“chukka and Men Boots” we found 622 items!

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View More Like This Robert Clergerie - Beeze Boot Robert Clergerie Beeze Boot $695.00 LUXURY View More Like This Giorgio Armani - Microhole Chukka Boot Giorgio Armani Microhole Chukka Boot $595.00 LUXURY View More Like This Giorgio Armani - Microhole Chukka Boot Giorgio Armani Microhole Chukka Boot $595.00 LUXURY View More Like This rag & bone - Spencer Chukka Lug rag & bone Spencer Chukka Lug $525.00 LUXURY
View More Like This rag & bone - Spencer Chukka Lug rag & bone Spencer Chukka Lug $525.00 LUXURY View More Like This rag & bone - Spencer Chukka rag & bone Spencer Chukka $495.00 LUXURY rag & bone - Spencer Chukka rag & bone Spencer Chukka $495.00 LUXURY View More Like This HELM Boots - Pete HELM Boots Pete $495.00
View More Like This HELM Boots - Pete HELM Boots Pete $495.00 View More Like This Salvatore Ferragamo - Gustavo Boot Salvatore Ferragamo Gustavo Boot $695.00 $485.99 LUXURY View More Like This Salvatore Ferragamo - Gustavo Boot Salvatore Ferragamo Gustavo Boot $695.00 $485.99 LUXURY View More Like This Salvatore Ferragamo - Lagos Boot Salvatore Ferragamo Lagos Boot $695.00 $485.99 Rated: 5 stars! LUXURY
View More Like This Aquatalia - Carlos Aquatalia Carlos $450.00 View More Like This Vince - Alberto Vince Alberto $395.00 LUXURY View More Like This To Boot New York - Clemmons To Boot New York Clemmons $395.00 View More Like This To Boot New York - Jarrod To Boot New York Jarrod $395.00 Rated: 5 stars!
View More Like This To Boot New York - Jarrod To Boot New York Jarrod $395.00 Rated: 5 stars! View More Like This Z Zegna - Chukka Grained Calf/Neoprene Boot Z Zegna Chukka Grained Calf/Neoprene Boot $395.00 LUXURY 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: 5 stars! View More Like This Frye - Weston Chukka Frye Weston Chukka $378.00 Rated: 5 stars! View More Like This Frye - Weston Chukka Frye Weston Chukka $378.00 Rated: 5 stars!
View More Like This Frye - Weston Chukka Frye Weston Chukka $378.00 Rated: 5 stars! View More Like This Frye - Weston Chukka Frye Weston Chukka $378.00 Rated: 5 stars! NEW! 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 Grenson - Marcus Suede Chukka Boot Grenson Marcus Suede Chukka Boot $370.00 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! Aquatalia - Alec Aquatalia Alec $350.00 NEW!
View More Like This Magnanni - Gavin Magnanni Gavin $350.00 Rated: 5 stars! View More Like This Magnanni - Gavin Magnanni Gavin $350.00 Rated: 5 stars! View More Like This Aquatalia - Alec Aquatalia Alec $350.00 NEW! View More Like This Frye - Jack Lace Up Frye Jack Lace Up $348.00 Rated: 3 stars!
View More Like This Finn Comfort - Linz - 1008 Finn Comfort Linz - 1008 $335.00 Rated: 5 stars! View More Like This Frye - Jones Chukka Frye Jones Chukka $328.00 Rated: 5 stars! NEW! View More Like This Frye - Will Chukka Frye Will Chukka $328.00 View More Like This Frye - Jones Chukka Frye Jones Chukka $328.00 Rated: 5 stars! NEW!
View More Like This Frye - Jones Chukka Frye Jones Chukka $328.00 Rated: 5 stars! NEW! View More Like This Frye - Will Chukka Frye Will Chukka $328.00 View More Like This Frye - Will Chukka Frye Will Chukka $328.00 View More Like This Frye - Will Chukka Frye Will Chukka $328.00
View More Like This Vince - Scott Vince Scott $325.00 Rated: 5 stars! LUXURY View More Like This Vince - Gregory Vince Gregory $325.00 LUXURY View More Like This Vince - Scott Vince Scott $325.00 Rated: 5 stars! LUXURY View More Like This Danner - Tramline Danner Tramline $320.00 Rated: 4 stars!
View More Like This Jeffery-West - Trucker Chukka Jeffery-West Trucker Chukka $318.00 LUXURY Crosby Square - Brogan Crosby Square Brogan $315.00 View More Like This Frye - James Lug Chukka Shearling Frye James Lug Chukka Shearling $388.00 $310.40 Rated: 5 stars! View More Like This Frye - James Lug Chukka Shearling Frye James Lug Chukka Shearling $388.00 $310.40 Rated: 5 stars!
View More Like This Chippewa - 5 Chippewa 5" Modern Suburban $309.95 Rated: 5 stars! View More Like This Chippewa - 5 Chippewa 5" Modern Suburban $309.95 Rated: 5 stars! Jeffery-West - Sylvian Day Dead Jeffery-West Sylvian Day Dead $308.00 LUXURY La Sportiva - Karakorum La Sportiva Karakorum $305.00 Rated: 5 stars!
View More Like This Frye - Weston Chukka Frye Weston Chukka $378.00 $302.99 Rated: 5 stars! View More Like This Frye - Phillip Chukka Frye Phillip Chukka $298.00 Rated: 5 stars! View More Like This Zamberlan - Vioz GTX Zamberlan Vioz GTX $295.00 Rated: 5 stars! View More Like This Trask - Gulch 2.0 Trask Gulch 2.0 $295.00 Rated: 5 stars!
View More Like This Wolverine - 1000 Mile Wesley Wingtip Chukka Wolverine 1000 Mile Wesley Wingtip Chukka $295.00 Rated: 4 stars! View More Like This Wolverine - 1000 Mile Wesley Wingtip Chukka Wolverine 1000 Mile Wesley Wingtip Chukka $295.00 Rated: 4 stars! View More Like This Wolverine - 1000 Mile Wesley Wingtip Chukka Wolverine 1000 Mile Wesley Wingtip Chukka $295.00 Rated: 4 stars! View More Like This BUGATCHI - Milano Boot BUGATCHI Milano Boot $295.00
View More Like This BUGATCHI - Milano Boot BUGATCHI Milano Boot $295.00 View More Like This Vince - Marcus Suede Chukka Vince Marcus Suede Chukka $295.00 LUXURY View More Like This Vince - Marcus Suede Chukka Vince Marcus Suede Chukka $295.00 LUXURY View More Like This Red Wing Heritage - Foreman Chukka Red Wing Heritage Foreman Chukka $290.00 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 BUGATCHI - Garada Boot BUGATCHI Garada Boot $285.00 View More Like This BUGATCHI - Garada Boot BUGATCHI Garada Boot $285.00 View More Like This BUGATCHI - Verona Boot BUGATCHI Verona Boot $285.00
View More Like This Chippewa - 5' Modern Suburban Boot Chippewa 5' Modern Suburban Boot $280.00 View More Like This Chippewa - 5' Modern Suburban Boot Chippewa 5' Modern Suburban Boot $280.00 View More Like This Cole Haan - Original Grand Chukka Cole Haan Original Grand Chukka $280.00 Rated: 5 stars! View More Like This Cole Haan - Original Grand Chukka Cole Haan Original Grand 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 Cole Haan - Zerogrand Stitchout Chukka Cole Haan Zerogrand Stitchout Chukka $280.00 Rated: 5 stars! View More Like This Cole Haan - Original Grand Chukka Cole Haan Original Grand Chukka $280.00 Rated: 5 stars! View More Like This Frye - Jack Lace Up Frye Jack Lace Up $348.00 $278.40 Rated: 3 stars!
View More Like This BOSS Hugo Boss - Pariss Desb by HUGO BOSS Hugo Boss Pariss Desb by HUGO $275.00 Rated: 4 stars! View More Like This BOSS Hugo Boss - Pariss Desb by HUGO BOSS Hugo Boss Pariss Desb by HUGO $275.00 Rated: 4 stars! View More Like This Jeffery-West - Laser Chukka Jeffery-West Laser Chukka $275.00 LUXURY 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 - Lawson Trask Lawson $275.00 View More Like This Frye - Mark Chukka Frye Mark Chukka $298.00 $267.99 Rated: 4 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 Trask - Colton Trask Colton $265.00 Rated: 5 stars! View More Like This Trask - Colton Trask Colton $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 La Sportiva - Trango S EVO GTX La Sportiva Trango S EVO GTX $320.00 $255.99 Rated: 5 stars! View More Like This Chippewa - Chukka Chippewa Chukka $255.99 Rated: 5 stars!
View More Like This Frye - William Monk Chukka Frye William Monk Chukka $358.00 $250.99 View More Like This Trask - Brady Trask Brady $245.00 Rated: 5 stars! View More Like This Trask - Brady Trask Brady $245.00 Rated: 5 stars! View More Like This Trask - Brady Trask Brady $245.00 Rated: 5 stars!