“chukka and Boots” we found 478 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 Arche - Balad Arche Balad $525.00
View More Like This Stuart Weitzman - Bacari Stuart Weitzman Bacari $525.00 Rated: 5 stars! 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
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 Burberry - Verymer Burberry Verymer $675.00 $472.99 LUXURY View More Like This Aquatalia - Carlos Aquatalia Carlos $450.00
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 Grenson - Marcus Suede Chukka Boot Grenson Marcus Suede Chukka Boot $370.00 LUXURY 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 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! View More Like This Frye - Jones Chukka Frye Jones Chukka $328.00 Rated: 5 stars! View More Like This Frye - Jones Chukka Frye Jones Chukka $328.00 Rated: 5 stars! NEW!
View More Like This Woolrich - Yankee Woolrich Yankee $325.00 Rated: 4 stars! View More Like This Vince - Gregory Vince Gregory $325.00 LUXURY View More Like This Danner - Tramline Danner Tramline $320.00 Rated: 4 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 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 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 - Verona Boot BUGATCHI Verona Boot $285.00 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 - 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 Chippewa - Chukka Chippewa Chukka $255.99 Rated: 5 stars! View More Like This Naot Footwear - Levanto Naot Footwear Levanto $250.00 Rated: 4 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! 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 Gordon Rush - Dawson Gordon Rush Dawson $245.00 NEW!
View More Like This Gordon Rush - Dawson Gordon Rush Dawson $245.00 NEW! View More Like This Frye - Freeman Chukka Frye Freeman Chukka $348.00 $244.99 View More Like This Frye - Freeman Chukka Frye Freeman Chukka $348.00 $244.99 View More Like This Naot Footwear - Pilot - Hand Crafted Naot Footwear Pilot - Hand Crafted $240.00
View More Like This Frye - Phillip Chukka Frye Phillip Chukka $298.00 $239.99 Rated: 5 stars! View More Like This Chippewa - Handswen Casual Chukka Chippewa Handswen Casual Chukka $265.95 $239.99 View More Like This Frye - Joel Chukka Frye Joel Chukka $298.00 $238.40 View More Like This Frye - Luke Wingtip Chukka Frye Luke Wingtip Chukka $298.00 $238.00 Rated: 3 stars!
View More Like This Trask - Irving Trask Irving $295.00 $235.99 View More Like This Trask - Irving Trask Irving $295.00 $235.99 View More Like This ECCO - Turn GTX Boot ECCO Turn GTX Boot $230.00 Rated: 5 stars! View More Like This Frye - Joel Brogue Chukka Frye Joel Brogue Chukka $328.00 $229.99
View More Like This Frye - Joel Brogue Chukka Frye Joel Brogue Chukka $328.00 $229.99 View More Like This Frye - Jones Chukka Frye Jones Chukka $328.00 $229.99 Rated: 5 stars! View More Like This Frye - Jones Chukka Frye Jones Chukka $328.00 $229.99 Rated: 5 stars! View More Like This John Varvatos - Brooklyn Chukka John Varvatos Brooklyn Chukka $228.00 NEW!
View More Like This Ted Baker - Torsdi 2 Ted Baker Torsdi 2 $220.00 Rated: 4 stars! View More Like This Ted Baker - Torsdi 4 Ted Baker Torsdi 4 $220.00 View More Like This Ted Baker - Torsdi 4 Ted Baker Torsdi 4 $220.00 Rated: 5 stars! View More Like This ECCO - Kenton Plain Toe Boot ECCO Kenton Plain Toe Boot $220.00
View More Like This ECCO - Kenton Plain Toe Boot ECCO Kenton Plain Toe Boot $220.00 View More Like This Ted Baker - Torsdi 4 Ted Baker Torsdi 4 $220.00 View More Like This Vasque - Summit GTX Vasque Summit GTX $219.95 Rated: 4 stars! View More Like This Naot Footwear - Levanto Naot Footwear Levanto $215.95 Rated: 4 stars!