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“chukka and Black Boots” we found 165 items!

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View More Like This TOMS - Mateo Chukka Boot
TOMS Mateo Chukka Boot $98.00 Rated: 5 stars!
View More Like This Deer Stags - Seattle
Deer Stags Seattle $69.95 Rated: 4 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 - Dressports Luxe Waterproof Chukka
Rockport Dressports Luxe Waterproof Chukka $169.95 Rated: 5 stars!

View More Like This Johnston & Murphy - Copeland Chukka
Johnston & Murphy Copeland Chukka $154.95 Rated: 4 stars!
View More Like This Dr. Martens - 1460 W
Dr. Martens 1460 W $135.00 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 Steve Madden - Harken
Steve Madden Harken $85.00 Rated: 4 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 Nunn Bush - Hawley Plain Toe Chukka
Nunn Bush Hawley Plain Toe Chukka $95.00 $76.00 Rated: 4 stars!
View More Like This Rockport - Essential Details Waterproof Dress Chukka
Rockport Essential Details Waterproof Dress Chukka $109.95 Rated: 4 stars!
View More Like This Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $80.00 Rated: 5 stars!
NEW!

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 Dr. Martens - Cabrillo
Dr. Martens Cabrillo $80.00 Rated: 5 stars!
View More Like This Florsheim Kids - Reveal Chukka Jr. (Toddler/Little Kid/Big Kid)
Florsheim Kids Reveal Chukka Jr. (Toddler/Little Kid/Big Kid) $64.95 Rated: 4 stars!

View More Like This TOMS - Mateo Chukka Boot
TOMS Mateo Chukka Boot $98.00 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 Dunham - Johnson Chukka
Dunham Johnson Chukka $145.00 Rated: 4 stars!
View More Like This Merrell - Freewheel Mesh Chukka
Merrell Freewheel Mesh Chukka $100.00 Rated: 5 stars!

View More Like This Deer Stags - Seattle
Deer Stags Seattle $80.00 $64.95 Rated: 4 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 TOMS - Chukka Boot
TOMS Chukka Boot $129.00 $90.99 Rated: 4 stars!

View More Like This Wolverine - Cort Waterproof Leather Chukka
Wolverine Cort Waterproof Leather Chukka $160.00 Rated: 5 stars!
View More Like This Nunn Bush - Nichols Wingtip Chukka Boot
Nunn Bush Nichols Wingtip Chukka Boot $90.00 $72.00 Rated: 3 stars!
View More Like This Clarks - Desert Boot
Clarks Desert Boot $130.00 Rated: 5 stars!
View More Like This UGG - Freamon Capra
UGG Freamon Capra $149.95 Rated: 3 stars!

View More Like This Clarks - Desert Boot
Clarks Desert Boot $130.00 Rated: 5 stars!
View More Like This OluKai - Hamakua
OluKai Hamakua $150.00 Rated: 5 stars!
View More Like This Timberland - Earthkeepers® Brook Park Chukka
Timberland Earthkeepers® Brook Park Chukka $130.00 Rated: 5 stars!
View More Like This Bed Stu - Curtis
Bed Stu Curtis $155.00 Rated: 4 stars!

View More Like This Dunham - REVdash
Dunham REVdash $150.00 Rated: 4 stars!
View More Like This Cole Haan - Adams Chukka
Cole Haan Adams Chukka $180.00 $125.99
View More Like This Chaco - Montrose Chukka
Chaco Montrose Chukka $139.95 Rated: 5 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 Clarks - Desert Boot
Clarks Desert Boot $120.00 Rated: 4 stars!
View More Like This Giorgio Brutini - Arlo
Giorgio Brutini Arlo $90.00 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 - Harken
Steve Madden Harken $85.00 $59.99 Rated: 4 stars!

View More Like This ECCO - Kenton Plain Toe Boot
ECCO Kenton Plain Toe Boot $220.00
View More Like This UGG - Leighton
UGG Leighton $159.95 Rated: 5 stars!
View More Like This Frye - Arden Chukka
Frye Arden Chukka $258.00 $206.00 Rated: 5 stars!
View More Like This Giorgio Brutini - Norsten
Giorgio Brutini Norsten $109.00 Rated: 5 stars!

View More Like This Dr. Martens - Mayport 2-Eye Desert Boot
Dr. Martens Mayport 2-Eye Desert Boot $70.00 Rated: 5 stars!
View More Like This Mark Nason - Weldon
Mark Nason Weldon $99.99 Rated: 5 stars!
View More Like This Hush Puppies - Alby Roll Flex
Hush Puppies Alby Roll Flex $109.00
View More Like This Dr. Martens Work - Ironbridge ST
Dr. Martens Work Ironbridge ST $140.00 Rated: 4 stars!

View More Like This UGG - Freamon
UGG Freamon $119.95 Rated: 5 stars!
View More Like This Steve Madden - Hestonn
Steve Madden Hestonn $90.00 $80.99 Rated: 4 stars!
View More Like This Clarks - Un.Elott Mid
Clarks Un.Elott Mid $180.00
View More Like This UGG - Neumel Gradient Perf
UGG Neumel Gradient Perf $149.95 $104.97 Rated: 5 stars!

View More Like This Wolverine - Orville Desert Boot
Wolverine Orville Desert Boot $165.00 Rated: 5 stars!
View More Like This Bogs - Johnny Chukka
Bogs Johnny Chukka $155.00 Rated: 4 stars!
View More Like This Danner - Wolf Creek Chukka
Danner Wolf Creek Chukka $180.00 Rated: 5 stars!
Timberland - Killington Chukka
Timberland Killington Chukka $120.00 Rated: 5 stars!

View More Like This Clarks - Broyd Mid
Clarks Broyd Mid $140.00
View More Like This Cole Haan - Original Grand Chukka
Cole Haan Original Grand Chukka $280.00 Rated: 5 stars!
View More Like This Deer Stags - Mean
Deer Stags Mean $60.00 Rated: 3 stars!
View More Like This UGG - Freamon HyperWeave
UGG Freamon HyperWeave $149.95
NEW!

View More Like This Rockport - City Smart - Waterproof Dress Chukka Boot
Rockport City Smart - Waterproof Dress Chukka Boot $159.95 Rated: 3 stars!
View More Like This Calvin Klein - Jae
Calvin Klein Jae $140.00 $97.99 Rated: 4 stars!
View More Like This Clarks - Wallabee Boot
Clarks Wallabee Boot $140.00 Rated: 5 stars!
View More Like This John Varvatos - Brooklyn Chukka
John Varvatos Brooklyn Chukka $228.00

View More Like This Dansko - Jake
Dansko Jake $194.95 Rated: 4 stars!
View More Like This Vivobarefoot - Gobi II M Leather
Vivobarefoot Gobi II M Leather $150.00 Rated: 4 stars!
View More Like This Clarks - Wallabee
Clarks Wallabee $134.95 Rated: 5 stars!
View More Like This Gordon Rush - Dawson
Gordon Rush Dawson $245.00 $170.99

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 TOMS - Chukka Boot
TOMS Chukka Boot $98.00 Rated: 4 stars!
View More Like This Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $98.00
View More Like This Lacoste - Laccord Chukka 117 1 Cam
Lacoste Laccord Chukka 117 1 Cam $159.95 $127.99

View More Like This El Naturalista - Yugen NG21
El Naturalista Yugen NG21 $159.90 $127.99 Rated: 4 stars!
View More Like This Stacy Adams - Burgess Cap Toe Chukka Boot
Stacy Adams Burgess Cap Toe Chukka Boot $105.00 Rated: 4 stars!
View More Like This Camper - Beetle Hi-36530
Camper Beetle Hi-36530 $190.00 Rated: 5 stars!
View More Like This Stuart Weitzman - Bacari
Stuart Weitzman Bacari $525.00 Rated: 5 stars!

View More Like This Finn Comfort - Linz - 1008
Finn Comfort Linz - 1008 $335.00 Rated: 5 stars!
View More Like This Caterpillar - Mitch
Caterpillar Mitch $90.00 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 SoftWalk - Ramsey
SoftWalk Ramsey $124.95 Rated: 4 stars!

View More Like This Stacy Adams - Madison II - 65
Stacy Adams Madison II - 65 $180.00 Rated: 4 stars!
View More Like This Ariat - Exhibitor
Ariat Exhibitor $109.95
View More Like This Hush Puppies - Waterproof Benson Rigby ICE+
Hush Puppies Waterproof Benson Rigby ICE+ $180.00 Rated: 2 stars!
Lacoste Kids - Sherbrook 316 1 CAJ (Little Kid/Big Kid)
Lacoste Kids Sherbrook 316 1 CAJ (Little Kid/Big Kid) $84.95 $67.99 Rated: 3 stars!

View More Like This Giorgio Armani - Microhole Chukka Boot
Giorgio Armani Microhole Chukka Boot $595.00
LUXURY
View More Like This Jambu - Tavern
Jambu Tavern $189.00
View More Like This Frye - Mark Chukka
Frye Mark Chukka $298.00 Rated: 5 stars!
View More Like This Steve Madden Kids - Bsyrio (Toddler/Little Kid/Big Kid)
Steve Madden Kids Bsyrio (Toddler/Little Kid/Big Kid) $60.00 $42.99

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!
UGG Kids - Neumel (Little Kid/Big Kid)
UGG Kids Neumel (Little Kid/Big Kid) $119.95 $83.97 Rated: 5 stars!
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 Clarks - Stratton Limit
Clarks Stratton Limit $135.00 Rated: 4 stars!

View More Like This Clarks - Wallabee Boot
Clarks Wallabee Boot $140.00 Rated: 5 stars!
View More Like This Frye - Will Chukka
Frye Will Chukka $328.00 Rated: 5 stars!
View More Like This Dr. Martens - Diego 7 Tie Lace To Toe Boot
Dr. Martens Diego 7 Tie Lace To Toe Boot $135.00 Rated: 5 stars!
View More Like This Chrome - 415 Workboot
Chrome 415 Workboot $120.00 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
View More Like This UGG - Maksim
UGG Maksim $124.95 Rated: 5 stars!
View More Like This BUGATCHI - Milano Boot
BUGATCHI Milano Boot $295.00