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“chukka and Shoes” we found 831 items!

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View More Like This Marsell - Gomme Captoe Mid Top
Marsell Gomme Captoe Mid Top $660.00
LUXURY
View More Like This Salvatore Ferragamo - Dufur Ankle Boot
Salvatore Ferragamo Dufur Ankle Boot $660.00
LUXURY
Bally - Vilamr Desert Boot
Bally Vilamr Desert Boot $595.00
LUXURY
View More Like This Robert Clergerie - Beezeena Boot
Robert Clergerie Beezeena Boot $575.00
LUXURY

View More Like This Giorgio Armani - Microhole Chukka Boot
Giorgio Armani Microhole Chukka Boot $575.00
LUXURY
View More Like This John Varvatos - Sullivan Chukka
John Varvatos Sullivan Chukka $498.00
View More Like This rag & bone - Spencer Chukka
rag & bone Spencer Chukka $495.00
LUXURY
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 John Varvatos - Jacob Chukka
John Varvatos Jacob Chukka $548.00 $492.99

eleventy - Suede Chukka Boot
eleventy Suede Chukka Boot $475.00
LUXURY
View More Like This Aquatalia - Ulivia
Aquatalia Ulivia $450.00
View More Like This Aquatalia - Ulivia
Aquatalia Ulivia $450.00
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
View More Like This To Boot New York - Norwalk
To Boot New York Norwalk $398.00
View More Like This rag & bone - Spencer Chukka
rag & bone Spencer Chukka $495.00 $395.99
LUXURY

View More Like This Aquatalia - Raphael
Aquatalia Raphael $395.00
View More Like This Aquatalia - Raphael
Aquatalia Raphael $395.00
View More Like This Aquatalia - Raphael
Aquatalia Raphael $395.00
View More Like This Z Zegna - Chukka Boot
Z Zegna Chukka Boot $395.00
LUXURY

View More Like This Vince - Alberto
Vince Alberto $395.00
LUXURY
Mezlan - Adra
Mezlan Adra $395.00
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 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 HELM Boots - Pete
HELM Boots Pete $375.00
View More Like This HELM Boots - Pete
HELM Boots Pete $375.00

View More Like This Vince - Ramsey Suede Chukka Boot
Vince Ramsey Suede Chukka Boot $375.00
LUXURY
View More Like This Vince - Ramsey Suede Chukka Boot
Vince Ramsey Suede Chukka Boot $375.00
LUXURY
View More Like This Del Toro - High Top Chukka Sneaker
Del Toro High Top Chukka Sneaker $375.00
LUXURY
View More Like This Del Toro - High Top Chukka Sneaker
Del Toro High Top Chukka Sneaker $375.00
LUXURY

View More Like This Del Toro - High Top Chukka Sneaker
Del Toro High Top Chukka Sneaker $375.00
LUXURY
View More Like This Grenson - Marcus Suede Chukka Boot
Grenson Marcus Suede Chukka Boot $370.00
LUXURY
View More Like This Danner - Mountain Light™ II
Danner Mountain Light™ II $360.00 Rated: 3 stars!
Del Toro - Velvet Tall Chukka Sneaker
Del Toro Velvet Tall Chukka Sneaker $360.00
LUXURY

View More Like This To Boot New York - Phipps
To Boot New York Phipps $350.00
NEW!
View More Like This Vince - Boulder
Vince Boulder $350.00
LUXURY
View More Like This Vince - Boulder
Vince Boulder $350.00
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 Del Toro - High Top Chukka Sneaker
Del Toro High Top Chukka Sneaker $350.00
LUXURY
View More Like This Del Toro - High Top Chukka Sneaker
Del Toro High Top Chukka Sneaker $340.00
LUXURY

View More Like This Del Toro - High Top Chukka Sneaker
Del Toro High Top Chukka Sneaker $340.00
LUXURY
View More Like This Del Toro - High Top Chukka Sneaker
Del Toro High Top Chukka Sneaker $340.00
LUXURY
View More Like This Finn Comfort - Linz - 1008
Finn Comfort Linz - 1008 $335.00 Rated: 5 stars!
View More Like This Frye - Will Chukka
Frye Will Chukka $328.00 Rated: 5 stars!

View More Like This Frye - Will Chukka
Frye Will Chukka $328.00 Rated: 5 stars!
View More Like This Frye - Will Chukka
Frye Will Chukka $328.00 Rated: 5 stars!
View More Like This Vince - Scott
Vince Scott $325.00 Rated: 5 stars!
LUXURY
View More Like This Vince - Scott
Vince Scott $325.00 Rated: 5 stars!
LUXURY

View More Like This BUGATCHI - Milano Boot
BUGATCHI Milano Boot $325.00
View More Like This Vince - Gregory
Vince Gregory $325.00
LUXURY
View More Like This Del Toro - High Top Chukka Sneaker
Del Toro High Top Chukka Sneaker $325.00
LUXURY
View More Like This Danner - Tramline
Danner Tramline $320.00 Rated: 4 stars!

Cole Haan - 2 Zerogrand Chukka
Cole Haan 2 Zerogrand Chukka $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!

Wolverine - Harwell Chukka
Wolverine Harwell Chukka $300.00
NEW!
Wolverine - Harwell Chukka
Wolverine Harwell Chukka $300.00
NEW!
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 Frye - Sam Chukka
Frye Sam Chukka $298.00
View More Like This Frye - Sam Chukka
Frye Sam Chukka $298.00
View More Like This John Varvatos - Waverly Welt Chukka
John Varvatos Waverly Welt Chukka $298.00

View More Like This Frye - Mark Chukka
Frye Mark Chukka $298.00 Rated: 4 stars!
View More Like This Frye - Mark Chukka
Frye Mark Chukka $298.00 Rated: 4 stars!
Two24 by Ariat - Prescott
Two24 by Ariat Prescott $295.00
Two24 by Ariat - Prescott
Two24 by Ariat Prescott $295.00

View More Like This Trask - Gulch 2.0
Trask Gulch 2.0 $295.00 Rated: 5 stars!
View More Like This Zamberlan - Vioz GTX
Zamberlan Vioz GTX $295.00 Rated: 5 stars!
View More Like This BUGATCHI - Milano Boot
BUGATCHI Milano Boot $295.00
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 BUGATCHI - Garada Boot
BUGATCHI Garada Boot $285.00
View More Like This BUGATCHI - Garada Boot
BUGATCHI Garada Boot $285.00
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
Gordon Rush - Jamison
Gordon Rush Jamison $275.00
NEW!
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!

BOSS Hugo Boss - Pariss Suede Desert Boot by HUGO
BOSS Hugo Boss Pariss Suede Desert Boot by HUGO $275.00
NEW!
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!

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