Order Anytime, Free Shipping, Free Returns

“chukka and Boots” we found 762 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 - Desert Boot Clarks Desert Boot $120.00 Rated: 4 stars! NEW! TOMS - Mateo Chukka Boot TOMS Mateo Chukka Boot $98.00 Rated: 5 stars! NEW! Hush Puppies - Graton EZ Dress Hush Puppies Graton EZ Dress $109.00 NEW! Hush Puppies - Graton EZ Dress Hush Puppies Graton EZ Dress $109.00 NEW!
Billy Reid - Indianola Billy Reid Indianola $395.00 NEW! rag & bone - Spencer Chukka rag & bone Spencer Chukka $495.00 NEW! rag & bone - Spencer Chukka rag & bone Spencer Chukka $495.00 NEW! Clarks - Desert Boot Clarks Desert Boot $130.00 Rated: 4 stars! NEW!
Clarks - Phenia Desert Clarks Phenia Desert $110.00 NEW! Clarks - Desert Boot Clarks Desert Boot $130.00 Rated: 4 stars! NEW! Clarks - Phenia Desert Clarks Phenia Desert $110.00 NEW! Clarks - Desert Boot Clarks Desert Boot $130.00 Rated: 4 stars! NEW!
Levi's® Shoes - Banks UL Levi's® Shoes Banks UL $50.00 NEW! Levi's® Shoes - Banks UL Levi's® Shoes Banks UL $50.00 NEW! Levi's® Shoes - Banks UL Levi's® Shoes Banks UL $50.00 NEW! Trask - Brady Trask Brady $265.00 Rated: 5 stars! NEW!
Dr. Martens - Daytona Desert Boot Dr. Martens Daytona Desert Boot $70.00 NEW! Dr. Martens - Daytona Desert Boot Dr. Martens Daytona Desert Boot $70.00 NEW! Dr. Martens - Daytona Desert Boot Dr. Martens Daytona Desert Boot $75.00 NEW! Eastland 1955 Edition - Seneca Eastland 1955 Edition Seneca $100.00 Rated: 5 stars! NEW!
ECCO - Grenoble Chukka Boot ECCO Grenoble Chukka Boot $180.00 NEW! Salvatore Ferragamo - Lagos Boot Salvatore Ferragamo Lagos Boot $695.00 NEW! Stuart Weitzman - Patrol Stuart Weitzman Patrol $455.00 NEW! Stuart Weitzman - Patrol Stuart Weitzman Patrol $455.00 NEW!
Timberland Kids - Groveton Leather Moc Toe (Toddler/Little Kid) Timberland Kids Groveton Leather Moc Toe (Toddler/Little Kid) $60.00 NEW! Trask - Brady Trask Brady $265.00 Rated: 5 stars! NEW! Timberland Kids - Groveton Leather Moc Toe Chukka (Toddler/Little Kid) Timberland Kids Groveton Leather Moc Toe Chukka (Toddler/Little Kid) $60.00 NEW! Timberland Kids - Groveton Leather Moc Toe (Little Kid) Timberland Kids Groveton Leather Moc Toe (Little Kid) $65.00 NEW!
Hush Puppies - Cyra Catelyn Hush Puppies Cyra Catelyn $99.00 Rated: 5 stars! NEW! Dr. Martens - Lea 4-Eye Chukka Boot Dr. Martens Lea 4-Eye Chukka Boot $115.00 NEW! Dr. Martens - Lea 4-Eye Chukka Boot Dr. Martens Lea 4-Eye Chukka Boot $115.00 NEW! Born - Twain Born Twain $130.00 Rated: 4 stars! NEW!
To Boot New York - Cardinal To Boot New York Cardinal $350.00 NEW! Ted Baker - Torsdi 4 Ted Baker Torsdi 4 $220.00 NEW! Calvin Klein - Farnel Calvin Klein Farnel $170.00 NEW! Calvin Klein - Farnel Calvin Klein Farnel $170.00 NEW!
Lacoste Kids - Sherbrooke 116 1 SP16 (Little Kid) Lacoste Kids Sherbrooke 116 1 SP16 (Little Kid) $79.95 NEW! Calvin Klein - Farnel Calvin Klein Farnel $170.00 NEW! Clarks - Desert Boot Clarks Desert Boot $130.00 Rated: 5 stars! Johnston & Murphy - Copeland Chukka Johnston & Murphy Copeland Chukka $150.00 Rated: 5 stars!
ECCO - Turn GTX Boot ECCO Turn GTX Boot $165.00 Rated: 5 stars! Clarks - Desert Boot Clarks Desert Boot $120.00 Rated: 4 stars! Dr. Martens - 1460 W Dr. Martens 1460 W $125.00 Rated: 5 stars! Johnston & Murphy - Copeland Chukka Johnston & Murphy Copeland Chukka $149.95 Rated: 5 stars!
Hush Puppies - Cyra Catelyn Hush Puppies Cyra Catelyn $99.00 Rated: 5 stars! Timberland - Earthkeepers® City Lite Waterproof Chukka Timberland Earthkeepers® City Lite Waterproof Chukka $120.00 Rated: 4 stars! Rockport - Essential Details Waterproof Dress Chukka Rockport Essential Details Waterproof Dress Chukka $110.00 Rated: 4 stars! ECCO - Turn GTX Boot ECCO Turn GTX Boot $165.00 Rated: 5 stars!
Rockport - Ledge Hill 2 Chukka Boot Rockport Ledge Hill 2 Chukka Boot $149.95 Rated: 4 stars! Rockport - RocSports Lite 2 Chukka Rockport RocSports Lite 2 Chukka $119.95 Rated: 5 stars! Timberland - Earthkeepers® City Lite Waterproof Chukka Timberland Earthkeepers® City Lite Waterproof Chukka $120.00 Rated: 4 stars! Munro American - Sloane Munro American Sloane $210.00 Rated: 4 stars!
Clarks - Stratton Limit Clarks Stratton Limit $135.00 Rated: 5 stars! Clarks - Newkirk Top Clarks Newkirk Top $135.00 Rated: 5 stars! Johnston & Murphy - Copeland Chukka Johnston & Murphy Copeland Chukka $150.00 Rated: 5 stars! Florsheim - Rockit Chukka Boot Florsheim Rockit Chukka Boot $135.00 Rated: 4 stars!
UGG - Neumel UGG Neumel $139.95 Rated: 4 stars! Rockport - Rugged Bucks Waterproof Boot Rockport Rugged Bucks Waterproof Boot $119.95 Rated: 4 stars! Dansko - Lucille Dansko Lucille $179.95 Rated: 5 stars! Clarks - Desert Boot Clarks Desert Boot $130.00 Rated: 5 stars!
Munro American - Sloane Munro American Sloane $210.00 Rated: 4 stars! Clarks - Desert Boot Clarks Desert Boot $130.00 Rated: 5 stars! Clarks - Newkirk Top Clarks Newkirk Top $135.00 Rated: 5 stars! 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 $119.95 Rated: 5 stars! Hush Puppies - Cyra Catelyn Hush Puppies Cyra Catelyn $99.00 Rated: 5 stars! Clarks - Hawkley Rise Clarks Hawkley Rise $125.00 Kenneth Cole Reaction Kids - Real Deal (Little Kid/Big Kid) Kenneth Cole Reaction Kids Real Deal (Little Kid/Big Kid) $48.00
Clarks - Jink Desert Clarks Jink Desert $115.00 Rated: 4 stars! Born - Harrison Born Harrison $110.00 Rated: 4 stars! Steve Madden - Harken Steve Madden Harken $85.00 Rated: 4 stars! Dunham - Addison Dunham Addison $150.00 Rated: 4 stars!
Dr. Martens - 1460 W Dr. Martens 1460 W $135.00 Rated: 5 stars! Robert Wayne - Brent Robert Wayne Brent $45.00 Rated: 4 stars! Born - Twain Born Twain $119.00 Rated: 4 stars! Timberland - Earthkeepers® Brook Park Chukka Timberland Earthkeepers® Brook Park Chukka $130.00 Rated: 5 stars!
Florsheim - Rockit Chukka Boot Florsheim Rockit Chukka Boot $135.00 Rated: 4 stars! Deer Stags - Seattle Deer Stags Seattle $80.00 Rated: 5 stars! UGG - Leighton UGG Leighton $159.95 Rated: 4 stars! Rockport - Ledge Hill 2 Chukka Boot Rockport Ledge Hill 2 Chukka Boot $150.00 Rated: 4 stars!
Nunn Bush - Rawson Wing Tip Chukka Nunn Bush Rawson Wing Tip Chukka $72.00 Rated: 5 stars! ECCO - Turn GTX Boot ECCO Turn GTX Boot $230.00 Rated: 5 stars! Nunn Bush - Woodbury Plain Toe Casual Chukka Boot Nunn Bush Woodbury Plain Toe Casual Chukka Boot $64.00 Rated: 5 stars! Dr. Martens - 1460 W Dr. Martens 1460 W $125.00 Rated: 5 stars!
Dockers - Tussock Dockers Tussock $69.99 Rated: 4 stars! Rockport - Dressports Luxe Waterproof Chukka Rockport Dressports Luxe Waterproof Chukka $169.95 Rated: 4 stars! Nunn Bush - Tomah Plain Toe Chukka Boot Nunn Bush Tomah Plain Toe Chukka Boot $68.00 Rated: 4 stars! Merrell - Veranda Lace Merrell Veranda Lace $160.00 Rated: 4 stars!
Timberland - West Haven Waterproof Chukka Timberland West Haven Waterproof Chukka $170.00 Rated: 5 stars! Dockers - Tussock Dockers Tussock $69.99 Rated: 4 stars! Timberland - Earthkeepers® Brook Park Chukka Timberland Earthkeepers® Brook Park Chukka $130.00 Rated: 5 stars! Dr. Martens - Cabrillo Dr. Martens Cabrillo $80.00 Rated: 5 stars!
Born - Twain Born Twain $119.00 Rated: 4 stars! The North Face - Ballard II Chukka The North Face Ballard II Chukka $130.00 Rated: 4 stars! Steve Madden - Hestonn (Extended Sizes) Steve Madden Hestonn (Extended Sizes) $95.00 Rated: 4 stars! Deer Stags - Seattle Deer Stags Seattle $80.00 Rated: 5 stars!
Timberland - Earthkeepers® Brook Park Chukka Timberland Earthkeepers® Brook Park Chukka $130.00 Rated: 5 stars! SKECHERS - Relaxed Fit Segment - Barillo SKECHERS Relaxed Fit Segment - Barillo $85.00 Rated: 5 stars! Steve Madden - Hestonn (Extended Sizes) Steve Madden Hestonn (Extended Sizes) $95.00 Rated: 4 stars! Dr. Martens - 1460 W Dr. Martens 1460 W $135.00 Rated: 5 stars!

Need Help?

Customer Service Representative

Have size or selection questions? We can help!

Begin Live Chat
Close
Zappos Family Core Value:

10. Be Humble