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“chukka and Boots” we found 661 items!

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View More Like This Trask - Brady
Trask Brady $245.00 Rated: 5 stars!
View More Like This Dr. Martens - 1919
Dr. Martens 1919 $145.00 Rated: 5 stars!
View More Like This Kenneth Cole Reaction - Desert Daze
Kenneth Cole Reaction Desert Daze $89.99
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 Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $110.00 $99.95 Rated: 5 stars!
View More Like This Clarks - Wallabee Boot
Clarks Wallabee Boot $150.00 Rated: 5 stars!
View More Like This Cycleur de Luxe - Lima
Cycleur de Luxe Lima $185.00 $147.99
View More Like This Steve Madden - Hotshot
Steve Madden Hotshot $85.00 Rated: 5 stars!

View More Like This Ariat - Henley
Ariat Henley $129.95
View More Like This Minnetonka - El Paso Ankle Boot
Minnetonka El Paso Ankle Boot $49.95 Rated: 4 stars!
View More Like This TOMS - Mateo Chukka Boot
TOMS Mateo Chukka Boot $98.00 Rated: 5 stars!
Timberland Kids - Ramble Wild Canvas Lace Chukka (Big Kid)
Timberland Kids Ramble Wild Canvas Lace Chukka (Big Kid) $60.00 $54.99
NEW!

View More Like This Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $98.00
View More Like This Sperry - A/O Mini Lug Chukka
Sperry A/O Mini Lug Chukka $120.00 $84.99
View More Like This Stacy Adams - Delaney Chukka Boot
Stacy Adams Delaney Chukka Boot $105.00 $74.99 Rated: 4 stars!
View More Like This Ted Baker - Azzlan
Ted Baker Azzlan $245.00 $170.99 Rated: 5 stars!

View More Like This UGG - Larken Stripe Perf
UGG Larken Stripe Perf $169.95 Rated: 4 stars!
View More Like This Sperry - Dockyard Chukka
Sperry Dockyard Chukka $150.00 $104.99 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 FootMates - Cole (Infant/Toddler)
FootMates Cole (Infant/Toddler) $59.95 $42.99 Rated: 5 stars!
View More Like This FootMates - Todd 3 (Infant/Toddler)
FootMates Todd 3 (Infant/Toddler) $56.95 Rated: 4 stars!
View More Like This Base London - Mortimer
Base London Mortimer $120.00
View More Like This Clarks - Desert Boot
Clarks Desert Boot $140.00 Rated: 5 stars!

View More Like This Clarks - Desert Boot
Clarks Desert Boot $130.00 Rated: 4 stars!
View More Like This Camper - Beetle Hi-36530
Camper Beetle Hi-36530 $190.00 Rated: 5 stars!
View More Like This Rockport - City Smart - Waterproof Dress Chukka Boot
Rockport City Smart - Waterproof Dress Chukka Boot $159.95 Rated: 3 stars!
View More Like This Cole Haan - 2.Zerogrand Chukka
Cole Haan 2.Zerogrand Chukka $320.00

View More Like This Polo Ralph Lauren - Marlow
Polo Ralph Lauren Marlow $150.00 Rated: 5 stars!
View More Like This Clarks - Wallabee Boot
Clarks Wallabee Boot $140.00 Rated: 5 stars!
View More Like This Polo Ralph Lauren Kids - Carl (Toddler)
Polo Ralph Lauren Kids Carl (Toddler) $70.00 $54.99
View More Like This Gordon Rush - Dawson
Gordon Rush Dawson $245.00

View More Like This Dunham - REVdash
Dunham REVdash $150.00 Rated: 4 stars!
View More Like This Blundstone - BL268
Blundstone BL268 $169.95 Rated: 4 stars!
View More Like This Deer Stags - Mean
Deer Stags Mean $60.00 Rated: 3 stars!
View More Like This SOREL - Madson Chukka
SOREL Madson Chukka $170.00 Rated: 4 stars!
NEW!

View More Like This Red Wing Heritage - Work Chukka
Red Wing Heritage Work Chukka $260.00 Rated: 4 stars!
View More Like This Stuart Weitzman - Bacari
Stuart Weitzman Bacari $525.00 Rated: 5 stars!
View More Like This Irish Setter - Borderland Chukka
Irish Setter Borderland Chukka $190.00 $169.95 Rated: 4 stars!
View More Like This Calvin Klein - Jae
Calvin Klein Jae $140.00 $97.99 Rated: 4 stars!

View More Like This Bogs - Johnny Chukka
Bogs Johnny Chukka $155.00 Rated: 4 stars!
View More Like This Frye - Sam Chukka
Frye Sam Chukka $298.00
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 Cole Haan - Original Grand Chukka
Cole Haan Original Grand Chukka $280.00 Rated: 5 stars!

View More Like This Cole Haan - Barron Chukka
Cole Haan Barron Chukka $200.00 Rated: 5 stars!
View More Like This OluKai - Hamakua
OluKai Hamakua $150.00 Rated: 5 stars!
View More Like This SOREL - Madson Moc Toe
SOREL Madson Moc Toe $190.00 Rated: 5 stars!
View More Like This 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 - 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 Naturino - Falcotto 1525 VL SS17 (Toddler)
Naturino Falcotto 1525 VL SS17 (Toddler) $75.95
View More Like This Steve Madden - Hotshot
Steve Madden Hotshot $85.00 $59.99 Rated: 5 stars!

View More Like This Dr. Martens - 1914
Dr. Martens 1914 $165.00 Rated: 4 stars!
View More Like This Ariat - Henley
Ariat Henley $129.95
View More Like This Minnetonka - El Paso Ankle Boot
Minnetonka El Paso Ankle Boot $49.95 Rated: 4 stars!
View More Like This Oliberte - Adibo
Oliberte Adibo $120.00 $107.99 Rated: 4 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 $47.99
View More Like This The North Face - Ballard EVO Chukka FG
The North Face Ballard EVO Chukka FG $110.00 $77.00 Rated: 3 stars!
View More Like This SoftWalk - Ramsey
SoftWalk Ramsey $124.95 Rated: 4 stars!
View More Like This Chaco - Montrose Chukka
Chaco Montrose Chukka $139.95 Rated: 5 stars!

View More Like This Naot Footwear - Pilot
Naot Footwear Pilot $200.00 Rated: 5 stars!
View More Like This Wolverine - Hensel
Wolverine Hensel $195.00 Rated: 4 stars!
View More Like This Timberland - Killington Chukka
Timberland Killington Chukka $120.00 Rated: 5 stars!
View More Like This Dr. Martens Work - Sussex
Dr. Martens Work Sussex $95.00 Rated: 3 stars!

View More Like This UGG - Freamon HyperWeave
UGG Freamon HyperWeave $149.95
NEW!
View More Like This UGG - Freamon HyperWeave
UGG Freamon HyperWeave $149.95
View More Like This Messico - Italo Welt
Messico Italo Welt $155.00 $109.99 Rated: 4 stars!
View More Like This Clarks - Fayeman Hi
Clarks Fayeman Hi $140.00

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 - Sam Chukka
Frye Sam Chukka $298.00
View More Like This Frye - Sam Chukka
Frye Sam Chukka $298.00
View More Like This FootMates - Mojave (Toddler/Little Kid)
FootMates Mojave (Toddler/Little Kid) $64.95 Rated: 4 stars!

View More Like This FootMates - Cole (Infant/Toddler)
FootMates Cole (Infant/Toddler) $59.95 Rated: 5 stars!
View More Like This Merrell - Freewheel Mesh Chukka
Merrell Freewheel Mesh Chukka $100.00 Rated: 5 stars!
View More Like This Caterpillar - Mitch
Caterpillar Mitch $90.00 Rated: 5 stars!
View More Like This Clarks - Desert Boot
Clarks Desert Boot $130.00 Rated: 4 stars!

View More Like This Dr. Scholl's - Tyson - Original Collection
Dr. Scholl's Tyson - Original Collection $105.00 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 Clarks - Un.Elott Mid
Clarks Un.Elott Mid $180.00
View More Like This Wolverine - Orville Desert Boot
Wolverine Orville Desert Boot $165.00 Rated: 5 stars!

View More Like This El Naturalista - Yugen NG21
El Naturalista Yugen NG21 $159.90 $127.99 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 Roper - Siped Outsole Performance Ankle Boot
Roper Siped Outsole Performance Ankle Boot $120.00 Rated: 5 stars!
View More Like This Vince - Scott
Vince Scott $325.00 Rated: 5 stars!
LUXURY

View More Like This Steve Madden - Hestonn (Extended Sizes)
Steve Madden Hestonn (Extended Sizes) $95.00 $65.99 Rated: 4 stars!
View More Like This Kenneth Cole Reaction Kids - Real Deal 2 (Toddler)
Kenneth Cole Reaction Kids Real Deal 2 (Toddler) $48.00
View More Like This Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $110.00 $99.95 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 Hush Puppies - Cyra Catelyn
Hush Puppies Cyra Catelyn $99.00 Rated: 4 stars!
View More Like This UGG Kids - Canoe Suede (Toddler/Little Kid/Big Kid)
UGG Kids Canoe Suede (Toddler/Little Kid/Big Kid) $74.95 Rated: 4 stars!
View More Like This Justin - WK275
Justin WK275 $135.00 Rated: 3 stars!
Frye Kids - Alex Chukka (Little Kid/Big Kid)
Frye Kids Alex Chukka (Little Kid/Big Kid) $118.00 Rated: 5 stars!

View More Like This Frye - Jones Chukka
Frye Jones Chukka $328.00 $229.99 Rated: 5 stars!
View More Like This 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 Ben Sherman - Gaston Chukka
Ben Sherman Gaston Chukka $100.00 $69.99
View More Like This Kenneth Cole Reaction - Desert Daze
Kenneth Cole Reaction Desert Daze $89.99

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 Hush Puppies - Alby Roll Flex
Hush Puppies Alby Roll Flex $109.00
View More Like This Josef Seibel - Sienna 03
Josef Seibel Sienna 03 $160.00 Rated: 5 stars!
View More Like This Josef Seibel - Sienna 03
Josef Seibel Sienna 03 $160.00 Rated: 5 stars!