Fast, Free Shipping & Returns

“chukka and Boots” we found 92 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.

Steve Madden - Parcell Steve Madden Parcell $125.00 NEW! Ted Baker - Linnus Ted Baker Linnus $220.00 NEW! Dr. Martens - Mayport 2-Eye Desert Boot Dr. Martens Mayport 2-Eye Desert Boot $70.00 Rated: 5 stars! Rockport - Ledge Hill 2 Chukka Boot Rockport Ledge Hill 2 Chukka Boot $150.00 Rated: 4 stars!
Dr. Martens - Barnie Chukka Boot Dr. Martens Barnie Chukka Boot $120.00 Rated: 4 stars! Cole Haan - Copley Chukka Boot Cole Haan Copley Chukka Boot $168.00 Rated: 5 stars! Steve Madden - Jayy Steve Madden Jayy $100.00 Ted Baker - Torsdi 2 Ted Baker Torsdi 2 $210.00 Rated: 5 stars!
Steve Madden - Jayy Steve Madden Jayy $100.00 Munro American - Sloane Munro American Sloane $200.00 Rated: 5 stars! Giorgio Brutini - Thorton Giorgio Brutini Thorton $109.00 Cole Haan - Grover Chukka Cole Haan Grover Chukka $228.00
Frye - James Chukka Frye James Chukka $298.00 Rated: 4 stars! Wolverine - Orville Desert Boot Wolverine Orville Desert Boot $160.00 Rated: 4 stars! Munro American - Sloane Munro American Sloane $200.00 Rated: 5 stars! Levi's® Shoes - Allen Levi's® Shoes Allen $85.00 Rated: 5 stars!
ECCO - Harold Plain Toe Boot ECCO Harold Plain Toe Boot $170.00 Hush Puppies - Devon Hamlin Hush Puppies Devon Hamlin $169.00 Cole Haan - Grover Chukka Cole Haan Grover Chukka $228.00 Wolverine - Francisco Chukka Wolverine Francisco Chukka $175.00 Rated: 4 stars!
ECCO - Edinburgh GTX Boot ECCO Edinburgh GTX Boot $180.00 Rated: 5 stars! Dr. Martens - Sawyer Desert Boot Dr. Martens Sawyer Desert Boot $140.00 Rated: 5 stars! ECCO - Harold Plain Toe Boot ECCO Harold Plain Toe Boot $170.00 Calvin Klein - Ballard Calvin Klein Ballard $130.00 Rated: 5 stars!
Wolverine - Orville Desert Boot Wolverine Orville Desert Boot $160.00 Rated: 4 stars! Frye - Ruby Chukka Frye Ruby Chukka $298.00 Rated: 5 stars! Wolky - Jacquerie Wolky Jacquerie $204.00 Rated: 5 stars! Dr. Martens - Sawyer Desert Boot Dr. Martens Sawyer Desert Boot $140.00 Rated: 5 stars!
Hush Puppies - Devon Hamlin Hush Puppies Devon Hamlin $169.00 Deer Stags - Mean Deer Stags Mean $60.00 Rated: 3 stars! Lotus - Holbeton Lotus Holbeton $120.00 Dr. Martens - Sawyer Desert Boot Dr. Martens Sawyer Desert Boot $140.00 Rated: 5 stars!
Cole Haan - Copley Chukka Boot Cole Haan Copley Chukka Boot $168.00 Rated: 5 stars! Fitzwell - Charles Fitzwell Charles $99.00 Dr. Martens - Mayport 2-Eye Desert Boot Dr. Martens Mayport 2-Eye Desert Boot $70.00 Rated: 5 stars! Levi's® Shoes - Allen Levi's® Shoes Allen $85.00 Rated: 5 stars!
John Varvatos - Sid Roll Welt Chukka John Varvatos Sid Roll Welt Chukka $298.00 John Varvatos - Sid Roll Welt Chukka John Varvatos Sid Roll Welt Chukka $298.00 Frye - Oliver Chukka Frye Oliver Chukka $278.00 Rated: 4 stars! Frye - James Chukka Frye James Chukka $298.00 Rated: 4 stars!
Naot Footwear - Pilot Naot Footwear Pilot $199.00 Rated: 4 stars! Ted Baker - Torsdi 2 Ted Baker Torsdi 2 $210.00 Rated: 5 stars! Wolverine - Francisco Chukka Wolverine Francisco Chukka $175.00 Rated: 4 stars! Naot Footwear - Pilot Naot Footwear Pilot $199.00 Rated: 4 stars!
J. Shoes - Monarch J. Shoes Monarch $198.00 Rated: 4 stars! H by Hudson - Thursom 3 H by Hudson Thursom 3 $185.00 Calvin Klein - Ballard Calvin Klein Ballard $130.00 Rated: 5 stars! Cole Haan - Grover Chukka Cole Haan Grover Chukka $228.00
Naot Footwear - Pilot Naot Footwear Pilot $207.00 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! Wolverine - Orville Desert Boot Wolverine Orville Desert Boot $160.00 Rated: 4 stars!
Trask - Brady Trask Brady $265.00 Frye - Ruby Chukka Frye Ruby Chukka $298.00 Rated: 5 stars! Ralph Lauren Collection - Polo Refined Prestwick Ralph Lauren Collection Polo Refined Prestwick $550.00 Wolky - Jacquerie Wolky Jacquerie $204.00 Rated: 5 stars!
Frye - James Lug Chukka Frye James Lug Chukka $358.00 Rated: 5 stars! Dr. Martens - Mayport 2-Eye Desert Boot Dr. Martens Mayport 2-Eye Desert Boot $70.00 Rated: 5 stars! Giorgio Brutini - Thorton Giorgio Brutini Thorton $109.00 Gordon Rush - Howard Gordon Rush Howard $245.00
John Varvatos - Sid Eva Chukka John Varvatos Sid Eva Chukka $248.00 Doucal's - Suede Plain Toe Oxford Doucal's Suede Plain Toe Oxford $420.00 Paul Smith - Morgan Suede Boot Paul Smith Morgan Suede Boot $495.00 Paul Smith - Morgan Suede Boot Paul Smith Morgan Suede Boot $495.00
Cole Haan - Grover Chukka Cole Haan Grover Chukka $228.00 Cole Haan - Grover Oxford Cole Haan Grover Oxford $198.00 Dune London - Crib Dune London Crib $159.00 Lotus - Holbeton Lotus Holbeton $120.00
Ralph Lauren Collection - Garyson Ralph Lauren Collection Garyson $950.00 Rated: 5 stars! Frye - Oliver Chukka Frye Oliver Chukka $278.00 Rated: 4 stars! Trask - Brady Trask Brady $265.00 Blowfish - Thorpe Blowfish Thorpe $49.00
Sebago - Halyard Chukka Sebago Halyard Chukka $185.00 Rated: 5 stars! Frye - Ruby Chukka Frye Ruby Chukka $298.00 Rated: 5 stars! Rockport - City Smart - Waterproof Dress Chukka Boot Rockport City Smart - Waterproof Dress Chukka Boot $150.00 Rated: 4 stars! Santoni - Urban Santoni Urban $635.00
Jeffery-West - Grave Chukka Jeffery-West Grave Chukka $336.00 Mezlan - Dabour Mezlan Dabour $275.00 Trask - Brady Trask Brady $265.00 Jeffery-West - Dirk Jeffery-West Dirk $588.00 Rated: 5 stars!
Magnanni - Burgos Magnanni Burgos $425.00 Magnanni - Gomez Magnanni Gomez $399.00 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!
H by Hudson - Houghton 2 H by Hudson Houghton 2 $175.00 Rated: 1 stars! Messico - Antigua Messico Antigua $159.00 Cole Haan - Orson Chukka Cole Haan Orson Chukka $178.00 Rated: 4 stars! Sebago - Barnet Chukka Sebago Barnet Chukka $95.00
J. Shoes - Archie 2 J. Shoes Archie 2 $221.00 Cole Haan - Grover Chukka Cole Haan Grover Chukka $228.00 John Varvatos - Monaco Moc Chukka John Varvatos Monaco Moc Chukka $498.00 John Varvatos - Monaco Moc Chukka John Varvatos Monaco Moc Chukka $498.00
Zappos Family Core Value:

10. Be Humble