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“leather chukka boot and Shoes” we found 716 items!

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DSQUARED2 - Runway Construction Ankle Boot DSQUARED2 Runway Construction Ankle Boot $1,095.00 Ralph Lauren Collection - Garyson Ralph Lauren Collection Garyson $950.00 Rated: 5 stars! John Varvatos - Freeman Raw Chukka John Varvatos Freeman Raw Chukka $798.00 Marc Jacobs - Stamped Leather Ankle Boot Marc Jacobs Stamped Leather Ankle Boot $695.00
Salvatore Ferragamo - Sand Boot Salvatore Ferragamo Sand Boot $640.00 Rated: 5 stars! Salvatore Ferragamo - Sand Boot Salvatore Ferragamo Sand Boot $640.00 Rated: 5 stars! Santoni - Urban Santoni Urban $635.00 Salvatore Ferragamo - Pioneer Ankle Boot Salvatore Ferragamo Pioneer Ankle Boot $595.00
Salvatore Ferragamo - Pioneer Ankle Boot Salvatore Ferragamo Pioneer Ankle Boot $595.00 Salvatore Ferragamo - Pioneer Ankle Boot Salvatore Ferragamo Pioneer Ankle Boot $595.00 Jeffery-West - Dirk Jeffery-West Dirk $588.00 Salvatore Ferragamo - Parker Boot Salvatore Ferragamo Parker Boot $560.00
Salvatore Ferragamo - Parker Boot Salvatore Ferragamo Parker Boot $560.00 Salvatore Ferragamo - Parker Boot Salvatore Ferragamo Parker Boot $560.00 Salvatore Ferragamo - Parker Boot Salvatore Ferragamo Parker Boot $560.00 Salvatore Ferragamo - Parker Boot Salvatore Ferragamo Parker Boot $560.00
Ralph Lauren Collection - Polo Refined Prestwick Ralph Lauren Collection Polo Refined Prestwick $550.00 Robert Clergerie - Nadine Robert Clergerie Nadine $495.00 Robert Clergerie - Nadine Robert Clergerie Nadine $495.00 Robert Clergerie - Nancy Robert Clergerie Nancy $475.00
Trask - Chinook Trask Chinook $475.00 To Boot New York - Stallworth To Boot New York Stallworth $450.00 Rated: 5 stars! Vivienne Westwood - Boot Brogue Vivienne Westwood Boot Brogue $435.00 Magnanni - Burgos Magnanni Burgos $425.00
Magnanni - Nilo Magnanni Nilo $425.00 La Sportiva - Trango Extreme EVO Light GTX® La Sportiva Trango Extreme EVO Light GTX® $420.00 Rated: 5 stars! Magnanni - Gomez Magnanni Gomez $399.00 To Boot New York - Cornell To Boot New York Cornell $398.00 Rated: 4 stars!
Salvatore Ferragamo - Rico World Ankle Boot Salvatore Ferragamo Rico World Ankle Boot $395.00 Salvatore Ferragamo - Rico World Ankle Boot Salvatore Ferragamo Rico World Ankle Boot $395.00 Vince - Cody Vince Cody $395.00 Rated: 4 stars! Vince - Cody Vince Cody $395.00 Rated: 4 stars!
Vince - Cody Vince Cody $395.00 Rated: 4 stars! Vince - Cody Vince Cody $395.00 Rated: 4 stars! Arche - Balad Arche Balad $395.00 Tory Burch - Hilary 100mm Fringe Bootie Tory Burch Hilary 100mm Fringe Bootie $395.00
Frye - Walter Lace Up Frye Walter Lace Up $388.00 Rated: 5 stars! Frye - Walter Lace Up Frye Walter Lace Up $388.00 Rated: 5 stars! Donald J Pliner - Brady Donald J Pliner Brady $375.00 Tory Burch - Hilary 75mm Bootie Tory Burch Hilary 75mm Bootie $375.00
Tory Burch - Hilary 75mm Bootie Tory Burch Hilary 75mm Bootie $375.00 Cole Haan - Cambridge Woven Chukka Cole Haan Cambridge Woven Chukka $368.00 Frye - Walter Chukka Frye Walter Chukka $358.00 Rated: 5 stars! Frye - Walter Chukka Frye Walter Chukka $358.00 Rated: 5 stars!
Frye - Walter Chukka Frye Walter Chukka $358.00 Rated: 5 stars! Frye - Walter Chukka Frye Walter Chukka $358.00 Rated: 5 stars! Frye - Walter Chukka Frye Walter Chukka $358.00 Rated: 5 stars! Frye - William Monk Chukka Frye William Monk Chukka $358.00 NEW!
Red Wing Heritage - Beckman Chukka Red Wing Heritage Beckman Chukka $350.00 Rated: 4 stars! Red Wing Heritage - Beckman Chukka Red Wing Heritage Beckman Chukka $350.00 Rated: 4 stars! To Boot New York - Clarkston To Boot New York Clarkston $350.00 Rated: 5 stars! To Boot New York - Hunter To Boot New York Hunter $350.00 Rated: 3 stars!
To Boot New York - Hunter To Boot New York Hunter $350.00 Rated: 3 stars! To Boot New York - Horst To Boot New York Horst $350.00 To Boot New York - Hunter To Boot New York Hunter $350.00 Rated: 3 stars! Vince - Clay Vince Clay $350.00
To Boot New York - Layton To Boot New York Layton $350.00 NEW! To Boot New York - Layton To Boot New York Layton $350.00 NEW! Jeffery-West - Grave Chukka Jeffery-West Grave Chukka $336.00 Finn Comfort - Linz - 1008 Finn Comfort Linz - 1008 $335.00
Frye - Jack Lace Up Frye Jack Lace Up $328.00 Frye - Jack Lace Up Frye Jack Lace Up $328.00 Frye - James Lug Chukka Frye James Lug Chukka $328.00 Rated: 5 stars! Frye - Jack Lace Up Frye Jack Lace Up $328.00
Frye - James Lug Chukka Frye James Lug Chukka $328.00 Rated: 5 stars! Trask - Lia Trask Lia $328.00 Trask - Lia Trask Lia $328.00 Frye - James Lug Chukka Frye James Lug Chukka $328.00 Rated: 5 stars! NEW!
Frye - James Lug Chukka Frye James Lug Chukka $328.00 Rated: 5 stars! NEW! Frye - Phillip Crepe Chukka Frye Phillip Crepe Chukka $328.00 NEW! Frye - Phillip Crepe Chukka Frye Phillip Crepe Chukka $328.00 NEW! Frye - James Lug Chukka Frye James Lug Chukka $328.00 Rated: 5 stars! NEW!
Frye - Phillip Crepe Chukka Frye Phillip Crepe Chukka $328.00 NEW! Robert Graham - Horace Robert Graham Horace $328.00 Robert Graham - Horace Robert Graham Horace $328.00 Vivobarefoot - Porto Vivobarefoot Porto $325.00 Rated: 5 stars!
Vivobarefoot - Porto Vivobarefoot Porto $325.00 Rated: 5 stars! Vince - Lawrence Vince Lawrence $325.00 Vince - Lawrence Vince Lawrence $325.00 Danner - Mountain Trail Danner Mountain Trail $320.00 Rated: 5 stars!
BOSS Black - Cassel BOSS Black Cassel $315.00 BOSS Black - Cassel BOSS Black Cassel $315.00 BOSS Black - Sorion BOSS Black Sorion $315.00 H by Hudson - Napton H by Hudson Napton $315.00
Danner - Tramline Danner Tramline $310.00 Rated: 5 stars! Danner - Mountain Light™ II Danner Mountain Light™ II $309.00 Rated: 4 stars! La Sportiva - Karakorum La Sportiva Karakorum $305.00 Rated: 5 stars! Jeffery-West - Chukka Laser Jeffery-West Chukka Laser $304.00 Rated: 5 stars!
Red Wing Heritage - Blacksmith 6 Red Wing Heritage Blacksmith 6" Round Toe $300.00 Rated: 5 stars! To Boot New York - Josh To Boot New York Josh $299.00 Frye - Phillip Chukka Frye Phillip Chukka $298.00 Rated: 5 stars! Frye - Phillip Chukka Frye Phillip Chukka $298.00 Rated: 5 stars!
Frye - Ruby Chukka Frye Ruby Chukka $298.00 Rated: 4 stars! Frye - Ruby Chukka Frye Ruby Chukka $298.00 Rated: 4 stars! Frye - Ruby Chukka Frye Ruby Chukka $298.00 Rated: 4 stars! Frye - Phillip Chukka Frye Phillip Chukka $298.00 Rated: 5 stars! NEW!
Frye - Phillip Chukka Frye Phillip Chukka $298.00 Rated: 5 stars! NEW! Frye - Phillip Chukka Frye Phillip Chukka $298.00 Rated: 5 stars! NEW! Trask - Gulch Trask Gulch $295.00 Rated: 5 stars! Mezlan - Dabour II Mezlan Dabour II $295.00
Zappos Family Core Value:

10. Be Humble