Order Anytime, Free Shipping, Free Returns

“chukka and Shoes” we found 811 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.

Salvatore Ferragamo - Mermaid Boot Salvatore Ferragamo Mermaid Boot $860.00 Rated: 5 stars! Salvatore Ferragamo - Mermaid Boot Salvatore Ferragamo Mermaid Boot $860.00 Rated: 5 stars! View more like this Proenza Schouler - Indian Bootie Proenza Schouler Indian Bootie $695.00 Salvatore Ferragamo - Malik Boot Salvatore Ferragamo Malik Boot $795.00 $635.99
Salvatore Ferragamo - Lagos Boot Salvatore Ferragamo Lagos Boot $695.00 $625.99 Salvatore Ferragamo - Lagos Boot Salvatore Ferragamo Lagos Boot $695.00 $555.99 View more like this Arche - Balad Arche Balad $525.00 rag & bone - Spencer Chukka rag & bone Spencer Chukka $495.00
rag & bone - Spencer Chukka rag & bone Spencer Chukka $495.00 View more like this Robert Clergerie - Nanse Robert Clergerie Nanse $595.00 $475.99 Aquatalia - Carlos Aquatalia Carlos $450.00 Salvatore Ferragamo - Parker Boot Salvatore Ferragamo Parker Boot $560.00 $447.99
Magnanni - Colas Magnanni Colas $425.00 Frye - Phillip Lug Wingtip Chukka Frye Phillip Lug Wingtip Chukka $398.00 Frye - Phillip Lug Wingtip Chukka Frye Phillip Lug Wingtip Chukka $398.00 View more like this Salvatore Ferragamo - Lassen Boot Salvatore Ferragamo Lassen Boot $495.00 $395.99
View more like this Salvatore Ferragamo - Lassen Boot Salvatore Ferragamo Lassen Boot $495.00 $395.99 Vince - Alberto Vince Alberto $395.00 To Boot New York - Clemmons To Boot New York Clemmons $395.00 Allen-Edmonds - Dundee 2.0 Allen-Edmonds Dundee 2.0 $395.00 Rated: 3 stars!
Allen-Edmonds - Dundee 2.0 Allen-Edmonds Dundee 2.0 $395.00 Rated: 3 stars! Allen-Edmonds - Dundee 2.0 Allen-Edmonds Dundee 2.0 $395.00 Rated: 3 stars! Magnanni - Buler Magnanni Buler $395.00 Vince - Alberto Vince Alberto $395.00
Vince - Alberto Vince Alberto $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! Frye - James Lug Chukka Shearling Frye James Lug Chukka Shearling $388.00 Rated: 5 stars!
Frye - James Lug Chukka Shearling Frye James Lug Chukka Shearling $388.00 Rated: 5 stars! Frye - James Lug Chukka Shearling Frye James Lug Chukka Shearling $388.00 Rated: 5 stars! Frye - Phillip Lug Wingtip Chukka Frye Phillip Lug Wingtip Chukka $378.00 Frye - Phillip Lug Wingtip Chukka Frye Phillip Lug Wingtip Chukka $378.00
To Boot New York - Colby To Boot New York Colby $375.00 Paul Smith - Wilf Paul Smith Wilf $375.00 Grenson - Marcus Suede Chukka Boot Grenson Marcus Suede Chukka Boot $370.00 Danner - Mountain Trail Danner Mountain Trail $360.00 Rated: 4 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 - James Lug Chukka Frye James Lug Chukka $358.00 Rated: 5 stars! Frye - James Lug Chukka Frye James Lug Chukka $358.00 Rated: 5 stars! Frye - William Monk Chukka Frye William Monk Chukka $358.00 Frye - William Monk Chukka Frye William Monk Chukka $358.00
Frye - William Monk Chukka Frye William Monk Chukka $358.00 To Boot New York - Cardinal To Boot New York Cardinal $350.00 To Boot New York - Cardinal To Boot New York Cardinal $350.00 View more like this Del Toro - Leather Chukka Sneaker with Metallic Trek Sole Del Toro Leather Chukka Sneaker with Metallic Trek Sole $350.00
Frye - Jack Lace Up Frye Jack Lace Up $348.00 Rated: 2 stars! Frye - Jack Lace Up Frye Jack Lace Up $348.00 Rated: 2 stars! Frye - Jack Lace Up Frye Jack Lace Up $348.00 Rated: 2 stars! Frye - Jack Lace Up Frye Jack Lace Up $348.00 Rated: 2 stars!
Frye - James Bal Chukka Leather Frye James Bal Chukka Leather $348.00 Frye - James Bal Chukka Leather Frye James Bal Chukka Leather $348.00 Frye - Freeman Chukka Frye Freeman Chukka $348.00 Frye - Freeman Chukka Frye Freeman Chukka $348.00
Frye - Freeman Chukka Frye Freeman Chukka $348.00 View more like this Del Toro - Quilted Leather Chukka Sneaker Del Toro Quilted Leather Chukka Sneaker $340.00 View more like this Del Toro - Quilted Leather Chukka Sneaker Del Toro Quilted Leather Chukka Sneaker $340.00 View more like this Del Toro - Polka Dot Sunbrella Chukka Sneaker Del Toro Polka Dot Sunbrella Chukka Sneaker $340.00
View more like this Del Toro - Quilted Leather Chukka Sneaker Del Toro Quilted Leather Chukka Sneaker $340.00 Finn Comfort - Linz - 1008 Finn Comfort Linz - 1008 $335.00 Rated: 5 stars! Frye - Joel Brogue Chukka Frye Joel Brogue Chukka $328.00 Frye - Joel Brogue Chukka Frye Joel Brogue Chukka $328.00
View more like this Woolrich - Yankee Woolrich Yankee $325.00 Rated: 2 stars! COACH - Bedford Chukka COACH Bedford Chukka $325.00 COACH - Bedford Chukka COACH Bedford Chukka $325.00 View more like this Del Toro - Perforated Suede Chukka Sneaker Del Toro Perforated Suede Chukka Sneaker $325.00
La Sportiva - Trango S EVO GTX La Sportiva Trango S EVO GTX $320.00 Rated: 5 stars! Danner - Tramline Danner Tramline $320.00 Rated: 4 stars! Danner - Mountain Light™ II Danner Mountain Light™ II $320.00 Rated: 4 stars! Danner - Forest Heights II Danner Forest Heights II $320.00 Rated: 4 stars!
Magnanni - Buler Magnanni Buler $395.00 $315.99 Billy Reid - Indianola Billy Reid Indianola $395.00 $315.99 Billy Reid - Indianola Billy Reid Indianola $395.00 $315.99 Chippewa - 5 Chippewa 5" Modern Suburban $309.95 Rated: 4 stars!
Chippewa - 5 Chippewa 5" Modern Suburban $309.95 Rated: 4 stars! La Sportiva - Karakorum La Sportiva Karakorum $305.00 Rated: 5 stars! John Varvatos - Barrett Side Zip Boot John Varvatos Barrett Side Zip Boot $298.00 Rated: 4 stars! John Varvatos - Barrett Side Zip Boot John Varvatos Barrett Side Zip Boot $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 - Joel Chukka Frye Joel Chukka $298.00 Frye - Joel Chukka Frye Joel Chukka $298.00
Frye - Joel Chukka Frye Joel Chukka $298.00 Frye - Luke Wingtip Chukka Frye Luke Wingtip Chukka $298.00 Rated: 5 stars! Frye - Luke Wingtip Chukka Frye Luke Wingtip Chukka $298.00 Rated: 5 stars! Grenson - Oliver Grenson Oliver $330.00 $297.99
Zamberlan - Vioz GT Zamberlan Vioz GT $295.00 Rated: 5 stars! View more like this Vince - Abe Vince Abe $295.00 Trask - Gulch 2.0 Trask Gulch 2.0 $295.00 Rated: 5 stars! Wolverine - 1000 Mile Wesley Wingtip Chukka Wolverine 1000 Mile Wesley Wingtip Chukka $295.00 Rated: 4 stars!
Wolverine - 1000 Mile Wesley Wingtip Chukka Wolverine 1000 Mile Wesley Wingtip Chukka $295.00 Rated: 4 stars! Wolverine - 1000 Mile Wesley Wingtip Chukka Wolverine 1000 Mile Wesley Wingtip Chukka $295.00 Rated: 4 stars! Danner - Forest Heights II Danner Forest Heights II $290.00 Rated: 4 stars! Red Wing Heritage - Foreman Chukka Red Wing Heritage Foreman Chukka $290.00 Rated: 5 stars!
Red Wing Heritage - Foreman Chukka Red Wing Heritage Foreman Chukka $290.00 Rated: 5 stars! View more like this Frye - Gates Chukka Frye Gates Chukka $288.00 View more like this Frye - Gates Chukka Frye Gates Chukka $288.00 View more like this Frye - Gates Chukka Frye Gates Chukka $288.00
Zappos Family Core Value:

10. Be Humble