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“chukka and Boots” we found 619 items!

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View More Like This Massimo Matteo - 3-Eye Chukka
Massimo Matteo 3-Eye Chukka $169.00 Rated: 5 stars!
View More Like This Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $80.00 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 - 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 Trask - Brady
Trask Brady $245.00 Rated: 5 stars!
View More Like This Clarks - Desert Boot
Clarks Desert Boot $130.00 Rated: 5 stars!
View More Like This Finn Comfort - Linz - 1008
Finn Comfort Linz - 1008 $335.00 Rated: 5 stars!

View More Like This UGG Kids - Neumel (Little Kid/Big Kid)
UGG Kids Neumel (Little Kid/Big Kid) $109.95 $76.97 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 Kenneth Cole Reaction - Desert Sun PB
Kenneth Cole Reaction Desert Sun PB $79.99 Rated: 5 stars!

View More Like This Kenneth Cole Reaction - Desert Sun PB
Kenneth Cole Reaction Desert Sun PB $79.99 Rated: 5 stars!
View More Like This Rockport - Total Motion Fusion Desert Boot
Rockport Total Motion Fusion Desert Boot $149.95 Rated: 5 stars!
View More Like This Rockport - Total Motion Fusion Desert Boot
Rockport Total Motion Fusion Desert Boot $149.95 Rated: 5 stars!
View More Like This Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $110.00 $99.95 Rated: 5 stars!

View More Like This Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $110.00 Rated: 5 stars!
View More Like This El Naturalista - Angkor N974
El Naturalista Angkor N974 $169.90 Rated: 5 stars!
View More Like This El Naturalista - Angkor N974
El Naturalista Angkor N974 $169.90 $119.99 Rated: 5 stars!
View More Like This FootMates - Cole (Infant/Toddler)
FootMates Cole (Infant/Toddler) $59.95 Rated: 5 stars!

View More Like This Chrome - 415 Workboot
Chrome 415 Workboot $120.00 Rated: 5 stars!
View More Like This FootMates - Cole (Infant/Toddler)
FootMates Cole (Infant/Toddler) $59.95 $42.99 Rated: 5 stars!
View More Like This Rockport - Classic Break Chukka
Rockport Classic Break Chukka $119.95 $109.95 Rated: 5 stars!
View More Like This Rockport - Prestige Point Chukka
Rockport Prestige Point Chukka $174.95 Rated: 5 stars!

View More Like This Sebago - Bryant Chukka
Sebago Bryant Chukka $130.00 $90.99 Rated: 5 stars!
View More Like This Sebago - Bryant Chukka
Sebago Bryant Chukka $130.00 $90.99 Rated: 5 stars!
View More Like This Sebago - Bryant Chukka
Sebago Bryant Chukka $130.00 $90.99 Rated: 5 stars!
View More Like This Wolverine - Cort Waterproof Leather Chukka
Wolverine Cort Waterproof Leather Chukka $160.00 Rated: 5 stars!

View More Like This Timberland - Groveton Leather and Fabric Chukka
Timberland Groveton Leather and Fabric Chukka $80.00 Rated: 5 stars!
View More Like This Timberland - Groveton Leather and Fabric Chukka
Timberland Groveton Leather and Fabric Chukka $80.00 Rated: 5 stars!
View More Like This Timberland - Groveton Leather and Fabric Chukka
Timberland Groveton Leather and Fabric Chukka $80.00 Rated: 5 stars!
View More Like This Rockport - Dressports Business Chukka
Rockport Dressports Business Chukka $134.95 $129.95 Rated: 5 stars!

View More Like This Timberland - Earthkeepers® Brook Park Chukka
Timberland Earthkeepers® Brook Park Chukka $110.00 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 Naot Footwear - Pilot
Naot Footwear Pilot $199.95 Rated: 5 stars!

View More Like This Wolverine - Cort Waterproof Leather Chukka
Wolverine Cort Waterproof Leather Chukka $160.00 Rated: 5 stars!
View More Like This Florsheim Kids - Bucktown Chukka Boot Jr. (Toddler/Little Kid/Big Kid)
Florsheim Kids Bucktown Chukka Boot Jr. (Toddler/Little Kid/Big Kid) $64.95 $54.99 Rated: 5 stars!
View More Like This Florsheim Kids - Bucktown Chukka Boot Jr. (Toddler/Little Kid/Big Kid)
Florsheim Kids Bucktown Chukka Boot Jr. (Toddler/Little Kid/Big Kid) $64.95 $54.99 Rated: 5 stars!
View More Like This Timberland Kids - Crib Bootie with Hat (Infant/Toddler)
Timberland Kids Crib Bootie with Hat (Infant/Toddler) $50.00 $42.99 Rated: 5 stars!

View More Like This Timberland Kids - Crib Bootie with Hat (Infant/Toddler)
Timberland Kids Crib Bootie with Hat (Infant/Toddler) $50.00 $42.99 Rated: 5 stars!
View More Like This UGG - Maksim
UGG Maksim $124.95 Rated: 5 stars!
View More Like This UGG - Maksim
UGG Maksim $124.95 Rated: 5 stars!
View More Like This UGG - Maksim
UGG Maksim $124.95 Rated: 5 stars!

UGG - Maksim
UGG Maksim $124.95 Rated: 5 stars!
View More Like This UGG - Maksim
UGG Maksim $124.95 Rated: 5 stars!
View More Like This UGG - Maksim
UGG Maksim $124.95 Rated: 5 stars!
View More Like This Sperry - Clipper Chukka
Sperry Clipper Chukka $120.00 Rated: 5 stars!

View More Like This Sperry - Dockyard Chukka
Sperry Dockyard Chukka $150.00 $119.99 Rated: 5 stars!
View More Like This Sperry - Dockyard Chukka
Sperry Dockyard Chukka $150.00 $104.99 Rated: 5 stars!
View More Like This Trask - Brady
Trask Brady $245.00 Rated: 5 stars!
View More Like This Mark Nason - Weldon
Mark Nason Weldon $99.99 Rated: 5 stars!

View More Like This Mark Nason - Weldon
Mark Nason Weldon $99.99 Rated: 5 stars!
View More Like This Mark Nason - Weldon
Mark Nason Weldon $99.99 Rated: 5 stars!
View More Like This UGG - Neumel Gradient Perf
UGG Neumel Gradient Perf $149.95 $104.97 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 Ariat - Lookout
Ariat Lookout $119.95 Rated: 5 stars!
View More Like This Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $110.00 $99.95 Rated: 5 stars!
View More Like This Umi Kids - Mica II (Little Kid)
Umi Kids Mica II (Little Kid) $69.95 Rated: 5 stars!
View More Like This Umi Kids - Mica II (Little Kid)
Umi Kids Mica II (Little Kid) $69.95 Rated: 5 stars!

View More Like This Umi Kids - Mica III (Big Kid)
Umi Kids Mica III (Big Kid) $74.95 Rated: 5 stars!
View More Like This TOMS Kids - Chukka Boot (Infant/Toddler/Little Kid)
TOMS Kids Chukka Boot (Infant/Toddler/Little Kid) $49.00 Rated: 5 stars!
View More Like This TOMS Kids - Chukka Boot (Infant/Toddler/Little Kid)
TOMS Kids Chukka Boot (Infant/Toddler/Little Kid) $49.00 Rated: 5 stars!
View More Like This TOMS Kids - Chukka Boot (Little Kid/Big Kid)
TOMS Kids Chukka Boot (Little Kid/Big Kid) $59.00 Rated: 5 stars!

View More Like This TOMS Kids - Chukka Boot (Little Kid/Big Kid)
TOMS Kids Chukka Boot (Little Kid/Big Kid) $59.00 Rated: 5 stars!
View More Like This Frye - Arden Chukka
Frye Arden Chukka $258.00 $206.00 Rated: 5 stars!
View More Like This Frye - Arden Chukka
Frye Arden Chukka $258.00 $206.00 Rated: 5 stars!
View More Like This TOMS - Mateo Chukka Boot
TOMS Mateo Chukka Boot $98.00 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 Giorgio Brutini - Norsten
Giorgio Brutini Norsten $109.00 Rated: 5 stars!
View More Like This Trask - Brady
Trask Brady $265.00 Rated: 5 stars!

View More Like This Steve Madden - Hotshot
Steve Madden Hotshot $85.00 Rated: 5 stars!
View More Like This Steve Madden - Hotshot
Steve Madden Hotshot $85.00 Rated: 5 stars!
View More Like This Steve Madden - Hotshot
Steve Madden Hotshot $85.00 Rated: 5 stars!
View More Like This Steve Madden - Hotshot
Steve Madden Hotshot $85.00 $59.99 Rated: 5 stars!

View More Like This TOMS - Mateo Chukka Boot
TOMS Mateo Chukka Boot $98.00 Rated: 5 stars!
View More Like This Thorogood - Lace To Toe Roofer
Thorogood Lace To Toe Roofer $212.00 $175.00 Rated: 5 stars!
View More Like This SOREL - Madson Moc Toe
SOREL Madson Moc Toe $190.00 Rated: 5 stars!
View More Like This SOREL - Madson Moc Toe
SOREL Madson Moc Toe $190.00 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 Nunn Bush - Galloway Plain Toe Chukka Boot
Nunn Bush Galloway Plain Toe Chukka Boot $80.00 $64.00 Rated: 5 stars!
View More Like This Nunn Bush - Galloway Plain Toe Chukka Boot
Nunn Bush Galloway Plain Toe Chukka Boot $85.00 $68.00 Rated: 5 stars!
View More Like This Nunn Bush - Galloway Plain Toe Chukka Boot
Nunn Bush Galloway Plain Toe Chukka Boot $80.00 $64.00 Rated: 5 stars!

View More Like This Nunn Bush - Galloway Plain Toe Chukka Boot
Nunn Bush Galloway Plain Toe Chukka Boot $80.00 $64.00 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 $139.99 Rated: 5 stars!
View More Like This Cole Haan - Barron Chukka
Cole Haan Barron Chukka $200.00 Rated: 5 stars!

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 Dr. Martens - 1460 W
Dr. Martens 1460 W $125.00 Rated: 5 stars!
View More Like This Frye - Phillip Chukka
Frye Phillip Chukka $298.00 $239.99 Rated: 5 stars!
View More Like This Frye - Phillip Chukka
Frye Phillip Chukka $298.00 $209.99 Rated: 5 stars!

View More Like This Lotus - Lansdowne
Lotus Lansdowne $120.00 $99.95 Rated: 5 stars!
View More Like This Chrome - 415 Workboot
Chrome 415 Workboot $120.00 Rated: 5 stars!
View More Like This Chrome - 415 Workboot
Chrome 415 Workboot $120.00 Rated: 5 stars!
NEW!
View More Like This Timberland - Earthkeepers® Brook Park Chukka
Timberland Earthkeepers® Brook Park Chukka $110.00 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 Clarks - Wallabee
Clarks Wallabee $134.95 Rated: 5 stars!
View More Like This Timberland - Killington Chukka
Timberland Killington Chukka $120.00 Rated: 5 stars!
View More Like This Naot Footwear - Pilot
Naot Footwear Pilot $200.00 Rated: 5 stars!