Order Anytime, Free Shipping, Free Returns

“chukka and Boots” we found 177 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.

Clarks - Newkirk Top Clarks Newkirk Top $135.00 Rated: 5 stars! Born - Twain Born Twain $119.00 Rated: 4 stars! Clarks - Hawkley Rise Clarks Hawkley Rise $125.00 Clarks - Newkirk Top Clarks Newkirk Top $135.00 Rated: 5 stars!
Munro American - Sloane Munro American Sloane $210.00 Rated: 4 stars! Munro American - Sloane Munro American Sloane $210.00 Rated: 4 stars! Born - Twain Born Twain $130.00 Rated: 4 stars! Nunn Bush - Rawson Wing Tip Chukka Nunn Bush Rawson Wing Tip Chukka $72.00 Rated: 5 stars!
Rockport - Dressports Luxe Waterproof Chukka Rockport Dressports Luxe Waterproof Chukka $169.95 Rated: 4 stars! Born - Twain Born Twain $119.00 Rated: 4 stars! Timberland - West Haven Waterproof Chukka Timberland West Haven Waterproof Chukka $170.00 Rated: 5 stars! Cole Haan - Cranston Chukka Cole Haan Cranston Chukka $268.00 Rated: 5 stars!
Dr. Martens - Daytona Desert Boot Dr. Martens Daytona Desert Boot $70.00 NEW! UGG - Galen UGG Galen $194.95 Rated: 4 stars! Timberland - West Haven Chukka Timberland West Haven Chukka $160.00 Rated: 5 stars! Rockport - Total Motion Fusion Desert Boot Rockport Total Motion Fusion Desert Boot $150.00 Rated: 5 stars!
Timberland - West Haven Waterproof Chukka Timberland West Haven Waterproof Chukka $170.00 Rated: 5 stars! UGG - Galen UGG Galen $194.95 Rated: 4 stars! Nunn Bush - Rawson Wing Tip Chukka Nunn Bush Rawson Wing Tip Chukka $72.00 Rated: 5 stars! Rockport - Total Motion Fusion Desert Boot Rockport Total Motion Fusion Desert Boot $150.00 Rated: 5 stars!
Rockport - City Smart - Waterproof Dress Chukka Boot Rockport City Smart - Waterproof Dress Chukka Boot $159.95 Rated: 3 stars! Dr. Martens - Daytona Desert Boot Dr. Martens Daytona Desert Boot $75.00 NEW! Cole Haan - Cranston Chukka Cole Haan Cranston Chukka $268.00 Rated: 5 stars! Wolverine - Orville Desert Boot Wolverine Orville Desert Boot $160.00 Rated: 5 stars!
Wolverine - Francisco Chukka Wolverine Francisco Chukka $175.00 Rated: 5 stars! Deer Stags - Mean Deer Stags Mean $60.00 Rated: 4 stars! Dr. Martens - Barnie Chukka Boot Dr. Martens Barnie Chukka Boot $120.00 Rated: 4 stars! Clarks - Hawkley Rise Clarks Hawkley Rise $125.00
Trask - Brady Trask Brady $265.00 Rated: 5 stars! Dr. Martens - Sawyer Desert Boot Dr. Martens Sawyer Desert Boot $140.00 Rated: 5 stars! Dr. Martens - Mayport 2-Eye Desert Boot Dr. Martens Mayport 2-Eye Desert Boot $70.00 Rated: 5 stars! Hush Puppies - Benson Rigby Hush Puppies Benson Rigby $139.00 Rated: 5 stars!
Stuart Weitzman - Patrol Stuart Weitzman Patrol $455.00 Nunn Bush - Hawley Plain Toe Chukka Nunn Bush Hawley Plain Toe Chukka $90.00 Rated: 4 stars! Dr. Martens - Sawyer Desert Boot Dr. Martens Sawyer Desert Boot $140.00 Rated: 5 stars! Naot Footwear - Pilot Naot Footwear Pilot $200.00 Rated: 4 stars!
Stuart Weitzman - Patrol Stuart Weitzman Patrol $455.00 Trotters - Snowflakes III Trotters Snowflakes III $89.00 Rated: 4 stars! Born - Harrison Born Harrison $110.00 Rated: 4 stars! Munro American - Sloane Munro American Sloane $210.00 Rated: 4 stars!
Naot Footwear - Pilot Naot Footwear Pilot $200.00 Rated: 4 stars! Timberland - West Haven Chukka Timberland West Haven Chukka $160.00 Rated: 5 stars! Dockers - Manson Dockers Manson $79.99 Steve Madden - Beckon Steve Madden Beckon $140.00 Rated: 5 stars!
Deer Stags - Mean Deer Stags Mean $80.00 Rated: 4 stars! Mark Nason - Burwood Mark Nason Burwood $135.00 Rated: 5 stars! Dr. Martens - Daytona Desert Boot Dr. Martens Daytona Desert Boot $70.00 NEW! Frye - James Chukka Frye James Chukka $298.00 Rated: 4 stars!
Ted Baker - Torsdi 2 Ted Baker Torsdi 2 $220.00 Rated: 5 stars! Giorgio Brutini - Thorton Giorgio Brutini Thorton $109.00 Dr. Martens - Daytona Dr. Martens Daytona $70.00 Rated: 4 stars! Dunham - Gavin Chukka Dunham Gavin Chukka $160.00
Massimo Matteo - 3-Eye Chukka Boot Massimo Matteo 3-Eye Chukka Boot $169.00 Massimo Matteo - 3-Eye Chukka Massimo Matteo 3-Eye Chukka $169.00 Rated: 5 stars! Trask - Brady Trask Brady $265.00 Rated: 5 stars! NEW! Wolverine - Orville Desert Boot Wolverine Orville Desert Boot $160.00 Rated: 5 stars!
Frye - Ruby Chukka Frye Ruby Chukka $298.00 Rated: 5 stars! Levi's® Shoes - Allen Levi's® Shoes Allen $85.00 Rated: 5 stars! Frye - Phillip Chukka Frye Phillip Chukka $278.00 Rated: 5 stars! Frye - Phillip Chukka Frye Phillip Chukka $278.00 Rated: 5 stars!
Sebago - Collier Chukka Sebago Collier Chukka $175.00 To Boot New York - Clemmons To Boot New York Clemmons $395.00 Naot Footwear - Levanto Naot Footwear Levanto $216.00 Rated: 4 stars! Calvin Klein - Farnel Calvin Klein Farnel $170.00
Calvin Klein - Farnel Calvin Klein Farnel $170.00 Stacy Adams - Madison II - 65 Stacy Adams Madison II - 65 $150.00 Ted Baker - Torsdi 4 Ted Baker Torsdi 4 $220.00 Frye - Oliver Chukka Frye Oliver Chukka $278.00 Rated: 4 stars!
Frye - James Chukka Frye James Chukka $298.00 Rated: 4 stars! Frye - Oliver Chukka Frye Oliver Chukka $278.00 Rated: 4 stars! Frye - Oliver Chukka Frye Oliver Chukka $278.00 Rated: 4 stars! Dr. Martens - Mayport 2-Eye Desert Boot Dr. Martens Mayport 2-Eye Desert Boot $70.00 Rated: 5 stars!
Dunham - Gavin Chukka Dunham Gavin Chukka $160.00 Pikolinos - St. Moritz W4C-8612 Pikolinos St. Moritz W4C-8612 $200.00 Rated: 3 stars! Hush Puppies - Benson Rigby Hush Puppies Benson Rigby $139.00 Rated: 5 stars! Ted Baker - Linnus Ted Baker Linnus $220.00 Rated: 5 stars!
Calvin Klein - Farnel Calvin Klein Farnel $170.00 Billy Reid - Indianola Billy Reid Indianola $395.00 NEW! Calvin Klein - Farnel Calvin Klein Farnel $170.00 Ben Sherman - Gaston Ben Sherman Gaston $145.00 Rated: 4 stars!
Wolky - Jacquerie Wolky Jacquerie $204.00 Rated: 5 stars! Giorgio Brutini - Thorton Giorgio Brutini Thorton $109.00 UGG - Brompton UGG Brompton $194.95 Stacy Adams - Beckett Stacy Adams Beckett $105.00
Allen-Edmonds - Dundee 2.0 Allen-Edmonds Dundee 2.0 $385.00 Steve Madden - Eddard Steve Madden Eddard $115.00 Steve Madden - Eddard Steve Madden Eddard $115.00 Rockport - Total Motion Fusion Desert Boot Rockport Total Motion Fusion Desert Boot $150.00 Rated: 5 stars!
Stacy Adams - Madison II - 65 Stacy Adams Madison II - 65 $150.00 rag & bone - Spencer Chukka rag & bone Spencer Chukka $495.00 NEW! Wolverine - Francisco Chukka Wolverine Francisco Chukka $175.00 Rated: 5 stars! Frye - James Lug Chukka Frye James Lug Chukka $358.00 Rated: 5 stars!
Cole Haan - Grover Chukka Cole Haan Grover Chukka $228.00 Rated: 4 stars! Frye - Phillip Chukka Frye Phillip Chukka $278.00 Rated: 5 stars! Born - Harrison Born Harrison $110.00 Rated: 4 stars! Naot Footwear - Levanto Naot Footwear Levanto $216.00 Rated: 4 stars!
Florsheim - Castellano Chukka Boot Florsheim Castellano Chukka Boot $140.00 Rated: 1 stars! Mephisto - Walfred Mephisto Walfred $439.00 Rated: 4 stars! Pikolinos - St. Moritz W4C-8612 Pikolinos St. Moritz W4C-8612 $200.00 Rated: 3 stars! Allen-Edmonds - Dundee 2.0 Allen-Edmonds Dundee 2.0 $385.00

Need Help?

Customer Service Representative

Have size or selection questions? We can help!

Begin Live Chat
Close
Zappos Family Core Value:

10. Be Humble