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“chukka and Boots” we found 263 items!

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View More Like This Clarks - Desert Boot
Clarks Desert Boot $130.00 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 Clarks - Desert Boot
Clarks Desert Boot $130.00 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 TOMS - Mateo Chukka Boot
TOMS Mateo Chukka Boot $98.00 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 Rockport - Classic Break Chukka
Rockport Classic Break Chukka $119.95 Rated: 5 stars!
View More Like This Clarks - Desert Boot
Clarks Desert Boot $130.00 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 Clarks - Desert Boot
Clarks Desert Boot $130.00 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 Rockport - Classic Break Chukka
Rockport Classic Break Chukka $119.95 $109.95 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 Clarks - Franson Top
Clarks Franson Top $115.00
View More Like This Rockport - Rugged Bucks Moc Boot Waterproof
Rockport Rugged Bucks Moc Boot Waterproof $119.95 $89.95 Rated: 3 stars!

View More Like This Rockport - Ledge Hill 2 Chukka Boot
Rockport Ledge Hill 2 Chukka Boot $149.95 $139.95 Rated: 4 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 Timberland - Earthkeepers® Brook Park Chukka
Timberland Earthkeepers® Brook Park Chukka $130.00 Rated: 5 stars!
View More Like This Vans - Desert Chukka
Vans Desert Chukka $105.00 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 Wolverine - Francisco Chukka
Wolverine Francisco Chukka $180.00 $125.99 Rated: 5 stars!
View More Like This Clarks - Wallabee Boot
Clarks Wallabee Boot $140.00 Rated: 5 stars!
View More Like This Cole Haan - Adams Chukka
Cole Haan Adams Chukka $180.00 $125.99

View More Like This Dunham - Johnson Chukka
Dunham Johnson Chukka $145.00 Rated: 4 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 - Barron Chukka
Cole Haan Barron Chukka $200.00 Rated: 5 stars!
View More Like This TOMS - Chukka Boot
TOMS Chukka Boot $129.00 $90.99 Rated: 4 stars!

View More Like This Clarks - Newkirk Top
Clarks Newkirk Top $135.00 Rated: 5 stars!
View More Like This Rockport - Prestige Point Chukka
Rockport Prestige Point Chukka $174.95 Rated: 5 stars!
View More Like This TOMS - Mateo Chukka Boot
TOMS Mateo Chukka Boot $98.00 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 Rockport - Rugged Bucks Waterproof Boot
Rockport Rugged Bucks Waterproof Boot $119.95 Rated: 4 stars!
View More Like This ECCO - Turn Gore-Tex Chukka Tie
ECCO Turn Gore-Tex Chukka Tie $170.00 Rated: 4 stars!
View More Like This Cole Haan - Barron Chukka
Cole Haan Barron Chukka $200.00 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 Hush Puppies - Cyra Catelyn
Hush Puppies Cyra Catelyn $99.00 Rated: 4 stars!
View More Like This UGG - Leighton
UGG Leighton $159.95 Rated: 4 stars!
View More Like This ECCO - Kenton Plain Toe Boot
ECCO Kenton Plain Toe Boot $220.00
View More Like This Wolverine - Cort Waterproof Leather Chukka
Wolverine Cort Waterproof Leather Chukka $160.00 Rated: 5 stars!

View More Like This Clarks - Desert Boot
Clarks Desert Boot $130.00 Rated: 5 stars!
View More Like This Timberland - Westmore Leather Fabric Chukka
Timberland Westmore Leather Fabric Chukka $149.95
View More Like This Munro - Sloane
Munro Sloane $210.00 Rated: 4 stars!
View More Like This Sperry - Dockyard Chukka
Sperry Dockyard Chukka $150.00 $104.99 Rated: 5 stars!

View More Like This Rockport - Prestige Point Chukka
Rockport Prestige Point Chukka $174.95 Rated: 5 stars!
View More Like This UGG - Leighton
UGG Leighton $159.95 Rated: 4 stars!
View More Like This Hush Puppies - Cyra Catelyn
Hush Puppies Cyra Catelyn $99.00 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 - Cort Waterproof Leather Chukka
Wolverine Cort Waterproof Leather Chukka $160.00 Rated: 5 stars!
View More Like This Clarks - Wallabee Boot
Clarks Wallabee Boot $140.00 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 $130.00 Rated: 5 stars!

View More Like This Clarks - Broyd Mid
Clarks Broyd Mid $140.00
View More Like This Cole Haan - Adams Chukka
Cole Haan Adams Chukka $180.00 $125.99
View More Like This Vans - Desert Chukka
Vans Desert 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 Dockers - Tussock
Dockers Tussock $100.00 $69.95 Rated: 4 stars!
View More Like This Mark Nason - Weldon
Mark Nason Weldon $99.99 Rated: 5 stars!
View More Like This OluKai - Hamakua
OluKai Hamakua $150.00 Rated: 5 stars!
View More Like This Cole Haan - Adams Chukka
Cole Haan Adams Chukka $180.00 $125.99

View More Like This Chippewa - 5
Chippewa 5" Modern Suburban $309.95 $232.99 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 Clarks - Desert Boot
Clarks Desert Boot $140.00 Rated: 5 stars!
View More Like This Taos Footwear - Robin
Taos Footwear Robin $165.00 Rated: 2 stars!

View More Like This Hush Puppies - Cyra Catelyn
Hush Puppies Cyra Catelyn $99.00 Rated: 4 stars!
View More Like This Dunham - REVdash
Dunham REVdash $150.00 Rated: 4 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 Munro - Sloane
Munro Sloane $210.00 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 Clarks - Un.Elott Mid
Clarks Un.Elott Mid $180.00
View More Like This PARC City Boot - Central
PARC City Boot Central $200.00 $139.99 Rated: 4 stars!
View More Like This Dansko - Jake
Dansko Jake $194.95 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 Timberland - Earthkeepers® Brook Park Chukka
Timberland Earthkeepers® Brook Park Chukka $110.00 Rated: 5 stars!
View More Like This Clarks - Broyd Mid
Clarks Broyd Mid $140.00
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 Clarks - Franson Top
Clarks Franson Top $115.00
View More Like This Hush Puppies - Cyra Catelyn
Hush Puppies Cyra Catelyn $99.00 Rated: 4 stars!
View More Like This Trask - Arlington
Trask Arlington $275.00 $247.99 Rated: 5 stars!
View More Like This Wolverine - Orville Desert Boot
Wolverine Orville Desert Boot $165.00 Rated: 5 stars!

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 $54.99
NEW!
View More Like This Ariat - Henley
Ariat Henley $129.95
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 Trask - Brady
Trask Brady $245.00 Rated: 5 stars!
View More Like This TOMS - Mateo Chukka Boot
TOMS Mateo Chukka Boot $98.00 Rated: 5 stars!
Clarks - Wallabee Boot
Clarks Wallabee Boot $150.00 Rated: 5 stars!
View More Like This Dunham - REVdash
Dunham REVdash $150.00 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 Sperry - Dockyard Chukka
Sperry Dockyard Chukka $150.00 $104.99 Rated: 5 stars!
View More Like This OluKai - Hamakua
OluKai Hamakua $150.00 Rated: 5 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 Wolverine - Orville Desert Boot
Wolverine Orville Desert Boot $165.00 Rated: 5 stars!
View More Like This SoftWalk - Ramsey
SoftWalk Ramsey $124.95 Rated: 4 stars!
View More Like This Ariat - Henley
Ariat Henley $129.95
View More Like This Base London - Mortimer
Base London Mortimer $120.00

View More Like This Cole Haan - Barron Chukka
Cole Haan Barron Chukka $200.00 Rated: 5 stars!
View More Like This Stuart Weitzman - Bacari
Stuart Weitzman Bacari $525.00 Rated: 5 stars!
View More Like This Frye - Sam Chukka
Frye Sam Chukka $298.00
View More Like This Dunham - REVdash
Dunham REVdash $150.00 Rated: 4 stars!