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“chukka and Boots” we found 135 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 Timberland - Earthkeepers® Brook Park Chukka
Timberland Earthkeepers® Brook Park Chukka $110.00 $87.99 Rated: 5 stars!
View More Like This UGG - Leighton
UGG Leighton $159.95 $107.17 Rated: 4 stars!

View More Like This Clarks - Desert Boot
Clarks Desert Boot $130.00 $90.99 Rated: 5 stars!
View More Like This Vasque - Summit GTX
Vasque Summit GTX $219.95 $175.99 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 TOMS - Mateo Chukka Boot
TOMS Mateo Chukka Boot $98.00 $69.99 Rated: 5 stars!

View More Like This ECCO - Kenton Plain Toe Boot
ECCO Kenton Plain Toe Boot $220.00 $175.99 Rated: 4 stars!
View More Like This ECCO - Kenton Plain Toe Boot
ECCO Kenton Plain Toe Boot $220.00 $154.99 Rated: 4 stars!
View More Like This Clarks - Wallabee Boot
Clarks Wallabee Boot $140.00 Rated: 5 stars!
View More Like This Clarks - Broyd Mid
Clarks Broyd Mid $140.00 Rated: 5 stars!

View More Like This Rockport - Prestige Point Chukka
Rockport Prestige Point Chukka $174.95 $122.99 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 Wolverine - Francisco Chukka
Wolverine Francisco Chukka $180.00 $125.99 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 - Broyd Mid
Clarks Broyd Mid $140.00 Rated: 5 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 Timberland - Westmore Leather Fabric Chukka
Timberland Westmore Leather Fabric Chukka $149.95
NEW!
View More Like This Cole Haan - Zerogrand Stitchout Chukka
Cole Haan Zerogrand Stitchout Chukka $280.00 Rated: 5 stars!

View More Like This Ariat - Henley
Ariat Henley $129.95
ECCO - Kenton Plain Toe Boot
ECCO Kenton Plain Toe Boot $220.00 Rated: 4 stars!
NEW!
View More Like This Cole Haan - Zerogrand Stitchout Chukka
Cole Haan Zerogrand Stitchout Chukka $280.00 Rated: 5 stars!
View More Like This OluKai - Hamakua
OluKai Hamakua $150.00 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 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 $150.00 $104.99 Rated: 5 stars!
View More Like This Cole Haan - Original Grand Chukka
Cole Haan Original Grand Chukka $280.00 Rated: 5 stars!

View More Like This Dockers - Tussock
Dockers Tussock $100.00 $69.95 Rated: 4 stars!
View More Like This Clarks - Newkirk Top
Clarks Newkirk Top $135.00 Rated: 5 stars!
View More Like This Wolverine - 1000 Mile Wesley Wingtip Chukka
Wolverine 1000 Mile Wesley Wingtip Chukka $295.00 Rated: 4 stars!
View More Like This TOMS - Mateo Chukka Boot
TOMS Mateo Chukka Boot $98.00 Rated: 5 stars!

View More Like This Giorgio Brutini - Arlo
Giorgio Brutini Arlo $90.00 Rated: 4 stars!
View More Like This Frye - Weston Chukka
Frye Weston Chukka $378.00 Rated: 4 stars!
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 Calvin Klein - Jae
Calvin Klein Jae $140.00 $97.99 Rated: 4 stars!

View More Like This Frye - Weston Chukka
Frye Weston Chukka $378.00 Rated: 4 stars!
View More Like This Giorgio Brutini - Norstern
Giorgio Brutini Norstern $110.00 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 Zamberlan - Vioz GTX
Zamberlan Vioz GTX $295.00 Rated: 5 stars!

View More Like This Frye - Weston Chukka
Frye Weston Chukka $378.00 Rated: 4 stars!
View More Like This Clarks - Montacute Duke
Clarks Montacute Duke $140.00 Rated: 4 stars!
View More Like This Cole Haan - Original Grand Chukka
Cole Haan Original Grand Chukka $280.00 Rated: 5 stars!
Giorgio Brutini - Razor
Giorgio Brutini Razor $115.00 $80.99

View More Like This Blundstone - BL278
Blundstone BL278 $174.95 Rated: 4 stars!
View More Like This Deer Stags - Mean
Deer Stags Mean $60.00 Rated: 3 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 - Original Grand Chukka
Cole Haan Original Grand Chukka $280.00 Rated: 5 stars!

View More Like This Hush Puppies - Cyra Catelyn
Hush Puppies Cyra Catelyn $99.00 Rated: 4 stars!
View More Like This Hush Puppies - Cyra Catelyn
Hush Puppies Cyra Catelyn $99.00 Rated: 4 stars!
View More Like This Giorgio Brutini - Norsten
Giorgio Brutini Norsten $109.00 $75.99 Rated: 5 stars!
View More Like This UGG - Leighton
UGG Leighton $159.95 Rated: 4 stars!

View More Like This Frye - Weston Chukka
Frye Weston Chukka $378.00 Rated: 4 stars!
View More Like This Timberland - Westmore Leather Fabric Chukka
Timberland Westmore Leather Fabric Chukka $149.95
NEW!
Giorgio Brutini - Razor
Giorgio Brutini Razor $115.00
View More Like This Naot Footwear - Levanto
Naot Footwear Levanto $219.95 Rated: 4 stars!

View More Like This Bed Stu - Keith
Bed Stu Keith $165.00 $132.99 Rated: 5 stars!
View More Like This Hush Puppies - Cyra Catelyn
Hush Puppies Cyra Catelyn $99.00 Rated: 4 stars!
View More Like This Clarks - Wallabee Boot
Clarks Wallabee Boot $140.00 Rated: 5 stars!
View More Like This Frye - Jones Chukka
Frye Jones Chukka $328.00 $229.99 Rated: 5 stars!

View More Like This Frye - Jones Chukka
Frye Jones Chukka $328.00 $229.99 Rated: 5 stars!
View More Like This Giorgio Brutini - Arlo
Giorgio Brutini Arlo $90.00 Rated: 4 stars!
View More Like This Clarks - Wallabee Boot
Clarks Wallabee Boot $140.00 Rated: 5 stars!
View More Like This Clarks - Wallabee Boot
Clarks Wallabee Boot $150.00 $104.99 Rated: 5 stars!

View More Like This Giorgio Armani - Microhole Chukka Boot
Giorgio Armani Microhole Chukka Boot $595.00 $416.50
LUXURY
View More Like This Wolverine - Ranger 6
Wolverine Ranger 6" Moc Toe $135.00
View More Like This Stacy Adams - Madison II - 65
Stacy Adams Madison II - 65 $180.00 Rated: 4 stars!
View More Like This PARC City Boot - Kensington
PARC City Boot Kensington $200.00 $139.99

View More Like This Eastland 1955 Edition - Dylan 1955
Eastland 1955 Edition Dylan 1955 $170.00 Rated: 3 stars!
View More Like This Stacy Adams - Madison II - 65
Stacy Adams Madison II - 65 $180.00 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 Naot Footwear - Levanto
Naot Footwear Levanto $249.95 Rated: 4 stars!

View More Like This Spring Step - Efisio
Spring Step Efisio $139.99 Rated: 5 stars!
View More Like This Naot Footwear - Levanto
Naot Footwear Levanto $219.95 Rated: 4 stars!
Jeffery-West - Sylvian Day Dead
Jeffery-West Sylvian Day Dead $308.00 $215.99
LUXURY
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 Dansko - Jake
Dansko Jake $194.95 Rated: 5 stars!
View More Like This Dansko - Jake
Dansko Jake $194.95 Rated: 5 stars!
View More Like This Cycleur de Luxe - Portland
Cycleur de Luxe Portland $190.00 $132.99 Rated: 3 stars!
View More Like This Stuart Weitzman - Bacari
Stuart Weitzman Bacari $525.00 Rated: 5 stars!

View More Like This ALDO - Alevia
ALDO Alevia $150.00 Rated: 4 stars!
View More Like This ALDO - Alevia
ALDO Alevia $150.00 Rated: 4 stars!
View More Like This Trask - Gulch 2.0
Trask Gulch 2.0 $295.00 Rated: 5 stars!
View More Like This OluKai - Pahoa
OluKai Pahoa $200.00 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 Aquatalia - Carlos
Aquatalia Carlos $450.00
View More Like This Frye - Jones Chukka
Frye Jones Chukka $328.00 $229.99 Rated: 5 stars!

View More Like This Frye - Jones Chukka
Frye Jones Chukka $328.00 $229.99 Rated: 5 stars!
View More Like This Frye - Joel Brogue Chukka
Frye Joel Brogue Chukka $328.00 $229.99
View More Like This Chippewa - 5
Chippewa 5" Cordovan Dress Chukka $279.95
View More Like This Wolverine - 1000 Mile Wesley Wingtip Chukka
Wolverine 1000 Mile Wesley Wingtip Chukka $295.00 Rated: 4 stars!

View More Like This Messico - Oriol
Messico Oriol $139.00 $97.99 Rated: 5 stars!
View More Like This El Naturalista - Angkor N974
El Naturalista Angkor N974 $169.90 Rated: 5 stars!
View More Like This El Naturalista - Angkor N974
El Naturalista Angkor N974 $169.90 $135.99 Rated: 5 stars!
View More Like This Thorogood - Lace To Toe Roofer
Thorogood Lace To Toe Roofer $212.00 $175.00 Rated: 5 stars!

View More Like This Ariat - Henley
Ariat Henley $129.95
View More Like This Frye - Weston Chukka
Frye Weston Chukka $378.00 Rated: 4 stars!
View More Like This Chippewa - 5
Chippewa 5" Modern Suburban $309.95 Rated: 5 stars!
View More Like This Deer Stags - Mean
Deer Stags Mean $70.00 Rated: 3 stars!

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