free-shipping

“chukka and Boots” we found 438 items!

Choose a
  • Product Type
to sort results

We adjusted your search results to be more relevant. Not what you were looking for? Click here.

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
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
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 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
Tory Burch - Hilary 100mm Fringe Bootie Tory Burch Hilary 100mm Fringe Bootie $395.00 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! 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! Vince - Clay Vince Clay $350.00 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 - Jack Lace Up Frye Jack Lace Up $328.00 Frye - Phillip Crepe Chukka Frye Phillip Crepe Chukka $328.00 Frye - Phillip Crepe Chukka Frye Phillip Crepe Chukka $328.00
Frye - Phillip Crepe Chukka Frye Phillip Crepe Chukka $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
H by Hudson - Napton H by Hudson Napton $315.00 Danner - Tramline Danner Tramline $310.00 Rated: 5 stars! La Sportiva - Karakorum La Sportiva Karakorum $305.00 Rated: 5 stars! Red Wing Heritage - Blacksmith 6 Red Wing Heritage Blacksmith 6" Round Toe $300.00 Rated: 5 stars!
Frye - James Chukka Frye James Chukka $298.00 Rated: 4 stars! Frye - James Chukka Frye James Chukka $298.00 Rated: 4 stars! Frye - James Chukka Frye James Chukka $298.00 Rated: 4 stars! Frye - James Chukka Frye James Chukka $298.00 Rated: 4 stars!
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! Frye - Phillip Chukka Frye Phillip Chukka $298.00 Rated: 5 stars! Frye - Phillip Chukka Frye Phillip Chukka $298.00 Rated: 5 stars!
Trask - Gulch Trask Gulch $295.00 Rated: 5 stars! Mezlan - Dabour II Mezlan Dabour II $295.00 Mezlan - Dabour II Mezlan Dabour II $295.00 Allen-Edmonds - Odenwald Allen-Edmonds Odenwald $295.00 Rated: 4 stars!
Allen-Edmonds - Odenwald Allen-Edmonds Odenwald $295.00 Rated: 4 stars! Lowa - Trekker Lowa Trekker $285.00 Rated: 5 stars! Danner - Williams Chukka Oiled Danner Williams Chukka Oiled $280.00 NEW! Danner - Williams Chukka Oiled Danner Williams Chukka Oiled $280.00
Frye - Wallace Chukka Frye Wallace Chukka $278.00 Rated: 4 stars! Frye - Wallace Chukka Frye Wallace Chukka $278.00 Rated: 4 stars! Frye - Phillip Wingtip Chukka Frye Phillip Wingtip Chukka $278.00 Rated: 3 stars! Mezlan - Dabour Mezlan Dabour $275.00
Trask - Gary Trask Gary $275.00 Rated: 5 stars! Trask - Gary Trask Gary $275.00 Rated: 5 stars! Frye - Oliver Chukka Frye Oliver Chukka $268.00 Rated: 4 stars! Frye - Oliver Chukka Frye Oliver Chukka $268.00 Rated: 4 stars!
Frye - Oliver Chukka Frye Oliver Chukka $268.00 Rated: 4 stars! Frye - James Crepe Chukka Frye James Crepe Chukka $268.00 Rated: 4 stars! Frye - James Crepe Chukka Frye James Crepe Chukka $268.00 Rated: 4 stars! Frye - James Lug Chukka Frye James Lug Chukka $268.00 Rated: 5 stars!
Frye - Jim Chukka Frye Jim Chukka $268.00 Rated: 5 stars! Frye - Jim Chukka Frye Jim Chukka $268.00 Rated: 5 stars! Cole Haan - Cambridge Chukka Cole Haan Cambridge Chukka $268.00 Cole Haan - Cambridge Chukka Cole Haan Cambridge Chukka $268.00 NEW!
Cole Haan - Cambridge Chukka Cole Haan Cambridge Chukka $268.00 NEW! Cole Haan - Cambridge Chukka Cole Haan Cambridge Chukka $268.00 Trask - Gulch Trask Gulch $265.00 Rated: 5 stars! Trask - Brady Trask Brady $265.00
Red Wing Heritage - Work Chukka Red Wing Heritage Work Chukka $260.00 Rated: 5 stars! Red Wing Heritage - Work Chukka Red Wing Heritage Work Chukka $260.00 Rated: 5 stars! Red Wing Heritage - Work Chukka Red Wing Heritage Work Chukka $260.00 Rated: 5 stars! Red Wing Heritage - Work Chukka Red Wing Heritage Work Chukka $260.00 Rated: 5 stars!
Zappos Family Core Value:

10. Be Humble