“chukka and Boots” we found 156 items!

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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 OluKai - Pahoa OluKai Pahoa $200.00 Rated: 5 stars! View More Like This Pikolinos - Glasgow 05M-6030F Pikolinos Glasgow 05M-6030F $200.00 Rated: 4 stars!
View More Like This Naot Footwear - Pilot Naot Footwear Pilot $200.00 Rated: 5 stars! View More Like This Cole Haan - Barron Chukka Cole Haan Barron Chukka $200.00 Rated: 5 stars! View More Like This Cole Haan - Barron Chukka Cole Haan Barron Chukka $200.00 Rated: 5 stars! View More Like This Cole Haan - Barron Chukka Cole Haan Barron Chukka $200.00 Rated: 5 stars!
View More Like This BUGATCHI - San Gimignano Boot BUGATCHI San Gimignano Boot $290.00 $202.99 View More Like This BUGATCHI - San Gimignano Boot BUGATCHI San Gimignano Boot $290.00 $202.99 View More Like This Frye - Arden Chukka Frye Arden Chukka $258.00 $206.00 Rated: 5 stars! View More Like This Frye - Arden Chukka Frye Arden Chukka $258.00 $206.00 Rated: 5 stars!
View More Like This ECCO - Turn GTX Boot ECCO Turn GTX Boot $230.00 $207.99 Rated: 5 stars! View More Like This Frye - Mark Chukka Frye Mark Chukka $298.00 $209.99 Rated: 4 stars! View More Like This Frye - Mark Chukka Frye Mark Chukka $298.00 $209.99 Rated: 4 stars! View More Like This Munro - Sloane Munro Sloane $210.00 Rated: 4 stars!
View More Like This Munro - Sloane Munro Sloane $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 Thorogood - Lace To Toe Roofer Thorogood Lace To Toe Roofer $212.00 Rated: 5 stars! View More Like This Chippewa - Handswen Casual Chukka Chippewa Handswen Casual Chukka $265.95 $212.99
View More Like This Naot Footwear - Levanto Naot Footwear Levanto $215.95 Rated: 4 stars! View More Like This Naot Footwear - Levanto Naot Footwear Levanto $215.95 Rated: 4 stars! View More Like This Naot Footwear - Levanto Naot Footwear Levanto $216.00 Rated: 4 stars! View More Like This Vasque - Summit GTX Vasque Summit GTX $219.95 Rated: 4 stars!
View More Like This Ted Baker - Torsdi 2 Ted Baker Torsdi 2 $220.00 Rated: 4 stars! View More Like This Ted Baker - Torsdi 3 Ted Baker Torsdi 3 $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 To Boot New York - Curry To Boot New York Curry $325.00 $227.99
View More Like This Johnston & Murphy - Garner Cap Toe Boot Johnston & Murphy Garner Cap Toe Boot $228.00 Rated: 5 stars! View More Like This John Varvatos - Brooklyn Chukka John Varvatos Brooklyn Chukka $228.00 NEW! 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 ECCO - Turn GTX Boot ECCO Turn GTX Boot $230.00 Rated: 5 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 Frye - Luke Wingtip Chukka Frye Luke Wingtip Chukka $298.00 $238.00 Rated: 3 stars! View More Like This Frye - Joel Chukka Frye Joel Chukka $298.00 $238.40 View More Like This Frye - Phillip Chukka Frye Phillip Chukka $298.00 $239.99 Rated: 5 stars!
View More Like This Naot Footwear - Pilot - Hand Crafted Naot Footwear Pilot - Hand Crafted $240.00 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 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 Ted Baker - Azzlan Ted Baker Azzlan $245.00 Rated: 5 stars! View More Like This Ted Baker - Azzlan Ted Baker Azzlan $245.00 Rated: 5 stars!
View More Like This Ted Baker - Azzlan Ted Baker Azzlan $245.00 Rated: 5 stars! Gordon Rush - Dawson Gordon Rush Dawson $245.00 NEW! View More Like This Trask - Brady Trask Brady $245.00 Rated: 5 stars! Gordon Rush - Dawson Gordon Rush Dawson $245.00 NEW!
View More Like This Trask - Addy Trask Addy $248.00 View More Like This Trask - Addy Trask Addy $248.00 View More Like This Naot Footwear - Levanto Naot Footwear Levanto $250.00 Rated: 4 stars! View More Like This Frye - William Monk Chukka Frye William Monk Chukka $358.00 $250.99
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 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 Frye - Weston Chukka Frye Weston Chukka $378.00 $264.99 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 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 Frye - Mark Chukka Frye Mark Chukka $298.00 $267.99 Rated: 4 stars! View More Like This Frye - Mark Chukka Frye Mark Chukka $298.00 $267.99 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 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 - Lawson Trask Lawson $275.00 View More Like This Trask - Arlington Trask Arlington $275.00 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 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 - Original Grand Chukka Cole Haan Original Grand Chukka $280.00 Rated: 5 stars!
View More Like This BUGATCHI - Verona Boot BUGATCHI Verona Boot $285.00 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 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 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 Frye - Phillip Chukka Frye Phillip Chukka $298.00 Rated: 5 stars! La Sportiva - Karakorum La Sportiva Karakorum $305.00 Rated: 5 stars!