Available 24/7 at (800) 927-7671 Join Zappos Rewards: 3X Points + Expedited Shipping!*

Join Zappos Rewards: 3X Points + Expedited Shipping!*

My Cart

“chukka and Boots” we found 2132 items!

Choose a
  • Product Type
to sort results
Show Filters
View More Like This Stuart Weitzman - Highland
Stuart Weitzman Highland $798.00 $477.99 Rated: 5 stars!
View More Like This Stuart Weitzman - Highland
Stuart Weitzman Highland $798.00 $477.99 Rated: 5 stars!
View More Like This SOREL - Joan Of Arctic Wedge Mid
SOREL Joan Of Arctic Wedge Mid $250.00 Rated: 5 stars!
View More Like This Stuart Weitzman - Highland
Stuart Weitzman Highland $798.00 $477.99 Rated: 5 stars!

View More Like This Lowa - Renegade GTX® Mid
Lowa Renegade GTX® Mid $230.00 Rated: 5 stars!
View More Like This Lowa - Renegade GTX® Mid
Lowa Renegade GTX® Mid $230.00 Rated: 4 stars!
View More Like This Frye - Melissa Button
Frye Melissa Button $368.00 $249.99 Rated: 5 stars!
SOREL - Lea Wedge
SOREL Lea Wedge $200.00 Rated: 5 stars!
NEW!

View More Like This ECCO - Track II GTX High
ECCO Track II GTX High $240.00 Rated: 4 stars!
View More Like This Hoka One One - Tor Ultra Hi WP
Hoka One One Tor Ultra Hi WP $230.00 Rated: 5 stars!
View More Like This Frye - Melissa Button Back Zip
Frye Melissa Button Back Zip $388.00 $249.99 Rated: 4 stars!
View More Like This Corral Boots - A1094
Corral Boots A1094 $209.00 Rated: 5 stars!

View More Like This Frye - Melissa Button Short
Frye Melissa Button Short $298.00 $219.99 Rated: 5 stars!
View More Like This Salomon - Quest 4D 2 GTX®
Salomon Quest 4D 2 GTX® $230.00 Rated: 5 stars!
View More Like This Frye - Melissa Button
Frye Melissa Button $368.00 $249.99 Rated: 5 stars!
View More Like This Salomon - Quest 4D 2 GTX®
Salomon Quest 4D 2 GTX® $240.00 Rated: 5 stars!

View More Like This Frye - Smith Engineer
Frye Smith Engineer $318.00 $222.99 Rated: 4 stars!
View More Like This Blundstone - BL584
Blundstone BL584 $209.95 Rated: 5 stars!
View More Like This Cole Haan - Zerogrand Stitchout Chukka
Cole Haan Zerogrand Stitchout Chukka $280.00 Rated: 5 stars!
View More Like This Scarpa - R-Evolution GTX®
Scarpa R-Evolution GTX® $239.00 Rated: 5 stars!

View More Like This Frye - Naomi Pickstitch Shootie
Frye Naomi Pickstitch Shootie $328.00 $229.99 Rated: 5 stars!
SOREL - Lea Wedge
SOREL Lea Wedge $200.00 Rated: 5 stars!
NEW!
SOREL - Lea Wedge
SOREL Lea Wedge $200.00 Rated: 5 stars!
NEW!
View More Like This Frye - Melissa Button Short
Frye Melissa Button Short $298.00 $219.99 Rated: 5 stars!

ECCO - Kenton Chelsea Boot
ECCO Kenton Chelsea Boot $220.00
View More Like This Frye - Melissa Button
Frye Melissa Button $368.00 $249.99 Rated: 5 stars!
View More Like This Munro - Lexi
Munro Lexi $225.00 Rated: 4 stars!
View More Like This Keen Utility - MT Vernon Mid
Keen Utility MT Vernon Mid $200.00 Rated: 5 stars!

View More Like This Scarpa - Zodiac Tech GTX
Scarpa Zodiac Tech GTX $290.00 $202.99
View More Like This Frye - Tyler Lace Up
Frye Tyler Lace Up $318.00 Rated: 4 stars!
View More Like This Blundstone - BL566
Blundstone BL566 $209.95 Rated: 5 stars!
View More Like This Red Wing Heritage - 6
Red Wing Heritage 6" Iron Ranger Lug $320.00 Rated: 5 stars!

View More Like This Lowa - Renegade GTX® Mid
Lowa Renegade GTX® Mid $230.00 Rated: 5 stars!
View More Like This Salomon - Quest 4D 2 GTX®
Salomon Quest 4D 2 GTX® $240.00 Rated: 5 stars!
View More Like This Munro - Sloane
Munro Sloane $210.00 Rated: 4 stars!
View More Like This Wolverine - Original 1000 Mile 6
Wolverine Original 1000 Mile 6" Boot $365.00 Rated: 5 stars!

View More Like This Frye - Paige Tall Riding
Frye Paige Tall Riding $388.00 $270.99 Rated: 4 stars!
View More Like This Frye - Paige Tall Riding
Frye Paige Tall Riding $388.00 $270.99 Rated: 4 stars!
View More Like This Frye - Naomi Pickstitch Shootie
Frye Naomi Pickstitch Shootie $328.00 $229.99 Rated: 5 stars!
View More Like This adidas Outdoor - Terrex Fast GTX-Surround
adidas Outdoor Terrex Fast GTX-Surround $225.00 $202.99

View More Like This Frye - Jayden Button Tall
Frye Jayden Button Tall $398.00 $297.99 Rated: 4 stars!
View More Like This Danner - Mountain Light Cascade
Danner Mountain Light Cascade $359.95 Rated: 4 stars!
View More Like This Frye - Melissa Button Back Zip
Frye Melissa Button Back Zip $388.00 $249.99 Rated: 4 stars!
View More Like This Frye - Melissa Knotted Short
Frye Melissa Knotted Short $328.00 $219.99 Rated: 4 stars!

View More Like This Frye - Valerie 6
Frye Valerie 6 $428.00 $299.99 Rated: 5 stars!
Stuart Weitzman - Highland
Stuart Weitzman Highland $875.00 $499.99 Rated: 5 stars!
SOREL - Lea Wedge
SOREL Lea Wedge $200.00 Rated: 5 stars!
NEW!
SOREL - After Hours Bootie
SOREL After Hours Bootie $230.00
NEW!

View More Like This Frye - Veronica Combat
Frye Veronica Combat $278.00 $235.95 Rated: 4 stars!
View More Like This Frye - Melissa Button Back Zip
Frye Melissa Button Back Zip $388.00 $249.99 Rated: 4 stars!
View More Like This Stuart Weitzman - Tieland
Stuart Weitzman Tieland $798.00 Rated: 5 stars!
View More Like This Scarpa - SL Active
Scarpa SL Active $299.00 $209.99 Rated: 4 stars!

View More Like This Lucchese - M4999.S54
Lucchese M4999.S54 $339.00 Rated: 5 stars!
View More Like This Lucchese - Robyn
Lucchese Robyn $275.00 Rated: 5 stars!
View More Like This Frye - Sacha Moto Shootie
Frye Sacha Moto Shootie $278.00 Rated: 4 stars!
View More Like This UGG - Adirondack Boot II
UGG Adirondack Boot II $224.95 Rated: 5 stars!

View More Like This Stuart Weitzman - Highland
Stuart Weitzman Highland $798.00 $477.99 Rated: 5 stars!
Lowa - Lady Light GTX
Lowa Lady Light GTX $280.00 Rated: 5 stars!
View More Like This Lowa - Renegade Pro GTX Mid WS
Lowa Renegade Pro GTX Mid WS $250.00
View More Like This Frye - Tyler Double Zip
Frye Tyler Double Zip $348.00 $244.99 Rated: 4 stars!

View More Like This Corral Boots - A2663
Corral Boots A2663 $209.00 Rated: 5 stars!
View More Like This Vasque - Sundowner GTX
Vasque Sundowner GTX $219.99 Rated: 4 stars!
View More Like This Lowa - Zephyr GTX Mid TF
Lowa Zephyr GTX Mid TF $200.00 Rated: 4 stars!
View More Like This Frye - Jones Chelsea
Frye Jones Chelsea $328.00 $229.99 Rated: 4 stars!

View More Like This Frye - Melissa Button Boot Extended
Frye Melissa Button Boot Extended $368.00 $249.99 Rated: 4 stars!
SOREL - After Hours Mid
SOREL After Hours Mid $270.00
NEW!
View More Like This Lowa - Innox GTX Mid TF
Lowa Innox GTX Mid TF $220.00
View More Like This Frye - Shirley Over-The-Knee Riding
Frye Shirley Over-The-Knee Riding $498.00 $299.99 Rated: 5 stars!

View More Like This Wolverine - 1000 Mile Montague Chelsea Boot
Wolverine 1000 Mile Montague Chelsea Boot $295.00 Rated: 3 stars!
View More Like This Rockport Cobb Hill Collection - Cobb Hill Rayna Wide Calf
Rockport Cobb Hill Collection Cobb Hill Rayna Wide Calf $219.95 Rated: 4 stars!
View More Like This Frye - Phillip Chukka
Frye Phillip Chukka $298.00 $209.99 Rated: 5 stars!
View More Like This UGG - Adirondack Boot II
UGG Adirondack Boot II $224.95 Rated: 5 stars!

View More Like This adidas Outdoor - Terrex Scope High GTX
adidas Outdoor Terrex Scope High GTX $225.00 $202.99
View More Like This Frye - Melissa Tall Riding
Frye Melissa Tall Riding $428.00 $259.99 Rated: 5 stars!
View More Like This Chippewa - Apache Lace Up
Chippewa Apache Lace Up $205.00 Rated: 5 stars!
View More Like This rag & bone - Margot Boot
rag & bone Margot Boot $495.00 Rated: 5 stars!
LUXURY

ECCO - Kenton Plain Toe Boot
ECCO Kenton Plain Toe Boot $220.00 Rated: 4 stars!
View More Like This Vasque - Sundowner GTX
Vasque Sundowner GTX $219.99 Rated: 4 stars!
Matisse - Gerald
Matisse Gerald $244.95
View More Like This Frye - Harness 8R
Frye Harness 8R $298.00 Rated: 5 stars!

View More Like This Rockport Cobb Hill Collection - Cobb Hill Christy
Rockport Cobb Hill Collection Cobb Hill Christy $229.95 Rated: 5 stars!
View More Like This Cole Haan - Rockland Boot
Cole Haan Rockland Boot $300.00 $209.99 Rated: 4 stars!
View More Like This Frye - Melissa Button Boot Extended
Frye Melissa Button Boot Extended $368.00 $249.99 Rated: 4 stars!
View More Like This Naot Footwear - Business
Naot Footwear Business $206.00 Rated: 5 stars!

View More Like This Ariat - Vaquera
Ariat Vaquera $249.95 Rated: 5 stars!
View More Like This Frye - Veronica Shortie
Frye Veronica Shortie $298.00 $249.99 Rated: 5 stars!
View More Like This Frye - Veronica Shortie
Frye Veronica Shortie $298.00 Rated: 5 stars!
View More Like This Red Wing Heritage - Foreman Chukka
Red Wing Heritage Foreman Chukka $290.00 Rated: 5 stars!

View More Like This Lowa - Renegade Pro GTX® Mid
Lowa Renegade Pro GTX® Mid $250.00 Rated: 4 stars!
View More Like This Red Wing Heritage - Work Chukka
Red Wing Heritage Work Chukka $260.00 Rated: 4 stars!
View More Like This Scarpa - Kailash GTX Lady
Scarpa Kailash GTX Lady $219.00 Rated: 5 stars!
View More Like This ECCO Sport - Rugged Track GTX High
ECCO Sport Rugged Track GTX High $250.00 Rated: 5 stars!

View More Like This La Sportiva - Core High GTX
La Sportiva Core High GTX $200.00 Rated: 4 stars!
View More Like This Salomon - Quest Origins 2 GTX
Salomon Quest Origins 2 GTX $270.00 $242.99
View More Like This Lowa - Renegade GTX® Mid
Lowa Renegade GTX® Mid $230.00 Rated: 4 stars!
View More Like This Frye - Melissa Button
Frye Melissa Button $368.00 $249.99 Rated: 5 stars!

View More Like This Frye - Melissa Button Short
Frye Melissa Button Short $298.00 $219.99 Rated: 5 stars!
View More Like This Dan Post - N'dependence
Dan Post N'dependence $264.95 Rated: 5 stars!
View More Like This Wolverine - Original 1000 Mile 6
Wolverine Original 1000 Mile 6" Boot $365.00 Rated: 5 stars!
View More Like This Red Wing Heritage - 6
Red Wing Heritage 6" Moc Toe Lug $270.00 Rated: 5 stars!

Thank You for Registering!

Now, don't miss out on the good stuff...