Available 24/7 at (800) 927-7671

Join Zappos Rewards & Get Expedited Shipping + Earn Points on Every Order!

My Cart

“casual and Men Boots” we found 1206 items!

Choose a
  • Product Type
to sort results
Show Filters
View More Like This Caterpillar Casual - Abe Canvas II
Caterpillar Casual Abe Canvas II MSRP: $150.00 $129.99
View More Like This Caterpillar Casual - Abe Canvas II
Caterpillar Casual Abe Canvas II MSRP: $150.00 $129.99
View More Like This Caterpillar Casual - Mitch
Caterpillar Casual Mitch $90.00 Rated: 5 stars!
View More Like This Caterpillar Casual - Abe Canvas II
Caterpillar Casual Abe Canvas II $130.00

View More Like This Caterpillar Casual - Gridiron Lite
Caterpillar Casual Gridiron Lite $100.00
NEW!
View More Like This Caterpillar Casual - Abe TX
Caterpillar Casual Abe TX $151.95 Rated: 4 stars!
View More Like This Caterpillar Casual - Drover Ice + Waterproof TX
Caterpillar Casual Drover Ice + Waterproof TX $150.00
View More Like This Caterpillar Casual - Theorem
Caterpillar Casual Theorem $100.00

View More Like This Caterpillar Casual - Abe Canvas II
Caterpillar Casual Abe Canvas II $130.00
View More Like This Caterpillar Casual - Chronicle
Caterpillar Casual Chronicle $120.00 Rated: 2 stars!
View More Like This Caterpillar Casual - Chronicle
Caterpillar Casual Chronicle $120.00 Rated: 2 stars!
View More Like This Caterpillar Casual - Chronicle
Caterpillar Casual Chronicle $120.00 Rated: 2 stars!

View More Like This Caterpillar Casual - Stiction Hiker Waterproof Ice+
Caterpillar Casual Stiction Hiker Waterproof Ice+ $165.00 Rated: 5 stars!
View More Like This Caterpillar Casual - Stiction Hiker Waterproof Ice+
Caterpillar Casual Stiction Hiker Waterproof Ice+ $165.00 Rated: 5 stars!
View More Like This Caterpillar Casual - Drover Ice + Waterproof TX
Caterpillar Casual Drover Ice + Waterproof TX $150.00
View More Like This Caterpillar Casual - Basis
Caterpillar Casual Basis $120.00

View More Like This Caterpillar Casual - Doubleday
Caterpillar Casual Doubleday $100.00
View More Like This Caterpillar Casual - Deplete Waterproof
Caterpillar Casual Deplete Waterproof $110.00
View More Like This Caterpillar Casual - Trey
Caterpillar Casual Trey $109.99
View More Like This Caterpillar Casual - Trey
Caterpillar Casual Trey $109.99

View More Like This Caterpillar Casual - Orson II
Caterpillar Casual Orson II MSRP: $150.00 $129.99
View More Like This Caterpillar Casual - Orson II
Caterpillar Casual Orson II $130.00
View More Like This Caterpillar Casual - Trey
Caterpillar Casual Trey $110.00
View More Like This Caterpillar Casual - Elston Waterproof
Caterpillar Casual Elston Waterproof MSRP: $105.00 $84.99 Rated: 3 stars!

View More Like This Caterpillar Casual - Glenrock Mid
Caterpillar Casual Glenrock Mid $119.99
View More Like This Caterpillar Casual - Brahm
Caterpillar Casual Brahm $125.00
View More Like This Caterpillar Casual - Glenrock Mid
Caterpillar Casual Glenrock Mid $120.00
View More Like This Caterpillar Casual - Cognate Mid
Caterpillar Casual Cognate Mid $110.00

View More Like This Nunn Bush - Galloway Plain Toe Chukka Boot
Nunn Bush Galloway Plain Toe Chukka Boot MSRP: $85.00 $67.95 Rated: 4 stars!
View More Like This Nunn Bush - Galloway Plain Toe Chukka Boot
Nunn Bush Galloway Plain Toe Chukka Boot MSRP: $80.00 $63.95 Rated: 4 stars!
View More Like This Lowa - Renegade GTX® Mid
Lowa Renegade GTX® Mid $230.00 Rated: 4 stars!
View More Like This Florsheim - Navigator Chukka Boot
Florsheim Navigator Chukka Boot MSRP: $119.95 $107.96 Rated: 4 stars!

View More Like This Frye - Sam Chukka
Frye Sam Chukka MSRP: $298.00 $267.99 Rated: 5 stars!
View More Like This Rockport - Gentlemen's Boot Moc Mid Waterproof
Rockport Gentlemen's Boot Moc Mid Waterproof MSRP: $149.95 $119.99 Rated: 4 stars!
View More Like This ECCO - Aurora Boot
ECCO Aurora Boot MSRP: $210.00 $172.20 Rated: 4 stars!
View More Like This Sebago - Smyth Chukka
Sebago Smyth Chukka MSRP: $149.95 $104.99

View More Like This Nunn Bush - Galloway Plain Toe Chukka Boot
Nunn Bush Galloway Plain Toe Chukka Boot MSRP: $80.00 $63.95 Rated: 4 stars!
View More Like This Born - Elk
Born Elk $110.00
View More Like This Cole Haan - GrandPro Chukka
Cole Haan GrandPro Chukka MSRP: $150.00 $119.99 Rated: 4 stars!
View More Like This Allen Edmonds - Higgins Mill
Allen Edmonds Higgins Mill $395.00 Rated: 5 stars!

View More Like This Lowa - Renegade GTX® Mid
Lowa Renegade GTX® Mid $230.00 Rated: 4 stars!
View More Like This Blundstone - BL062
Blundstone BL062 $179.95 Rated: 4 stars!
View More Like This Frye - Weston Inside Zip
Frye Weston Inside Zip $398.00
View More Like This Dunham - Johnson Chukka Waterproof
Dunham Johnson Chukka Waterproof $149.95 Rated: 4 stars!

View More Like This Frye - Jones Lace-Up
Frye Jones Lace-Up MSRP: $348.00 $279.99
View More Like This Ariat - Spitfire
Ariat Spitfire $99.95 Rated: 5 stars!
View More Like This ECCO - Aurora Boot
ECCO Aurora Boot MSRP: $210.00 $151.20 Rated: 4 stars!
Frye - Weston Chukka
Frye Weston Chukka MSRP: $378.00 $264.99 Rated: 5 stars!

Frye - Weston Chukka
Frye Weston Chukka MSRP: $378.00 $264.99 Rated: 5 stars!
View More Like This Sperry - Gold Crepe Chukka Suede
Sperry Gold Crepe Chukka Suede $219.95
View More Like This Lowa - Renegade GTX® Mid
Lowa Renegade GTX® Mid $230.00 Rated: 4 stars!
View More Like This Dockers - Tussock Chukka
Dockers Tussock Chukka MSRP: $100.00 $69.95 Rated: 4 stars!

View More Like This Frye - Jones Chelsea
Frye Jones Chelsea MSRP: $328.00 $262.99 Rated: 4 stars!
View More Like This Born - Elk
Born Elk $110.00
View More Like This SKECHERS - Solden - Castano
SKECHERS Solden - Castano MSRP: $80.00 $55.99 Rated: 5 stars!
View More Like This UGG - Cali Chukka
UGG Cali Chukka $199.95

View More Like This Sperry - Gold Crepe Chukka Suede
Sperry Gold Crepe Chukka Suede $219.95
View More Like This Frye - Will Chukka
Frye Will Chukka $328.00 Rated: 5 stars!
View More Like This Dunham - Exeter Gore-Tex® Moc Toe Chukka Waterproof
Dunham Exeter Gore-Tex® Moc Toe Chukka Waterproof $199.95 Rated: 4 stars!
View More Like This Frye - Sam Chelsea
Frye Sam Chelsea $298.00

View More Like This Frye - Sam Chelsea
Frye Sam Chelsea $298.00
View More Like This Frye - Jones Chelsea
Frye Jones Chelsea MSRP: $328.00 $229.99 Rated: 4 stars!
View More Like This Frye - Weston Inside Zip
Frye Weston Inside Zip $398.00
View More Like This Frye - Jones Lace-Up
Frye Jones Lace-Up MSRP: $348.00 $244.99

View More Like This Frye - Sam Chelsea
Frye Sam Chelsea MSRP: $298.00 $209.99
View More Like This Ted Baker - Camroon 4
Ted Baker Camroon 4 $250.00 Rated: 2 stars!
View More Like This Ted Baker - Camroon 4
Ted Baker Camroon 4 $250.00 Rated: 2 stars!
View More Like This Wolverine - 1000 Mile Montague Chelsea Boot
Wolverine 1000 Mile Montague Chelsea Boot MSRP: $295.00 $199.00 Rated: 3 stars!

View More Like This Mark Nason - Mulligan
Mark Nason Mulligan $110.00 Rated: 5 stars!
View More Like This Laredo - Pinehurst
Laredo Pinehurst $124.95 Rated: 2 stars!
View More Like This Ariat - Spitfire
Ariat Spitfire $99.95 Rated: 5 stars!
View More Like This Jambu - Rushmore Water-Resistant
Jambu Rushmore Water-Resistant MSRP: $169.00 $117.99 Rated: 5 stars!

View More Like This Frye - Jones Chelsea
Frye Jones Chelsea $328.00 Rated: 4 stars!
View More Like This Ariat - Spitfire
Ariat Spitfire $99.95 Rated: 5 stars!
View More Like This Born - Elk
Born Elk $110.00
View More Like This SKECHERS - Solden - Castano
SKECHERS Solden - Castano MSRP: $80.00 $55.99 Rated: 5 stars!

View More Like This UGG - Cali Chukka
UGG Cali Chukka $199.95
View More Like This UGG - Cali Chukka
UGG Cali Chukka $199.95
View More Like This Vince - Frederick
Vince Frederick $350.00
LUXURY
View More Like This Mephisto - Darwin
Mephisto Darwin $319.00

View More Like This Laredo - Hoxie
Laredo Hoxie $114.95 Rated: 3 stars!
View More Like This Kenneth Cole New York - Design 104352
Kenneth Cole New York Design 104352 MSRP: $195.00 $135.99
View More Like This Roper - High County Cruisers
Roper High County Cruisers $89.95
View More Like This Allen Edmonds - Higgins Mill
Allen Edmonds Higgins Mill MSRP: $395.00 $275.99 Rated: 5 stars!

rag & bone - Spencer Chelsea Boots
rag & bone Spencer Chelsea Boots $495.00 Rated: 5 stars!
LUXURY
View More Like This UGG - Cali Chukka
UGG Cali Chukka $199.95
View More Like This UGG - Cali Chukka
UGG Cali Chukka $199.95
View More Like This Wolverine - 1000 Mile Montague Chelsea Boot
Wolverine 1000 Mile Montague Chelsea Boot MSRP: $295.00 $199.00 Rated: 3 stars!

View More Like This Sebago - Smyth Chukka
Sebago Smyth Chukka MSRP: $149.95 $104.99
View More Like This Pajar CANADA - Tipus
Pajar CANADA Tipus MSRP: $175.00 $139.99
View More Like This Frye - Jones Lace-Up
Frye Jones Lace-Up $348.00
View More Like This Volcom - Del Coasta Suede Shoe
Volcom Del Coasta Suede Shoe $110.00 Rated: 4 stars!

View More Like This Jambu - Rushmore Water-Resistant
Jambu Rushmore Water-Resistant MSRP: $169.00 $117.99 Rated: 5 stars!
Frye - Jones Chukka
Frye Jones Chukka MSRP: $328.00 $229.99
Frye - Jones Chukka
Frye Jones Chukka MSRP: $328.00 $229.99
BUGATCHI - Pistoia Sneaker
BUGATCHI Pistoia Sneaker $285.00

View More Like This Bed Stu - Bradley
Bed Stu Bradley $295.00 Rated: 5 stars!
View More Like This Ariat - Spitfire Low
Ariat Spitfire Low $89.95
View More Like This Vince - Boulder
Vince Boulder MSRP: $350.00 $244.99 Rated: 5 stars!
LUXURY
View More Like This Magnanni - Saxon
Magnanni Saxon $450.00 Rated: 5 stars!

Thank You for Registering!

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