Fast, Free Shipping & Returns

“chukka and Boots” we found 236 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.

Rockport - Ledge Hill Too Chukka Rockport Ledge Hill Too Chukka $149.95 NEW! Steve Madden - Parcell Steve Madden Parcell $125.00 NEW! Calvin Klein - Ballard Calvin Klein Ballard $130.00 Rated: 5 stars! NEW! Calvin Klein - Ballard Calvin Klein Ballard $130.00 Rated: 5 stars! NEW!
Ben Sherman - Vince Suede Ben Sherman Vince Suede $81.00 NEW! Cordani - Zavia Cordani Zavia $276.00 NEW! Cordani - Zavia Cordani Zavia $276.00 NEW! Ted Baker - Linnus Ted Baker Linnus $220.00 NEW!
John Varvatos - Sid Crepe Chukka John Varvatos Sid Crepe Chukka $298.00 NEW! Steve Madden - Tristt Steve Madden Tristt $100.00 NEW! Steve Madden - Tristt Steve Madden Tristt $100.00 NEW! Steve Madden - Tristt Steve Madden Tristt $100.00 NEW!
Clarks - Desert Boot Clarks Desert Boot $130.00 Rated: 5 stars! Clarks - Senner Ave Clarks Senner Ave $90.00 Rated: 4 stars! Robert Wayne - Brent Robert Wayne Brent $45.00 Rated: 4 stars! Florsheim - Rockit Chukka Boot Florsheim Rockit Chukka Boot $135.00 Rated: 4 stars!
Clarks - Desert Boot Clarks Desert Boot $130.00 Rated: 5 stars! Timberland - Earthkeepers® Brook Park Chukka Timberland Earthkeepers® Brook Park Chukka $130.00 Rated: 4 stars! Clarks - Desert Boot Clarks Desert Boot $130.00 Rated: 5 stars! Clarks - Desert Boot Clarks Desert Boot $130.00 Rated: 5 stars!
Clarks - Senner Ave Clarks Senner Ave $90.00 Rated: 4 stars! Ben Sherman - Vince Suede Ben Sherman Vince Suede $81.00 Timberland - Earthkeepers® City Lite Waterproof Chukka Timberland Earthkeepers® City Lite Waterproof Chukka $120.00 Rated: 4 stars! Rockport - RocSports Lite ZoneCush Plain Toe Boot Rockport RocSports Lite ZoneCush Plain Toe Boot $120.00 Rated: 5 stars!
Florsheim - Jet Chukka Boot Florsheim Jet Chukka Boot $135.00 Rated: 4 stars! Robert Wayne - Brent Robert Wayne Brent $45.00 Rated: 4 stars! Florsheim - Rockit Chukka Boot Florsheim Rockit Chukka Boot $135.00 Rated: 4 stars! Dunham - REVdash Dunham REVdash $150.00 Rated: 4 stars!
Timberland - Earthkeepers® Brook Park Chukka Timberland Earthkeepers® Brook Park Chukka $130.00 Rated: 4 stars! Clarks - Desert Boot Clarks Desert Boot $130.00 Rated: 5 stars! Dr. Martens - Mayport 2-Eye Desert Boot Dr. Martens Mayport 2-Eye Desert Boot $70.00 Rated: 5 stars! Nunn Bush - Dodge Wing Tip Chukka Boot Nunn Bush Dodge Wing Tip Chukka Boot $68.00 Rated: 4 stars!
Clarks - Desert Boot Clarks Desert Boot $130.00 Rated: 5 stars! Teva - Durban Waxed Canvas Teva Durban Waxed Canvas $110.00 Cole Haan - Pinch Weekender Chukka Cole Haan Pinch Weekender Chukka $100.00 Clarks - Desert Boot Clarks Desert Boot $130.00 Rated: 5 stars!
Rockport - Ledge Hill 2 Chukka Boot Rockport Ledge Hill 2 Chukka Boot $150.00 Rated: 4 stars! Steve Madden - Jayy Steve Madden Jayy $100.00 Cole Haan - Pinch Weekender Chukka Cole Haan Pinch Weekender Chukka $100.00 Florsheim - Jet Chukka Boot Florsheim Jet Chukka Boot $135.00 Rated: 4 stars!
Timberland - Earthkeepers® Brook Park Chukka Timberland Earthkeepers® Brook Park Chukka $130.00 Rated: 4 stars! Clarks - Jink Desert Clarks Jink Desert $115.00 Rated: 5 stars! Timberland - Earthkeepers® Kempton Chukka Timberland Earthkeepers® Kempton Chukka $140.00 Timberland - Earthkeepers® Kempton Chukka Timberland Earthkeepers® Kempton Chukka $140.00
Clarks - Jink Desert Clarks Jink Desert $115.00 Rated: 5 stars! Hush Puppies - Style Chukka PL Hush Puppies Style Chukka PL $139.00 Rated: 5 stars! Calvin Klein - Ballard Calvin Klein Ballard $130.00 Rated: 5 stars! Munro American - Sloane Munro American Sloane $200.00 Rated: 5 stars!
Robert Wayne - Brent Robert Wayne Brent $45.00 Rated: 4 stars! Cole Haan - Copley Chukka Boot Cole Haan Copley Chukka Boot $168.00 Rated: 5 stars! Ben Sherman - Vince Suede Ben Sherman Vince Suede $81.00 Danner - Mountain Light™ II Danner Mountain Light™ II $320.00 Rated: 4 stars!
Nunn Bush - Dodge Wing Tip Chukka Boot Nunn Bush Dodge Wing Tip Chukka Boot $68.00 Rated: 4 stars! ECCO - Contoured Low Cut Boot ECCO Contoured Low Cut Boot $200.00 Rated: 5 stars! Steve Madden - Jayy Steve Madden Jayy $100.00 SKECHERS KIDS - Mecca - Bunkhouse 93158L (Little Kid/Big Kid) SKECHERS KIDS Mecca - Bunkhouse 93158L (Little Kid/Big Kid) $44.99 Rated: 5 stars!
Rockport - RocSports Lite ZoneCush Plain Toe Boot Rockport RocSports Lite ZoneCush Plain Toe Boot $120.00 Rated: 5 stars! Nunn Bush - Dodge Wing Tip Chukka Boot Nunn Bush Dodge Wing Tip Chukka Boot $64.00 Rated: 4 stars! Volcom - Del Mesa 2 Volcom Del Mesa 2 $85.00 Rated: 5 stars! Clarks - Desert Boot Clarks Desert Boot $130.00 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 Vasque - Summit GTX Vasque Summit GTX $219.95 Rated: 4 stars!
Dr. Martens Work - Burnham ST 6 Tie Boot Dr. Martens Work Burnham ST 6 Tie Boot $135.00 Rated: 4 stars! Timberland - Earthkeepers® City Lite Waterproof Chukka Timberland Earthkeepers® City Lite Waterproof Chukka $120.00 Rated: 4 stars! SKECHERS KIDS - Mecca - Bunkhouse 93158L (Little Kid/Big Kid) SKECHERS KIDS Mecca - Bunkhouse 93158L (Little Kid/Big Kid) $44.99 Rated: 5 stars! Munro American - Sloane Munro American Sloane $200.00 Rated: 5 stars!
Rockport - Rocsports Lite - Es Waterproof Mocc Toe Mudguard Boot Rockport Rocsports Lite - Es Waterproof Mocc Toe Mudguard Boot $150.00 Rated: 4 stars! Dr. Martens - Sawyer Desert Boot Dr. Martens Sawyer Desert Boot $140.00 Rated: 5 stars! Giorgio Brutini - Thorton Giorgio Brutini Thorton $109.00 ECCO - Harold Plain Toe Boot ECCO Harold Plain Toe Boot $170.00
Cole Haan - Grover Chukka Cole Haan Grover Chukka $228.00 Lotus - Holbeton Lotus Holbeton $120.00 Lugz - Strutt Lugz Strutt $82.00 Rated: 5 stars! Polo Ralph Lauren - Tedd Polo Ralph Lauren Tedd $98.00 Rated: 3 stars!
Wolverine - Francisco Chukka Wolverine Francisco Chukka $175.00 Rated: 4 stars! Wolverine - Orville Desert Boot Wolverine Orville Desert Boot $160.00 Rated: 4 stars! The North Face - Ballard II Chukka The North Face Ballard II Chukka $130.00 Rated: 5 stars! Dunham - REVdash Dunham REVdash $150.00 Rated: 4 stars!
Lacoste - Sherbrooke-Hi 13 Lacoste Sherbrooke-Hi 13 $159.95 Levi's® Shoes - Allen Levi's® Shoes Allen $85.00 Rated: 5 stars! Deer Stags - Mean Deer Stags Mean $60.00 Rated: 3 stars! Roper - Siped Outsole Performance Ankle Boot Roper Siped Outsole Performance Ankle Boot $120.00 Rated: 5 stars!
Wolverine - Orville Desert Boot Wolverine Orville Desert Boot $160.00 Rated: 4 stars! Dunham - REVseek Dunham REVseek $155.00 Rated: 4 stars! Clarks - Jink Desert Clarks Jink Desert $115.00 Rated: 5 stars! Frye - Ruby Chukka Frye Ruby Chukka $298.00 Rated: 5 stars!
Volcom - Del Mesa 2 Volcom Del Mesa 2 $85.00 Rated: 5 stars! Dr. Martens - Sawyer Desert Boot Dr. Martens Sawyer Desert Boot $140.00 Rated: 5 stars! Levi's® Shoes - Allen Levi's® Shoes Allen $85.00 Rated: 5 stars! Volcom - Del Mesa 2 Volcom Del Mesa 2 $85.00 Rated: 5 stars!
Calvin Klein - Ballard Calvin Klein Ballard $130.00 Rated: 5 stars! Ben Sherman - Becker Suede Ben Sherman Becker Suede $140.00 Bed Stu - Bryden Bed Stu Bryden $115.00 Rated: 4 stars! Vivobarefoot - Porto Vivobarefoot Porto $325.00 Rated: 5 stars!
Hush Puppies - Style Chukka PL Hush Puppies Style Chukka PL $139.00 Rated: 5 stars! Bogs - Eugene Chukka Bogs Eugene Chukka $125.00 Cole Haan - Copley Chukka Boot Cole Haan Copley Chukka Boot $168.00 Rated: 5 stars! Clarks - Desert Boot Clarks Desert Boot $130.00 Rated: 5 stars!
Zappos Family Core Value:

10. Be Humble