No Way! Free Next Day Shipping On Clothing M-F. Order Today, Wear It Tomorrow! Plus Free Returns. Learn More

“Men Boots” we found 441 items!

Choose a
  • Product Type
to sort results
Rockport - RocSports Lite 2 Chukka Rockport RocSports Lite 2 Chukka $120.00 Rated: 5 stars! NEW! Rockport - RocSports Lite 2 Chukka Rockport RocSports Lite 2 Chukka $120.00 Rated: 5 stars! NEW! Steve Madden - Harken Steve Madden Harken $85.00 Rated: 4 stars! NEW! Vivobarefoot - Porto Vivobarefoot Porto $300.00 Rated: 5 stars! NEW!
UGG - Alin UGG Alin $150.00 Rated: 4 stars! NEW! ECCO - Contoured Low Cut Boot ECCO Contoured Low Cut Boot $200.00 NEW! ECCO - Contoured Low Cut Boot ECCO Contoured Low Cut Boot $200.00 NEW! Salvatore Ferragamo - Pioneer Ankle Boot Salvatore Ferragamo Pioneer Ankle Boot $595.00 NEW!
Salvatore Ferragamo - Pioneer Ankle Boot Salvatore Ferragamo Pioneer Ankle Boot $595.00 NEW! Salvatore Ferragamo - Pioneer Ankle Boot Salvatore Ferragamo Pioneer Ankle Boot $595.00 NEW! Frye - Jack Lace Up Frye Jack Lace Up $328.00 NEW! Frye - Jack Lace Up Frye Jack Lace Up $328.00 NEW!
Frye - Jack Lace Up Frye Jack Lace Up $328.00 NEW! Oliberte - Mogado High Oliberte Mogado High $150.00 Rated: 5 stars! NEW! Calvin Klein - Ulysses Calvin Klein Ulysses $140.00 NEW! Calvin Klein - Ulysses Calvin Klein Ulysses $140.00 NEW!
Calvin Klein - Ulysses Calvin Klein Ulysses $140.00 NEW! Calvin Klein - Ulysses Calvin Klein Ulysses $140.00 NEW! a. testoni - Alloro Barbour Suede Chukka Boot a. testoni Alloro Barbour Suede Chukka Boot $530.00 NEW! SKECHERS - Superior Relaxed Fit Chukka 2 SKECHERS Superior Relaxed Fit Chukka 2 $79.95 NEW!
Armani Jeans - Leather Chukka Boot with Contrast Sole Armani Jeans Leather Chukka Boot with Contrast Sole $305.00 NEW! Gravati - 3 Eyelet Bison Chukka Gravati 3 Eyelet Bison Chukka $700.00 NEW! Steve Madden - Durvish Steve Madden Durvish $80.00 Rated: 4 stars! NEW! Steve Madden - Eastsyde Steve Madden Eastsyde $75.00 NEW!
H by Hudson - Cruise H by Hudson Cruise $245.00 NEW! H by Hudson - Cruise H by Hudson Cruise $245.00 NEW! Rockport - Ledge Hill 2 Chukka Boot Rockport Ledge Hill 2 Chukka Boot $150.00 NEW! Minnetonka - Camp Chukka Boot Minnetonka Camp Chukka Boot $99.95 NEW!
Stacy Adams - Cagney Stacy Adams Cagney $95.00 NEW! Polo Ralph Lauren - Torrington Chukka NT Polo Ralph Lauren Torrington Chukka NT $139.00 NEW! Polo Ralph Lauren - Torrington Chukka NT Polo Ralph Lauren Torrington Chukka NT $139.00 NEW! Polo Ralph Lauren - Torrington Chukka NT Polo Ralph Lauren Torrington Chukka NT $139.00 NEW!
Polo Ralph Lauren - Torrington Chukka NT Polo Ralph Lauren Torrington Chukka NT $139.00 NEW! Danner - Bull Run 102 Danner Bull Run 102 $280.00 NEW! Clarks - Desert Boot Clarks Desert Boot $130.00 Rated: 5 stars! Clarks - Desert Boot Clarks Desert Boot $130.00 Rated: 5 stars!
Clarks - Desert Boot Clarks Desert Boot $130.00 Rated: 5 stars! Clarks - Desert Boot Clarks Desert Boot $130.00 Rated: 5 stars! Clarks - Desert Boot Clarks Desert Boot $130.00 Rated: 5 stars! Clarks - Desert Boot Clarks Desert Boot $130.00 Rated: 5 stars!
Clarks - Desert Boot Clarks Desert Boot $130.00 Rated: 5 stars! Clarks - Desert Boot Clarks Desert Boot $130.00 Rated: 5 stars! John Varvatos - Hipster Chukka John Varvatos Hipster Chukka $119.99 $198.00 Rated: 4 stars! SALE! John Varvatos - Hipster Chukka John Varvatos Hipster Chukka $198.00 Rated: 4 stars!
John Varvatos - Hipster Chukka John Varvatos Hipster Chukka $139.99 $198.00 Rated: 4 stars! SALE! John Varvatos - Hipster Chukka John Varvatos Hipster Chukka $124.99 $198.00 Rated: 4 stars! SALE! Clarks - Desert Trek Clarks Desert Trek $120.00 Rated: 5 stars! Clarks - Desert Trek Clarks Desert Trek $120.00 Rated: 5 stars!
Clarks - Desert Trek Clarks Desert Trek $120.00 Rated: 5 stars! Bed Stu - Bryden Bed Stu Bryden $115.00 Rated: 4 stars! Bed Stu - Bryden Bed Stu Bryden $115.00 Rated: 4 stars! UGG - Kaldwell UGG Kaldwell $140.00 Rated: 5 stars!
UGG - Kaldwell UGG Kaldwell $140.00 Rated: 5 stars! UGG - Kaldwell UGG Kaldwell $140.00 Rated: 5 stars! Teva - Mush Atoll Chukka Teva Mush Atoll Chukka $56.00 $70.00 Rated: 4 stars! SALE! Born - Axe II Born Axe II $115.00 Rated: 4 stars!
Born - Axe II Born Axe II $115.00 Rated: 4 stars! Dr. Martens - Barnie Chukka Boot Dr. Martens Barnie Chukka Boot $120.00 Rated: 4 stars! Dr. Martens - Barnie Chukka Boot Dr. Martens Barnie Chukka Boot $120.00 Rated: 4 stars! Timberland - Earthkeepers® City Lite Chukka Timberland Earthkeepers® City Lite Chukka $100.00 Rated: 4 stars!
Timberland - Earthkeepers® City Lite Chukka Timberland Earthkeepers® City Lite Chukka $100.00 Rated: 4 stars! Dunham - Addison Dunham Addison $140.00 Rated: 5 stars! Dunham - Addison Dunham Addison $140.00 Rated: 5 stars! UGG - Leighton UGG Leighton $160.00 Rated: 4 stars!
UGG - Leighton UGG Leighton $160.00 Rated: 4 stars! UGG - Leighton UGG Leighton $160.00 Rated: 4 stars! SeaVees - 12/67 3 Eye Chukka SeaVees 12/67 3 Eye Chukka $178.00 Rated: 5 stars! SeaVees - 12/67 3 Eye Chukka SeaVees 12/67 3 Eye Chukka $178.00 Rated: 5 stars!
SeaVees - 12/67 3 Eye Chukka SeaVees 12/67 3 Eye Chukka $178.00 Rated: 5 stars! SeaVees - 12/67 3 Eye Chukka SeaVees 12/67 3 Eye Chukka $178.00 Rated: 5 stars! SeaVees - 12/67 3 Eye Chukka SeaVees 12/67 3 Eye Chukka $178.00 Rated: 5 stars! SeaVees - 12/67 3 Eye Chukka SeaVees 12/67 3 Eye Chukka $160.99 $178.00 Rated: 5 stars! SALE!
SeaVees - 12/67 3 Eye Chukka SeaVees 12/67 3 Eye Chukka $160.99 $178.00 Rated: 5 stars! SALE! Dr. Martens Work - Sussex Dr. Martens Work Sussex $75.99 $95.00 Rated: 2 stars! SALE! John Varvatos - Hipster Chukka John Varvatos Hipster Chukka $139.99 $198.00 Rated: 5 stars! SALE! John Varvatos - Hipster Chukka John Varvatos Hipster Chukka $139.99 $198.00 Rated: 5 stars! SALE!
Frye - Oliver Chukka Frye Oliver Chukka $258.00 Rated: 4 stars! Frye - Oliver Chukka Frye Oliver Chukka $258.00 Rated: 4 stars! Frye - Oliver Chukka Frye Oliver Chukka $258.00 Rated: 4 stars! Frye - Oliver Chukka Frye Oliver Chukka $258.00 Rated: 4 stars!
Frye - Oliver Chukka Frye Oliver Chukka $258.00 Rated: 4 stars! Frye - Oliver Chukka Frye Oliver Chukka $258.00 Rated: 4 stars! Red Wing Heritage - Work Chukka Red Wing Heritage Work Chukka $260.00 Rated: 5 stars! Red Wing Heritage - Work Chukka Red Wing Heritage Work Chukka $260.00 Rated: 5 stars!
Red Wing Heritage - Work Chukka Red Wing Heritage Work Chukka $260.00 Rated: 5 stars! Red Wing Heritage - Work Chukka Red Wing Heritage Work Chukka $260.00 Rated: 5 stars! Red Wing Heritage - Work Chukka Red Wing Heritage Work Chukka $260.00 Rated: 5 stars! Dr. Martens Work - Ironbridge ST Dr. Martens Work Ironbridge ST $140.00 Rated: 4 stars!
Generic Surplus - Dom Generic Surplus Dom $90.99 $130.00 SALE! Sperry Top-Sider - Drifter Chukka Sperry Top-Sider Drifter Chukka $52.00 $65.00 Rated: 5 stars! SALE! Clarks - Senner Ave Clarks Senner Ave $100.00 Rated: 4 stars! Clarks - Senner Ave Clarks Senner Ave $100.00 Rated: 4 stars!
Clarks - Fulham Hi Clarks Fulham Hi $125.00 Rated: 5 stars! Merrell - Himavat Chukka Waterproof Merrell Himavat Chukka Waterproof $175.00 Rated: 5 stars! Merrell - Realm Chukka Merrell Realm Chukka $150.00 Rated: 5 stars! Merrell - Himavat Chukka Waterproof Merrell Himavat Chukka Waterproof $175.00 Rated: 5 stars!
Merrell - Realm Chukka Merrell Realm Chukka $150.00 Rated: 5 stars! Cole Haan - Glen Chukka Cole Haan Glen Chukka $159.99 $228.00 Rated: 5 stars! SALE! Cole Haan - Lunargrand Chukka Cole Haan Lunargrand Chukka $174.99 $248.00 Rated: 5 stars! SALE! Cole Haan - Glen Chukka Cole Haan Glen Chukka $159.99 $228.00 Rated: 5 stars! SALE!
Zappos Family Core Value:

10. Be Humble