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“chukka and Boots” we found 351 items!

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View More Like This Marsell - Gomme Captoe Mid Top
Marsell Gomme Captoe Mid Top $660.00
LUXURY
Bally - Vilamr Desert Boot
Bally Vilamr Desert Boot $595.00
LUXURY
View More Like This Giorgio Armani - Microhole Chukka Boot
Giorgio Armani Microhole Chukka Boot $575.00
LUXURY
View More Like This Robert Clergerie - Beezeena Boot
Robert Clergerie Beezeena Boot $575.00
LUXURY

View More Like This John Varvatos - Sullivan Chukka
John Varvatos Sullivan Chukka $498.00
View More Like This Donald J Pliner - Giacomo-5X
Donald J Pliner Giacomo-5X $495.00
NEW!
View More Like This Donald J Pliner - Giacomo-5X
Donald J Pliner Giacomo-5X $495.00
NEW!
View More Like This eleventy - Double Monk Boot
eleventy Double Monk Boot $495.00
LUXURY

View More Like This rag & bone - Spencer Chukka
rag & bone Spencer Chukka $495.00
LUXURY
View More Like This rag & bone - Spencer Chukka
rag & bone Spencer Chukka $495.00
LUXURY
View More Like This John Varvatos - Jacob Chukka
John Varvatos Jacob Chukka $548.00 $439.99
View More Like This To Boot New York - Norwalk
To Boot New York Norwalk $398.00

View More Like This Frye - Greyson Chukka
Frye Greyson Chukka $398.00
View More Like This Frye - Greyson Chukka
Frye Greyson Chukka $398.00
View More Like This Frye - Greyson Chukka
Frye Greyson Chukka $398.00
Mezlan - Adra
Mezlan Adra $395.00

View More Like This Frye - Weston Chukka
Frye Weston Chukka $378.00 Rated: 4 stars!
View More Like This Frye - Weston Chukka
Frye Weston Chukka $378.00 Rated: 4 stars!
View More Like This Frye - Weston Chukka
Frye Weston Chukka $378.00 Rated: 4 stars!
View More Like This Frye - Weston Chukka
Frye Weston Chukka $378.00 Rated: 4 stars!

View More Like This Frye - Weston Chukka
Frye Weston Chukka $378.00 Rated: 4 stars!
View More Like This Frye - Walter Chukka
Frye Walter Chukka $378.00 Rated: 5 stars!
View More Like This Frye - Walter Chukka
Frye Walter Chukka $378.00 Rated: 5 stars!
View More Like This Frye - Walter Chukka
Frye Walter Chukka $378.00 Rated: 5 stars!

View More Like This HELM Boots - Pete
HELM Boots Pete $375.00
View More Like This HELM Boots - Pete
HELM Boots Pete $375.00
View More Like This Grenson - Marcus Suede Chukka Boot
Grenson Marcus Suede Chukka Boot $370.00
LUXURY
View More Like This Vince - Boulder
Vince Boulder $350.00
LUXURY

View More Like This To Boot New York - Franklin
To Boot New York Franklin $350.00
View More Like This Magnanni - Gavin
Magnanni Gavin $350.00 Rated: 5 stars!
View More Like This Vince - Boulder
Vince Boulder $350.00
LUXURY
View More Like This Finn Comfort - Linz - 1008
Finn Comfort Linz - 1008 $335.00 Rated: 5 stars!

View More Like This Vince - Gregory
Vince Gregory $325.00
LUXURY
View More Like This BUGATCHI - Milano Boot
BUGATCHI Milano Boot $325.00
Cole Haan - 2 Zerogrand Chukka
Cole Haan 2 Zerogrand Chukka $320.00 Rated: 4 stars!
View More Like This Danner - Tramline
Danner Tramline $320.00 Rated: 4 stars!

View More Like This BUGATCHI - Toscano Boot
BUGATCHI Toscano Boot $315.00
View More Like This Chippewa - 5
Chippewa 5" Modern Suburban $309.95 Rated: 5 stars!
La Sportiva - Karakorum
La Sportiva Karakorum $305.00 Rated: 5 stars!
Cole Haan - Grand Evolution Chukka Waterproof
Cole Haan Grand Evolution Chukka Waterproof $300.00

View More Like This Frye - Country Crepe Chukka
Frye Country Crepe Chukka $298.00
NEW!
View More Like This Frye - Country Crepe Chukka
Frye Country Crepe Chukka $298.00
View More Like This Trask - Gulch 2.0
Trask Gulch 2.0 $295.00 Rated: 5 stars!
View More Like This BUGATCHI - Milano Boot
BUGATCHI Milano Boot $295.00

View More Like This Zamberlan - Vioz GTX
Zamberlan Vioz GTX $295.00 Rated: 5 stars!
View More Like This Red Wing Heritage - Foreman Chukka
Red Wing Heritage Foreman Chukka $290.00 Rated: 5 stars!
View More Like This Ted Baker - Baise 2
Ted Baker Baise 2 $290.00
NEW!
View More Like This Cole Haan - Zerogrand Stitchout Chukka
Cole Haan Zerogrand Stitchout Chukka $280.00 Rated: 5 stars!

View More Like This Cole Haan - Zerogrand Stitchout Chukka
Cole Haan Zerogrand Stitchout Chukka $280.00 Rated: 5 stars!
View More Like This Vince - Novato
Vince Novato $350.00 $279.99
LUXURY
View More Like This Chippewa - 5
Chippewa 5" Renegade Dress Chukka $279.95
View More Like This Chippewa - 5
Chippewa 5" Whirlwind Dress Chukka $279.95

View More Like This Chippewa - 5
Chippewa 5" Cordovan Dress Chukka $279.95
View More Like This Trask - Arlington
Trask Arlington $275.00 Rated: 5 stars!
View More Like This Trask - Arlington
Trask Arlington $275.00 Rated: 5 stars!
View More Like This Trask - Brady
Trask Brady $265.00 Rated: 5 stars!

View More Like This Trask - Brady
Trask Brady $265.00 Rated: 5 stars!
View More Like This Trask - Brady
Trask Brady $265.00 Rated: 5 stars!
View More Like This Red Wing Heritage - Work Chukka
Red Wing Heritage Work Chukka $260.00 Rated: 4 stars!
View More Like This Red Wing Heritage - Work Chukka
Red Wing Heritage Work Chukka $260.00 Rated: 4 stars!

View More Like This Donald J Pliner - Zigor-D9
Donald J Pliner Zigor-D9 $255.00
NEW!
View More Like This Donald J Pliner - Zigor-D9
Donald J Pliner Zigor-D9 $255.00
NEW!
Cole Haan - Tyler Grand Chukka
Cole Haan Tyler Grand Chukka $250.00
NEW!
Cole Haan - Tyler Grand Chukka
Cole Haan Tyler Grand Chukka $250.00
NEW!

View More Like This Ted Baker - Azzlan
Ted Baker Azzlan $250.00 Rated: 5 stars!
View More Like This HELM Boots - Garza
HELM Boots Garza $249.00
View More Like This Birkenstock - Hancock
Birkenstock Hancock $249.00 Rated: 4 stars!
View More Like This Donald J Pliner - Ericio-ZG
Donald J Pliner Ericio-ZG $245.00
NEW!

View More Like This Donald J Pliner - Ericio-ZG
Donald J Pliner Ericio-ZG $245.00
NEW!
View More Like This Trask - Brady
Trask Brady $245.00 Rated: 5 stars!
View More Like This Ted Baker - Azzlan
Ted Baker Azzlan $245.00 Rated: 5 stars!
View More Like This Frye - Jack Lace Up
Frye Jack Lace Up $348.00 $244.99 Rated: 3 stars!

View More Like This Naot Footwear - Pilot - Hand Crafted
Naot Footwear Pilot - Hand Crafted $240.00 Rated: 1 stars!
View More Like This Frye - Joel Chukka
Frye Joel Chukka $298.00 $238.40
Red Wing Heritage - Weekender Chukka
Red Wing Heritage Weekender Chukka $230.00
View More Like This ECCO - Turn GTX Boot
ECCO Turn GTX Boot $230.00 Rated: 5 stars!

View More Like This Aquatalia - Carlos
Aquatalia Carlos $450.00 $224.99
View More Like This Cole Haan - Original Grand Chukka
Cole Haan Original Grand Chukka $280.00 $224.99 Rated: 5 stars!
View More Like This Cole Haan - Original Grand Chukka
Cole Haan Original Grand Chukka $280.00 $224.99 Rated: 5 stars!
View More Like This Ted Baker - Torsdi 4
Ted Baker Torsdi 4 $220.00

View More Like This Sperry - Gold Crepe Chukka
Sperry Gold Crepe Chukka $220.00
View More Like This Ted Baker - Torsdi 4
Ted Baker Torsdi 4 $220.00 Rated: 5 stars!
View More Like This Ted Baker - Torsdi 2
Ted Baker Torsdi 2 $220.00 Rated: 4 stars!
View More Like This ECCO - Kenton Plain Toe Boot
ECCO Kenton Plain Toe Boot $220.00 Rated: 5 stars!

View More Like This BOSS Hugo Boss - Pariss Desb by HUGO
BOSS Hugo Boss Pariss Desb by HUGO $275.00 $219.99 Rated: 4 stars!
View More Like This Vasque - Summit GTX
Vasque Summit GTX $219.95 Rated: 4 stars!
View More Like This ECCO - Jeremy Hybrid Boot
ECCO Jeremy Hybrid Boot $210.00 Rated: 4 stars!
View More Like This ECCO - Jeremy Hybrid Boot
ECCO Jeremy Hybrid Boot $210.00 Rated: 4 stars!

View More Like This Pikolinos - Santiago M7B-8012C1
Pikolinos Santiago M7B-8012C1 $210.00
View More Like This Pikolinos - Santiago M7B-8012C1
Pikolinos Santiago M7B-8012C1 $210.00
View More Like This Pikolinos - Santiago M7B-8012C1
Pikolinos Santiago M7B-8012C1 $210.00
View More Like This Frye - Phillip Chukka
Frye Phillip Chukka $298.00 $209.99 Rated: 5 stars!

View More Like This Wolverine - 1000 Mile Wesley Wingtip Chukka
Wolverine 1000 Mile Wesley Wingtip Chukka $295.00 $205.99 Rated: 4 stars!
View More Like This OluKai - Pahoa
OluKai Pahoa $200.00 Rated: 5 stars!
View More Like This OluKai - Pahoa
OluKai Pahoa $200.00 Rated: 5 stars!
View More Like This BUGATCHI - Verona Boot
BUGATCHI Verona Boot $285.00 $199.99

View More Like This Naot Footwear - Pilot
Naot Footwear Pilot $199.95 Rated: 4 stars!
View More Like This UGG - Dagmann
UGG Dagmann $199.95 Rated: 4 stars!
View More Like This UGG - Dagmann
UGG Dagmann $199.95 Rated: 4 stars!
View More Like This Naot Footwear - Pilot
Naot Footwear Pilot $199.95 Rated: 4 stars!

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