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“chukka and Boots” we found 138 items!

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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 Munro - Sloane
Munro Sloane $210.00 Rated: 4 stars!
View More Like This ECCO - Turn GTX Boot
ECCO Turn GTX Boot $230.00 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 Red Wing Heritage - Foreman Chukka
Red Wing Heritage Foreman Chukka $290.00 Rated: 5 stars!
View More Like This Frye - Mark Chukka
Frye Mark Chukka $298.00 Rated: 5 stars!
View More Like This Frye - Phillip Chukka
Frye Phillip Chukka $298.00 $267.99 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 - Kenton Plain Toe Boot
ECCO Kenton Plain Toe Boot $220.00
View More Like This Frye - Mark Chukka
Frye Mark Chukka $298.00 Rated: 5 stars!
View More Like This ECCO - Kenton Plain Toe Boot
ECCO Kenton Plain Toe Boot $220.00

View More Like This Cole Haan - 2.Zerogrand Chukka
Cole Haan 2.Zerogrand Chukka $320.00 $224.99
View More Like This Trask - Arlington
Trask Arlington $275.00 $247.99 Rated: 5 stars!
View More Like This Naot Footwear - Pilot - Hand Crafted
Naot Footwear Pilot - Hand Crafted $240.00
View More Like This John Varvatos - Brooklyn Chukka
John Varvatos Brooklyn Chukka $228.00

View More Like This Naot Footwear - Pilot
Naot Footwear Pilot $200.00 Rated: 5 stars!
View More Like This Frye - Will Chukka
Frye Will Chukka $328.00 Rated: 5 stars!
View More Like This Frye - Sam Chukka
Frye Sam Chukka $298.00
View More Like This Red Wing Heritage - Work Chukka
Red Wing Heritage Work Chukka $260.00 Rated: 4 stars!

View More Like This Frye - Sam Chukka
Frye Sam Chukka $298.00
View More Like This Trask - Brady
Trask Brady $245.00 Rated: 5 stars!
View More Like This Zamberlan - Vioz GTX
Zamberlan Vioz GTX $295.00 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 Wolverine - 1000 Mile Wesley Wingtip Chukka
Wolverine 1000 Mile Wesley Wingtip Chukka $295.00 Rated: 4 stars!
View More Like This Naot Footwear - Levanto
Naot Footwear Levanto $219.95 Rated: 4 stars!
View More Like This Munro - Sloane
Munro Sloane $210.00 Rated: 4 stars!

View More Like This Cole Haan - 2.Zerogrand Chukka
Cole Haan 2.Zerogrand Chukka $320.00 $224.99
View More Like This Finn Comfort - Linz - 1008
Finn Comfort Linz - 1008 $335.00 Rated: 5 stars!
View More Like This Frye - Arden Chukka
Frye Arden Chukka $258.00 $206.00 Rated: 5 stars!
View More Like This To Boot New York - Curry
To Boot New York Curry $325.00 $259.99

View More Like This Chippewa - 5
Chippewa 5" Modern Suburban $309.95 $232.99 Rated: 5 stars!
View More Like This OluKai - Pahoa
OluKai Pahoa $200.00 Rated: 5 stars!
View More Like This Vince - Scott
Vince Scott $325.00 Rated: 5 stars!
LUXURY
View More Like This Stuart Weitzman - Bacari
Stuart Weitzman Bacari $525.00 Rated: 5 stars!

View More Like This Frye - Walter Chukka
Frye Walter Chukka $378.00 Rated: 5 stars!
View More Like This Giorgio Armani - Microhole Chukka Boot
Giorgio Armani Microhole Chukka Boot $595.00
LUXURY
View More Like This Chippewa - 5' Modern Suburban Boot
Chippewa 5' Modern Suburban Boot $280.00 $210.99
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 - Phillip Chukka
Frye Phillip Chukka $298.00 $209.99 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 Ted Baker - Torsdi 2
Ted Baker Torsdi 2 $220.00 Rated: 4 stars!
View More Like This PARC City Boot - Kensington
PARC City Boot Kensington $200.00

View More Like This BUGATCHI - San Gimignano Boot
BUGATCHI San Gimignano Boot $290.00 $202.99
View More Like This Frye - Jones Chukka
Frye Jones Chukka $328.00 Rated: 5 stars!
View More Like This Salvatore Ferragamo - Lagos Boot
Salvatore Ferragamo Lagos Boot $695.00 $555.99 Rated: 5 stars!
LUXURY
View More Like This Aquatalia - Carlos
Aquatalia Carlos $450.00

View More Like This Ted Baker - Torsdi 4
Ted Baker Torsdi 4 $220.00
View More Like This Frye - Joel Chukka
Frye Joel Chukka $298.00 $238.40
View More Like This Grenson - Marcus Suede Chukka Boot
Grenson Marcus Suede Chukka Boot $370.00
LUXURY
View More Like This Frye - Weston Chukka
Frye Weston Chukka $378.00 Rated: 5 stars!

View More Like This Frye - Mark Chukka
Frye Mark Chukka $298.00 Rated: 5 stars!
View More Like This Frye - Jones Chukka
Frye Jones Chukka $328.00 $229.99 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 Frye - James Lug Chukka Shearling
Frye James Lug Chukka Shearling $388.00 $310.40 Rated: 5 stars!

View More Like This Naot Footwear - Levanto
Naot Footwear Levanto $219.95 Rated: 4 stars!
View More Like This rag & bone - Spencer Chukka
rag & bone Spencer Chukka $495.00
LUXURY
View More Like This Frye - Walter Chukka
Frye Walter Chukka $378.00 Rated: 5 stars!
View More Like This Vince - Ramsey Suede Chukka Boot
Vince Ramsey Suede Chukka Boot $375.00
LUXURY

View More Like This Frye - Walter Chukka
Frye Walter Chukka $378.00 Rated: 5 stars!
View More Like This Frye - Sam Chukka
Frye Sam Chukka $298.00
View More Like This Jeffery-West - Laser Chukka
Jeffery-West Laser Chukka $275.00
LUXURY
Jeffery-West - Sylvian Day Dead
Jeffery-West Sylvian Day Dead $308.00
LUXURY

View More Like This Trask - Gulch 2.0
Trask Gulch 2.0 $295.00 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 Vince - Alberto
Vince Alberto $395.00
LUXURY

View More Like This BUGATCHI - Verona Boot
BUGATCHI Verona Boot $285.00
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 Wolverine - 1000 Mile Wesley Wingtip Chukka
Wolverine 1000 Mile Wesley Wingtip Chukka $295.00 Rated: 4 stars!

View More Like This Ted Baker - Torsdi 4
Ted Baker Torsdi 4 $220.00 Rated: 5 stars!
Cole Haan - Zerogrand
Cole Haan Zerogrand $220.00
View More Like This Robert Clergerie - Beeze Boot
Robert Clergerie Beeze Boot $695.00
LUXURY
View More Like This Magnanni - Gavin
Magnanni Gavin $350.00 Rated: 5 stars!

View More Like This Frye - Jones Chukka
Frye Jones Chukka $328.00 Rated: 5 stars!
View More Like This Frye - Weston Chukka
Frye Weston Chukka $378.00 Rated: 5 stars!
View More Like This Frye - Will Chukka
Frye Will Chukka $328.00 Rated: 5 stars!
View More Like This OluKai - Pahoa
OluKai Pahoa $200.00 Rated: 5 stars!

View More Like This Frye - Weston Chukka
Frye Weston Chukka $378.00 Rated: 5 stars!
View More Like This Trask - Brady
Trask Brady $265.00 Rated: 5 stars!
View More Like This Frye - Sam Chukka
Frye Sam Chukka $298.00
View More Like This Naot Footwear - Levanto
Naot Footwear Levanto $249.95 Rated: 4 stars!

View More Like This Naot Footwear - Levanto
Naot Footwear Levanto $219.95 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 - Jones Chukka
Frye Jones Chukka $328.00 $229.99 Rated: 5 stars!
View More Like This Vince - Ramsey Suede Chukka Boot
Vince Ramsey Suede Chukka Boot $375.00
LUXURY

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 - 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 rag & bone - Spencer Chukka
rag & bone Spencer Chukka $495.00
LUXURY
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 Marsell - Gomma Suede Lace-Up Boot
Marsell Gomma Suede Lace-Up Boot $630.00
LUXURY

View More Like This Bruno Magli - Tristin
Bruno Magli Tristin $450.00
View More Like This Bruno Magli - Tristin
Bruno Magli Tristin $450.00
View More Like This Trask - Brady
Trask Brady $245.00 Rated: 5 stars!
View More Like This Giorgio Armani - Microhole Chukka Boot
Giorgio Armani Microhole Chukka Boot $595.00
LUXURY