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“chukka and Boots” we found 189 items!

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View More Like This Wolverine - Cort Waterproof Leather Chukka
Wolverine Cort Waterproof Leather Chukka $160.00 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 Chaco - Montrose Chukka
Chaco Montrose Chukka $139.95 Rated: 5 stars!
View More Like This Chaco - Montrose Chukka
Chaco Montrose Chukka $139.95 Rated: 5 stars!

View More Like This Rockport - Prestige Point Chukka
Rockport Prestige Point Chukka $174.95 Rated: 5 stars!
View More Like This Rockport - Prestige Point Chukka
Rockport Prestige Point Chukka $174.95 Rated: 5 stars!
View More Like This Rockport - Classic Break Chukka
Rockport Classic Break Chukka $119.95 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 $104.99 Rated: 5 stars!
View More Like This Sperry - Dockyard Chukka
Sperry Dockyard Chukka $150.00 $104.99 Rated: 5 stars!
View More Like This 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 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 Timberland Kids - 3 Eye Chukka (Toddler/Little Kid)
Timberland Kids 3 Eye Chukka (Toddler/Little Kid) $60.00 $49.99 Rated: 5 stars!
View More Like This Timberland - Earthkeepers® Brook Park Chukka
Timberland Earthkeepers® Brook Park Chukka $110.00 $77.99 Rated: 5 stars!

View More Like This Caterpillar - Mitch
Caterpillar Mitch $90.00 Rated: 5 stars!
View More Like This Caterpillar - Mitch
Caterpillar Mitch $90.00 Rated: 5 stars!
View More Like This Caterpillar - Mitch
Caterpillar Mitch $90.00 Rated: 5 stars!
View More Like This Danner - Wolf Creek Chukka
Danner Wolf Creek Chukka $180.00 Rated: 5 stars!

View More Like This Danner - Wolf Creek Chukka
Danner Wolf Creek Chukka $180.00 Rated: 5 stars!
View More Like This Danner - Wolf Creek Chukka
Danner Wolf Creek Chukka $180.00 Rated: 5 stars!
View More Like This TOMS - Mateo Chukka Boot
TOMS Mateo Chukka Boot $98.00 $69.99 Rated: 5 stars!
View More Like This TOMS - Mateo Chukka Boot
TOMS Mateo Chukka Boot $98.00 Rated: 5 stars!

View More Like This Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $80.00 Rated: 5 stars!
View More Like This Cole Haan - GrandPro Chukka
Cole Haan GrandPro Chukka $150.00 Rated: 5 stars!
NEW!
View More Like This UGG - Larken Stripe Perf
UGG Larken Stripe Perf $169.95 Rated: 5 stars!
View More Like This UGG - Larken Stripe Perf
UGG Larken Stripe Perf $169.95 Rated: 5 stars!

View More Like This UGG - Larken Stripe Perf
UGG Larken Stripe Perf $169.95 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 Wolverine - Cort Waterproof Leather Chukka
Wolverine Cort Waterproof Leather Chukka $160.00 Rated: 5 stars!
View More Like This TOMS - Mateo Chukka Boot
TOMS Mateo Chukka Boot $98.00 Rated: 5 stars!

View More Like This UGG - Hendrickson
UGG Hendrickson $129.95 Rated: 5 stars!
View More Like This UGG - Hendrickson
UGG Hendrickson $129.95 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 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 Timberland - Killington Chukka
Timberland Killington Chukka $120.00 Rated: 5 stars!
View More Like This Timberland Kids - 3 Eye Chukka (Toddler/Little Kid)
Timberland Kids 3 Eye Chukka (Toddler/Little Kid) $60.00 $52.99 Rated: 5 stars!

View More Like This Justin - 235
Justin 235 $109.95 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 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 Wolverine - Francisco Chukka
Wolverine Francisco Chukka $180.00 $125.99 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 $99.95 Rated: 5 stars!

View More Like This ECCO - Turn GTX Boot
ECCO Turn GTX Boot $230.00 Rated: 5 stars!
View More Like This Josef Seibel - Oscar 11
Josef Seibel Oscar 11 $185.00 Rated: 5 stars!
View More Like This Timberland - Groveton Plain Toe Chukka Leather and Fabric
Timberland Groveton Plain Toe Chukka Leather and Fabric $90.00 Rated: 5 stars!
View More Like This Timberland - Groveton Plain Toe Chukka Leather and Fabric
Timberland Groveton Plain Toe Chukka Leather and Fabric $90.00 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!
Lacoste - Laccord Chukka 217 1
Lacoste Laccord Chukka 217 1 $159.95 Rated: 5 stars!

Lacoste - Laccord Chukka 217 1
Lacoste Laccord Chukka 217 1 $159.95 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 Stacy Adams - Delaney Chukka Boot
Stacy Adams Delaney Chukka Boot $105.00 $74.99 Rated: 5 stars!

View More Like This Timberland - Killington Chukka
Timberland Killington Chukka $120.00 Rated: 5 stars!
View More Like This Timberland - Killington Chukka
Timberland Killington Chukka $120.00 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 SKECHERS KIDS - Mecca - Bunkhouse 93158L (Little Kid/Big Kid)
SKECHERS KIDS Mecca - Bunkhouse 93158L (Little Kid/Big Kid) $44.99 Rated: 5 stars!
View More Like This SKECHERS KIDS - Mecca - Bunkhouse 93158L (Little Kid/Big Kid)
SKECHERS KIDS Mecca - Bunkhouse 93158L (Little Kid/Big Kid) $44.99 Rated: 5 stars!
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 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 UGG - Maksim
UGG Maksim $124.95 Rated: 5 stars!

View More Like This UGG Kids - Orin Wool (Toddler/Little Kid)
UGG Kids Orin Wool (Toddler/Little Kid) $69.95 Rated: 5 stars!
View More Like This UGG Kids - Orin Wool (Little Kid/Big Kid)
UGG Kids Orin Wool (Little Kid/Big Kid) $89.95 Rated: 5 stars!
View More Like This Clarks - Newkirk Top
Clarks Newkirk Top $135.00 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 (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 El Naturalista - Yugen NG21
El Naturalista Yugen NG21 $159.90 Rated: 4 stars!

View More Like This Sperry - Sojourn Duck Chukka Boot
Sperry Sojourn Duck Chukka Boot $110.00 Rated: 4 stars!
View More Like This Sperry - Sojourn Duck Chukka Boot
Sperry Sojourn Duck Chukka Boot $110.00 Rated: 4 stars!
View More Like This Josef Seibel - Willow 24
Josef Seibel Willow 24 $185.00 Rated: 4 stars!
View More Like This SOREL - Ankeny™ Mid Hiker
SOREL Ankeny™ Mid Hiker $135.00 Rated: 4 stars!

View More Like This SOREL - Ankeny™ Mid Hiker
SOREL Ankeny™ Mid Hiker $135.00 Rated: 4 stars!
View More Like This Merrell - Freewheel Mesh Chukka
Merrell Freewheel Mesh Chukka $100.00 Rated: 4 stars!
View More Like This Merrell - Freewheel Mesh Chukka
Merrell Freewheel Mesh Chukka $100.00 Rated: 4 stars!
View More Like This Merrell - Freewheel Mesh Chukka
Merrell Freewheel Mesh Chukka $100.00 Rated: 4 stars!

View More Like This BOSS Hugo Boss - Pariss Desb by HUGO
BOSS Hugo Boss Pariss Desb by HUGO $275.00 $192.99 Rated: 4 stars!
View More Like This BOSS Hugo Boss - Pariss Desb by HUGO
BOSS Hugo Boss Pariss Desb by HUGO $275.00 $247.99 Rated: 4 stars!
View More Like This TOMS - Chukka Boot
TOMS Chukka Boot $98.00 Rated: 4 stars!
View More Like This UGG - Leighton Bomber
UGG Leighton Bomber $179.95 Rated: 4 stars!

View More Like This Vivobarefoot - Gobi II M Leather
Vivobarefoot Gobi II M Leather $155.00 Rated: 4 stars!
NEW!
View More Like This Timberland - Carter Notch Waterproof Plain Toe Chukka
Timberland Carter Notch Waterproof Plain Toe Chukka $140.00 Rated: 4 stars!
View More Like This Oliberte - Adibo
Oliberte Adibo $120.00 Rated: 4 stars!
View More Like This Timberland - Carter Notch Waterproof Plain Toe Chukka
Timberland Carter Notch Waterproof Plain Toe Chukka $140.00 Rated: 4 stars!