukka
Frye Fisher Chukka $428.00
NEW!
Frye - Fisher Chukka
Frye Fisher Chukka $428.00
NEW!

View More Like This Jeffery-West - Monk Chukka
Jeffery-West Monk Chukka MSRP: $295.00 $205.99
LUXURY
View More Like This Timberland - Kendrick Chukka
Timberland Kendrick Chukka $140.00
View More Like This Timberland - Kendrick Chukka
Timberland Kendrick Chukka $140.00
View More Like This Red Wing Heritage - Weekender Chukka
Red Wing Heritage Weekender Chukka $230.00 Rated: 5 stars!

View More Like This Red Wing Heritage - Foreman Chukka
Red Wing Heritage Foreman Chukka MSRP: $290.00 $260.99 Rated: 5 stars!
View More Like This Red Wing Heritage - Weekender Chukka
Red Wing Heritage Weekender Chukka $230.00 Rated: 5 stars!
View More Like This Red Wing Heritage - Foreman Chukka
Red Wing Heritage Foreman Chukka MSRP: $290.00 $260.99 Rated: 5 stars!
BELSTAFF - Harlsedon Boot
BELSTAFF Harlsedon Boot $495.00
LUXURY

View More Like This Clergerie - Beezeena Boot
Clergerie Beezeena Boot MSRP: $575.00 $517.50
LUXURY
View More Like This BUGATCHI - San Gimignano Boot
BUGATCHI San Gimignano Boot $285.00
View More Like This BUGATCHI - San Gimignano Boot
BUGATCHI San Gimignano Boot $285.00
View More Like This ECCO - Turn GTX Boot
ECCO Turn GTX Boot MSRP: $230.00 $207.99 Rated: 5 stars!

View More Like This Clarks - Desert Boot
Clarks Desert Boot $130.00 Rated: 5 stars!
View More Like This Altra Footwear - Smith Boot
Altra Footwear Smith Boot $130.00
View More Like This Altra Footwear - Smith Boot
Altra Footwear Smith Boot $130.00
View More Like This Clarks - Desert Boot
Clarks Desert Boot $120.00 Rated: 4 stars!

View More Like This Clarks - Desert Boot
Clarks Desert Boot $130.00 Rated: 5 stars!
View More Like This Clarks - Desert Boot
Clarks Desert Boot $130.00 Rated: 5 stars!
View More Like This Clarks - Desert Boot
Clarks Desert Boot MSRP: $120.00 $83.90 Rated: 4 stars!
View More Like This Clarks - Wallabee Boot
Clarks Wallabee Boot MSRP: $170.00 $140.00 Rated: 5 stars!

View More Like This Clarks - Wallabee Boot
Clarks Wallabee Boot MSRP: $170.00 $140.00 Rated: 5 stars!
View More Like This Reef - Voyage Boot LE
Reef Voyage Boot LE $145.00 Rated: 5 stars!
View More Like This Clarks - Desert Boot
Clarks Desert Boot $130.00 Rated: 5 stars!
View More Like This Florsheim - Corbetta Plain Toe Boot
Florsheim Corbetta Plain Toe Boot MSRP: $119.95 $95.99

View More Like This Clarks - Desert Boot
Clarks Desert Boot $120.00 Rated: 4 stars!
View More Like This ECCO - Kenton Derby Boot
ECCO Kenton Derby Boot $220.00 Rated: 4 stars!
View More Like This ECCO - Johannesburg GTX Boot
ECCO Johannesburg GTX Boot MSRP: $190.00 $169.99 Rated: 4 stars!
View More Like This Clarks - Desert Boot
Clarks Desert Boot $119.95 Rated: 4 stars!

View More Like This Rockport - Jaxson Low Boot
Rockport Jaxson Low Boot MSRP: $159.95 $112.99
View More Like This Johnston & Murphy - Garner Cap Toe Boot
Johnston & Murphy Garner Cap Toe Boot $168.95 Rated: 5 stars!
View More Like This Clarks - Wallabee Boot
Clarks Wallabee Boot $140.00 Rated: 5 stars!
View More Like This Clarks - Desert Boot
Clarks Desert Boot MSRP: $140.00 $97.99 Rated: 5 stars!

View More Like This Reef - Voyage Boot LE
Reef Voyage Boot LE $145.00 Rated: 5 stars!
View More Like This Salvatore Ferragamo - Dufur Ankle Boot
Salvatore Ferragamo Dufur Ankle Boot MSRP: $660.00 $330.00
LUXURY
View More Like This BUGATCHI - Garada Boot
BUGATCHI Garada Boot MSRP: $285.00 $153.90
View More Like This Clarks - Desert Boot
Clarks Desert Boot $120.00 Rated: 4 stars!

View More Like This Clarks - Desert Boot
Clarks Desert Boot $130.00
NEW!
View More Like This Clarks - Desert Boot
Clarks Desert Boot $140.00 Rated: 5 stars!
View More Like This Minnetonka - El Paso Ankle Boot
Minnetonka El Paso Ankle Boot $49.95 Rated: 4 stars!
View More Like This Salvatore Ferragamo - Dufur Ankle Boot
Salvatore Ferragamo Dufur Ankle Boot MSRP: $660.00 $330.00
LUXURY

View More Like This Church's - Ryder Boot
Church's Ryder Boot $600.00
LUXURY
View More Like This Giorgio Armani - Suede Boot
Giorgio Armani Suede Boot MSRP: $625.00 $475.00
LUXURY
View More Like This Marsell - Gomme Suede Ankle Boot
Marsell Gomme Suede Ankle Boot MSRP: $620.00 $310.00
LUXURY
View More Like This Reef - Voyage Boot LE
Reef Voyage Boot LE $145.00 Rated: 5 stars!

View More Like This Clarks - Desert Boot
Clarks Desert Boot $140.00 Rated: 5 stars!
View More Like This Roper - Performance 2-Eyelet Ankle Boot
Roper Performance 2-Eyelet Ankle Boot $119.95 Rated: 4 stars!
View More Like This Roper - Performance 2-Eyelet Ankle Boot
Roper Performance 2-Eyelet Ankle Boot $124.95 Rated: 4 stars!
View More Like This Clarks - Desert Boot
Clarks Desert Boot $130.00
NEW!

View More Like This Salvatore Ferragamo - Falco Boot
Salvatore Ferragamo Falco Boot MSRP: $580.00 $290.00
LUXURY
View More Like This Salvatore Ferragamo - Falco Boot
Salvatore Ferragamo Falco Boot MSRP: $580.00 $405.99
LUXURY
View More Like This Salvatore Ferragamo - Gustavo Boot
Salvatore Ferragamo Gustavo Boot MSRP: $695.00 $347.50
LUXURY
View More Like This Altra Footwear - Desert Boot
Altra Footwear Desert Boot $120.00 Rated: 4 stars!

View More Like This Salvatore Ferragamo - Gustavo Boot
Salvatore Ferragamo Gustavo Boot MSRP: $695.00 $347.50
LUXURY
View More Like This Marsell - Strasacco Boot
Marsell Strasacco Boot $730.00
LUXURY
View More Like This ECCO - Biarritz Modern Boot
ECCO Biarritz Modern Boot MSRP: $130.00 $90.99 Rated: 4 stars!
View More Like This eleventy - Double Monk Boot
eleventy Double Monk Boot MSRP: $495.00 $247.50
LUXURY

View More Like This Burberry - Melton Tartan Boot
Burberry Melton Tartan Boot $775.00
LUXURY
View More Like This Burberry - Melton Suede Boot
Burberry Melton Suede Boot $775.00
LUXURY
View More Like This Nunn Bush - Lancaster Plain Toe Chukka Boot
Nunn Bush Lancaster Plain Toe Chukka Boot MSRP: $90.00 $62.95 Rated: 3 stars!
View More Like This UGG - Leighton Waterproof
UGG Leighton Waterproof MSRP: $169.95 $99.97 Rated: 4 stars!

View More Like This UGG - Leighton Waterproof
UGG Leighton Waterproof MSRP: $169.95 $99.97 Rated: 4 stars!
View More Like This Dansko - Joy
Dansko Joy $164.95 Rated: 4 stars!
View More Like This UGG - Leighton Waterproof
UGG Leighton Waterproof $169.95 Rated: 4 stars!
View More Like This SoftWalk - Ramsey
SoftWalk Ramsey $124.95 Rated: 4 stars!

View More Like This Lucky Brand - Mason
Lucky Brand Mason MSRP: $125.00 $89.99 Rated: 4 stars!
View More Like This Dansko - Joy
Dansko Joy MSRP: $164.95 $149.99 Rated: 4 stars!
View More Like This Steve Madden - Herrin
Steve Madden Herrin MSRP: $90.00 $80.99
View More Like This Lucky Brand - Mason
Lucky Brand Mason MSRP: $125.00 $89.99 Rated: 4 stars!

View More Like This SoftWalk - Ramsey
SoftWalk Ramsey $124.95 Rated: 4 stars!
View More Like This Steve Madden - Herrin
Steve Madden Herrin MSRP: $90.00 $62.99
View More Like This Stacy Adams - Ackerly
Stacy Adams Ackerly MSRP: $104.95 $94.99
View More Like This Lucky Brand - Mason
Lucky Brand Mason MSRP: $125.00 $89.99 Rated: 4 stars!

View More Like This Dansko - Joy
Dansko Joy MSRP: $164.95 $115.99 Rated: 4 stars!
View More Like This Stacy Adams - Ackerly
Stacy Adams Ackerly MSRP: $104.95 $74.99
View More Like This Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca MSRP: $110.00 $82.50 Rated: 5 stars!
View More Like This Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca MSRP: $110.00 $79.99 Rated: 5 stars!

View More Like This Giorgio Brutini - Rowan
Giorgio Brutini Rowan MSRP: $105.00 $94.99 Rated: 4 stars!
View More Like This Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca MSRP: $110.00 $79.99 Rated: 5 stars!
View More Like This Dr. Martens Work - Sussex
Dr. Martens Work Sussex $95.00 Rated: 3 stars!
View More Like This Lucky Brand - Mason
Lucky Brand Mason MSRP: $125.00 $89.99 Rated: 4 stars!

View More Like This Ted Baker - Torsdi 4
Ted Baker Torsdi 4 MSRP: $220.00 $197.99 Rated: 5 stars!
View More Like This Deer Stags - Mean
Deer Stags Mean MSRP: $80.00 $59.99 Rated: 3 stars!
View More Like This ECCO - Crepetray Bootie
ECCO Crepetray Bootie $160.00
NEW!
View More Like This Justin - Tobar 4-Eye Steel Toe
Justin Tobar 4-Eye Steel Toe $119.95

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