Fast, Free Shipping & Returns

“chukka and Boots” we found 251 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.

Viktor & Rolf - Calf Leather Boot with Contrast Piping Viktor & Rolf Calf Leather Boot with Contrast Piping $690.00 NEW! Viktor & Rolf - Signature V&R Felt Chukka Boot Viktor & Rolf Signature V&R Felt Chukka Boot $695.00 NEW! Cole Haan - Lewis Chukka Cole Haan Lewis Chukka $248.00 NEW! Cole Haan - Lewis Chukka Cole Haan Lewis Chukka $248.00 NEW!
Cole Haan - Lewis Chukka Cole Haan Lewis Chukka $248.00 NEW! Caterpillar - Founder Caterpillar Founder $120.00 NEW! Dr. Martens - Giggs Dr. Martens Giggs $105.00 NEW! Merrell - Epiction Merrell Epiction $160.00 NEW!
Merrell - Epiction Merrell Epiction $160.00 NEW! Volcom - Killer Volcom Killer $70.00 NEW! Dr. Martens - Mayport 2-Eye Desert Boot Dr. Martens Mayport 2-Eye Desert Boot $70.00 Rated: 5 stars! NEW! Lucky Brand - Camella Lucky Brand Camella $89.00 NEW!
Volcom - Killer Volcom Killer $70.00 NEW! a. testoni - Lux Calf Chukka Boot a. testoni Lux Calf Chukka Boot $645.00 NEW! Caterpillar - Brock Caterpillar Brock $110.00 NEW! Caterpillar - Brock Caterpillar Brock $110.00 NEW!
Florsheim - Casey Chukka Boot Florsheim Casey Chukka Boot $120.00 NEW! El Naturalista - Angkor N974 El Naturalista Angkor N974 $170.00 NEW! El Naturalista - Angkor N974 El Naturalista Angkor N974 $170.00 NEW! Danner - Forest Heights II Danner Forest Heights II $290.00 Rated: 2 stars! NEW!
Blowfish - Thorpe Blowfish Thorpe $49.00 NEW! Blowfish - Thorpe Blowfish Thorpe $49.00 NEW! Dr. Martens - Norris Dr. Martens Norris $140.00 NEW! Dr. Martens - Norris Dr. Martens Norris $140.00 NEW!
Red Wing Heritage - Foreman Chukka Red Wing Heritage Foreman Chukka $290.00 NEW! Red Wing Heritage - Foreman Chukka Red Wing Heritage Foreman Chukka $290.00 NEW! Blowfish - Thorpe Blowfish Thorpe $49.00 NEW! To Boot New York - Cory To Boot New York Cory $395.00 NEW!
SKECHERS - Expected Bremo SKECHERS Expected Bremo $73.00 NEW! Deer Stags - Mean Deer Stags Mean $80.00 Rated: 3 stars! NEW! Merrell - Veranda Lace Merrell Veranda Lace $160.00 NEW! Merrell - Veranda Lace Merrell Veranda Lace $160.00 NEW!
Clarks - Desert Boot Clarks Desert Boot $130.00 Rated: 5 stars! Florsheim - Rockit Chukka Boot Florsheim Rockit Chukka Boot $135.00 Rated: 4 stars! Robert Wayne - Brent Robert Wayne Brent $45.00 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! Rockport - Ledge Hill 2 Chukka Boot Rockport Ledge Hill 2 Chukka Boot $149.95 Rated: 4 stars! Timberland - Earthkeepers® City Lite Waterproof Chukka Timberland Earthkeepers® City Lite Waterproof Chukka $120.00 Rated: 4 stars! Clarks - Desert Boot Clarks Desert Boot $130.00 Rated: 5 stars!
Clarks - Senner Ave Clarks Senner Ave $90.00 Rated: 4 stars! Munro American - Sloane Munro American Sloane $200.00 Rated: 5 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!
Blowfish - Thorpe Blowfish Thorpe $49.00 Nunn Bush - Dodge Wing Tip Chukka Boot Nunn Bush Dodge Wing Tip Chukka Boot $68.00 Rated: 4 stars! Steve Madden - Tristt Steve Madden Tristt $100.00 Rated: 5 stars! Dr. Martens - Mayport 2-Eye Desert Boot Dr. Martens Mayport 2-Eye Desert Boot $70.00 Rated: 5 stars!
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! Cole Haan - Pinch Weekender Chukka Cole Haan Pinch Weekender Chukka $100.00 Clarks - Senner Ave Clarks Senner Ave $90.00 Rated: 4 stars!
Robert Wayne - Brent Robert Wayne Brent $45.00 Rated: 4 stars! Rockport - Ledge Hill 2 Chukka Boot Rockport Ledge Hill 2 Chukka Boot $150.00 Rated: 4 stars! Timberland - Earthkeepers® Kempton Chukka Timberland Earthkeepers® Kempton Chukka $140.00 Ben Sherman - Vince Suede Ben Sherman Vince Suede $81.00
Clarks - Jink Desert Clarks Jink Desert $115.00 Rated: 5 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! Dunham - REVdash Dunham REVdash $150.00 Rated: 4 stars!
Nunn Bush - Dodge Wing Tip Chukka Boot Nunn Bush Dodge Wing Tip Chukka Boot $68.00 Rated: 4 stars! Merrell - Veranda Lace Merrell Veranda Lace $160.00 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!
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! ECCO - Contoured Low Cut Boot ECCO Contoured Low Cut Boot $200.00 Rated: 5 stars! Dr. Martens - Mayport 2-Eye Desert Boot Dr. Martens Mayport 2-Eye Desert Boot $70.00 Rated: 5 stars!
Ben Sherman - Vince Suede Ben Sherman Vince Suede $81.00 Steve Madden - Heston1 Steve Madden Heston1 $95.00 Rated: 4 stars! Vasque - Summit GTX Vasque Summit GTX $219.95 Rated: 4 stars! Rockport - RocSports Lite ZoneCush Plain Toe Boot Rockport RocSports Lite ZoneCush Plain Toe Boot $120.00 Rated: 5 stars!
Cole Haan - Pinch Weekender Chukka Cole Haan Pinch Weekender Chukka $100.00 Steve Madden - Heston1 Steve Madden Heston1 $95.00 Rated: 4 stars! Clarks - Desert Boot Clarks Desert Boot $130.00 Rated: 5 stars! Wolverine - Orville Desert Boot Wolverine Orville Desert Boot $160.00 Rated: 5 stars!
Dr. Martens - Mayport 2-Eye Desert Boot Dr. Martens Mayport 2-Eye Desert Boot $70.00 Rated: 5 stars! Caterpillar - Caine Mid Caterpillar Caine Mid $150.00 Wolverine - Orville Desert Boot Wolverine Orville Desert Boot $160.00 Rated: 5 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! Rockport - Rocsports Lite - Es Waterproof Mocc Toe Mudguard Boot Rockport Rocsports Lite - Es Waterproof Mocc Toe Mudguard Boot $150.00 Rated: 4 stars! Volcom - Del Mesa 2 Volcom Del Mesa 2 $85.00 Rated: 5 stars! Caterpillar - Caine Mid Caterpillar Caine Mid $150.00
Florsheim - Jet Chukka Boot Florsheim Jet Chukka Boot $135.00 Rated: 4 stars! Munro American - Sloane Munro American Sloane $200.00 Rated: 5 stars! Cole Haan - Copley Chukka Boot Cole Haan Copley Chukka Boot $168.00 Rated: 5 stars! Clarks - Jink Desert Clarks Jink Desert $115.00 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! ECCO - Harold Plain Toe Boot ECCO Harold Plain Toe Boot $170.00 Cole Haan - Grover Chukka Cole Haan Grover Chukka $228.00
Ben Sherman - Vince Suede Ben Sherman Vince Suede $81.00 Dunham - REVdash Dunham REVdash $150.00 Rated: 4 stars! Rockport - RocSports Lite ZoneCush Plain Toe Boot Rockport RocSports Lite ZoneCush Plain Toe Boot $120.00 Rated: 5 stars! Wolky - Jacquerie Wolky Jacquerie $204.00 Rated: 5 stars!
Rockport - Ledge Hill 2 Chukka Boot Rockport Ledge Hill 2 Chukka Boot $150.00 Rated: 4 stars! Steve Madden - Tristt Steve Madden Tristt $100.00 Rated: 5 stars! Steve Madden - Jayy Steve Madden Jayy $100.00 Rated: 1 stars! Dr. Martens Work - Burnham ST 6 Tie Boot Dr. Martens Work Burnham ST 6 Tie Boot $135.00 Rated: 4 stars!
Zappos Family Core Value:

10. Be Humble