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“chukka and Boots” we found 588 items!

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View More Like This Timberland - Earthkeepers® Brook Park Chukka
Timberland Earthkeepers® Brook Park Chukka $130.00 Rated: 5 stars!
View More Like This Justin - WK277
Justin WK277 $135.00
View More Like This Rockport - Rugged Bucks Waterproof Boot
Rockport Rugged Bucks Waterproof Boot $119.95 Rated: 4 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 Clarks - Desert Boot
Clarks Desert Boot $130.00 Rated: 5 stars!
View More Like This Steve Madden - Hotshot
Steve Madden Hotshot $85.00 Rated: 5 stars!
View More Like This UGG - Leighton
UGG Leighton $159.95 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 UGG - Freamon
UGG Freamon $119.95 Rated: 5 stars!
View More Like This UGG - Freamon Capra
UGG Freamon Capra $149.95 Rated: 3 stars!
View More Like This Wolverine - Cort Waterproof Leather Chukka
Wolverine Cort Waterproof Leather Chukka $160.00 Rated: 5 stars!

View More Like This Dunham - REVdash
Dunham REVdash $150.00 Rated: 4 stars!
View More Like This Hush Puppies - Cyra Catelyn
Hush Puppies Cyra Catelyn $99.00 Rated: 4 stars!
View More Like This Wolverine - Orville Desert Boot
Wolverine Orville Desert Boot $165.00 Rated: 5 stars!
View More Like This Steve Madden - Harken
Steve Madden Harken $85.00 $59.99 Rated: 4 stars!

View More Like This Cycleur de Luxe - Lima
Cycleur de Luxe Lima $185.00 $165.99
View More Like This Cole Haan - Barron Chukka
Cole Haan Barron Chukka $200.00 $139.99 Rated: 5 stars!
View More Like This Frye - Arden Chukka
Frye Arden Chukka $258.00 $206.00 Rated: 5 stars!
View More Like This Danner - Wolf Creek Chukka
Danner Wolf Creek Chukka $180.00 Rated: 5 stars!

View More Like This Steve Madden - Hotshot
Steve Madden Hotshot $85.00 $59.99 Rated: 5 stars!
View More Like This ECCO - Track 6 GTX Moc Toe Boot
ECCO Track 6 GTX Moc Toe Boot $190.00 $169.97 Rated: 2 stars!
View More Like This Frye - Mark Chukka
Frye Mark Chukka $298.00 Rated: 5 stars!
View More Like This Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $110.00 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 - Earthkeepers® Brook Park Chukka
Timberland Earthkeepers® Brook Park Chukka $110.00 Rated: 5 stars!
View More Like This Steve Madden - Hestonn (Extended Sizes)
Steve Madden Hestonn (Extended Sizes) $95.00 Rated: 4 stars!
View More Like This Cole Haan - Adams Chukka
Cole Haan Adams Chukka $180.00 $125.99

View More Like This UGG - Freamon HyperWeave
UGG Freamon HyperWeave $149.95
View More Like This UGG - Freamon Capra
UGG Freamon Capra $149.95 Rated: 3 stars!
View More Like This Merrell - Around Town Chukka
Merrell Around Town Chukka $110.00 Rated: 4 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 Hush Puppies - Alby Roll Flex
Hush Puppies Alby Roll Flex $109.00
View More Like This Mark Nason - Weldon
Mark Nason Weldon $99.99 Rated: 5 stars!
View More Like This Bed Stu - Curtis
Bed Stu Curtis $155.00 Rated: 4 stars!
View More Like This Clarks - Desert Boot
Clarks Desert Boot $130.00 Rated: 5 stars!

View More Like This ECCO - Kenton Plain Toe Boot
ECCO Kenton Plain Toe Boot $220.00
View More Like This Timberland - Killington Chukka
Timberland Killington Chukka $120.00 Rated: 5 stars!
View More Like This Clarks - Wallabee Boot
Clarks Wallabee Boot $140.00 Rated: 5 stars!
View More Like This Columbia - Sunvent Chukka
Columbia Sunvent Chukka $90.00

View More Like This Steve Madden - Hestonn
Steve Madden Hestonn $85.00 Rated: 4 stars!
View More Like This Timberland Kids - 3 Eye Chukka (Little Kid)
Timberland Kids 3 Eye Chukka (Little Kid) $70.00 $59.99
View More Like This Ted Baker - Azzlan
Ted Baker Azzlan $245.00 $195.99 Rated: 5 stars!
View More Like This Sperry - Clipper Chukka
Sperry Clipper Chukka $120.00 Rated: 5 stars!

View More Like This UGG - Freamon HyperWeave
UGG Freamon HyperWeave $149.95
View More Like This Cole Haan - 2.Zerogrand Chukka
Cole Haan 2.Zerogrand Chukka $320.00 $255.99
View More Like This TOMS - Chukka Boot
TOMS Chukka Boot $98.00 Rated: 4 stars!
Timberland Kids - Ramble Wild Canvas Lace Chukka (Big Kid)
Timberland Kids Ramble Wild Canvas Lace Chukka (Big Kid) $60.00 $42.99

View More Like This UGG - Leighton
UGG Leighton $159.95 Rated: 4 stars!
View More Like This Steve Madden - Hestonn
Steve Madden Hestonn $90.00 $80.99 Rated: 4 stars!
View More Like This Dr. Martens - 1919
Dr. Martens 1919 $145.00 Rated: 5 stars!
View More Like This Wolverine - Marco Chukka
Wolverine Marco Chukka $180.00

View More Like This Wolverine - Marco Chukka
Wolverine Marco Chukka $180.00
View More Like This UGG - Larken Stripe Perf
UGG Larken Stripe Perf $169.95 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!
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 ECCO - Kenton Plain Toe Boot
ECCO Kenton Plain Toe Boot $220.00
View More Like This Danner - Wolf Creek Chukka
Danner Wolf Creek Chukka $180.00 Rated: 5 stars!
View More Like This Hush Puppies - Cyra Catelyn
Hush Puppies Cyra Catelyn $99.00 Rated: 4 stars!
View More Like This Steve Madden - Hestonn
Steve Madden Hestonn $90.00 $72.99 Rated: 4 stars!

View More Like This Sperry - A/O Mini Lug Chukka
Sperry A/O Mini Lug Chukka $120.00 $95.99
View More Like This Lacoste - Laccord Chukka 117 1 Cam
Lacoste Laccord Chukka 117 1 Cam $159.95 $144.99
View More Like This Steve Madden - Hotshot
Steve Madden Hotshot $85.00 Rated: 5 stars!
View More Like This Clarks - Franson Top
Clarks Franson Top $115.00

View More Like This John Varvatos - Brooklyn Chukka
John Varvatos Brooklyn Chukka $228.00
View More Like This Trask - Arlington
Trask Arlington $275.00 $247.99 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 Dr. Martens Work - Ironbridge ST
Dr. Martens Work Ironbridge ST $140.00 Rated: 4 stars!

View More Like This Calvin Klein - Jae
Calvin Klein Jae $140.00 $97.99 Rated: 4 stars!
View More Like This Rockport - Jaxson Chukka
Rockport Jaxson Chukka $159.95
View More Like This FootMates - Mojave (Toddler/Little Kid)
FootMates Mojave (Toddler/Little Kid) $64.95 Rated: 4 stars!
View More Like This Ted Baker - Azzlan
Ted Baker Azzlan $245.00 $195.99 Rated: 5 stars!

View More Like This Base London - Mortimer
Base London Mortimer $120.00
Dr. Scholl's - Freewill - Original Collection
Dr. Scholl's Freewill - Original Collection $100.00 Rated: 5 stars!
View More Like This Naot Footwear - Pilot
Naot Footwear Pilot $200.00 Rated: 5 stars!
View More Like This UGG - Freamon HyperWeave
UGG Freamon HyperWeave $149.95
NEW!

View More Like This Lotus - Lansdowne
Lotus Lansdowne $120.00 $99.95 Rated: 5 stars!
View More Like This Naot Footwear - Pilot - Hand Crafted
Naot Footwear Pilot - Hand Crafted $240.00
View More Like This Hush Puppies - Cyra Catelyn
Hush Puppies Cyra Catelyn $99.00 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 Timberland - Killington Chukka
Timberland Killington Chukka $120.00 Rated: 5 stars!
View More Like This Clarks - Wallabee
Clarks Wallabee $134.95 Rated: 5 stars!
View More Like This Frye - Sam Chukka
Frye Sam Chukka $298.00
View More Like This Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $110.00 $99.95 Rated: 5 stars!

View More Like This Florsheim Kids - Quinlan Jr. (Toddler/Little Kid/Big Kid)
Florsheim Kids Quinlan Jr. (Toddler/Little Kid/Big Kid) $64.95 Rated: 4 stars!
View More Like This Calvin Klein - Jonas
Calvin Klein Jonas $170.00 $119.99
View More Like This Vans - Desert Point
Vans Desert Point $80.00 Rated: 5 stars!
View More Like This Naturino - Falcotto 1525 VL SS17 (Toddler)
Naturino Falcotto 1525 VL SS17 (Toddler) $75.95

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 Clarks - Desert Boot
Clarks Desert Boot $120.00 Rated: 4 stars!
View More Like This Ariat - Henley
Ariat Henley $129.95
View More Like This TOMS - Mateo Chukka Boot
TOMS Mateo Chukka Boot $98.00 Rated: 5 stars!

View More Like This Hush Puppies - Cyra Catelyn
Hush Puppies Cyra Catelyn $99.00 Rated: 4 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 (Big Kid)
Timberland Kids 3 Eye Chukka (Big Kid) $80.00 $69.99 Rated: 4 stars!
View More Like This Frye - Will Chukka
Frye Will Chukka $328.00 Rated: 5 stars!

View More Like This Dockers - Tussock
Dockers Tussock $100.00 $69.95 Rated: 4 stars!
View More Like This Dr. Martens Work - Burnham ST 6 Tie Boot
Dr. Martens Work Burnham ST 6 Tie Boot $135.00 Rated: 4 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!