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

“chukka and Men Boots” we found 444 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.

Steve Madden - Hamilten Steve Madden Hamilten $59.99 Rated: 4 stars! Steve Madden - Gungho Steve Madden Gungho $60.00 Steve Madden - Gizmo Steve Madden Gizmo $65.00 Steve Madden - Gizmo Steve Madden Gizmo $65.00 NEW!
Steve Madden - Wiley Steve Madden Wiley $65.00 Lugz - Chukka Lugz Chukka $75.00 Nunn Bush - Woodbury Nunn Bush Woodbury $75.00 Rated: 5 stars! Steve Madden - Eastsyde Steve Madden Eastsyde $75.00
NoSoX - Chukka NoSoX Chukka $79.99 Rated: 4 stars! Teva - Mush Atoll Chukka Luxe Teva Mush Atoll Chukka Luxe $80.00 Deer Stags - Seattle Deer Stags Seattle $80.00 Rated: 5 stars! Lugz - Corbin Mid Lugz Corbin Mid $80.00 Rated: 1 stars!
Volcom - Del Mesa Volcom Del Mesa $80.00 Volcom - Del Mesa Volcom Del Mesa $80.00 NEW! Crocs - Beach Line Boat Chukka Crocs Beach Line Boat Chukka $80.00 NEW! Lugz - Strutt Lugz Strutt $82.00 Rated: 5 stars!
Lugz - Strutt Lugz Strutt $82.00 Rated: 5 stars! Lugz - Strutt Lugz Strutt $82.00 Rated: 5 stars! Steve Madden - Hestonn Steve Madden Hestonn $85.00 Rated: 4 stars! Steve Madden - Hestonn Steve Madden Hestonn $85.00 Rated: 4 stars!
Steve Madden - Hestonn Steve Madden Hestonn $85.00 Rated: 4 stars! Bass - Plano Bass Plano $85.00 NEW! Nunn Bush - Dodge Nunn Bush Dodge $85.00 Nunn Bush - Dodge Nunn Bush Dodge $85.00
Nunn Bush - Dodge Nunn Bush Dodge $85.00 Nunn Bush - Dodge Nunn Bush Dodge $85.00 Wolverine - Karl Moc-Toe Chukka Wolverine Karl Moc-Toe Chukka $86.00 Rated: 5 stars! Bass - Plano Bass Plano $89.00
Bass - Plano Bass Plano $89.00 Steve Madden - Handler Steve Madden Handler $90.00 Steve Madden - Handler Steve Madden Handler $90.00 Steve Madden - Handler Steve Madden Handler $90.00
Dr. Martens Work - Sussex Dr. Martens Work Sussex $95.00 Rated: 2 stars! Wolverine - Cabor EPX™ PC Dry Waterproof Chukka - Composite Toe Wolverine Cabor EPX™ PC Dry Waterproof Chukka - Composite Toe $96.00 Kenneth Cole Reaction - Desert Sun Kenneth Cole Reaction Desert Sun $98.00 NEW! Kenneth Cole Reaction - Desert Sun Kenneth Cole Reaction Desert Sun $98.00 NEW!
Born - Harrison Born Harrison $99.00 Rated: 4 stars! Minnetonka - Camp Chukka Boot Minnetonka Camp Chukka Boot $99.95 Rated: 5 stars! Eastland - Seneca Camp Moc Chukka Boot Eastland Seneca Camp Moc Chukka Boot $100.00 Rated: 5 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! Clarks - Senner Ave Clarks Senner Ave $100.00 Rated: 4 stars! Clarks - Senner Ave Clarks Senner Ave $100.00 Rated: 4 stars! Dr. Scholl's - Da Capo - Original Collection Dr. Scholl's Da Capo - Original Collection $100.00
The North Face - Base Camp Leather Chukka The North Face Base Camp Leather Chukka $100.00 The North Face - Base Camp Leather Chukka The North Face Base Camp Leather Chukka $100.00 Patagonia - Japhy Patagonia Japhy $102.00 Rockport - Essential Details Waterproof Dress Chukka Rockport Essential Details Waterproof Dress Chukka $110.00 Rated: 4 stars!
Rockport - Essential Details Waterproof Dress Chukka Rockport Essential Details Waterproof Dress Chukka $110.00 Rated: 4 stars! Mark Nason SKECHERS - Morley Mark Nason SKECHERS Morley $110.00 Rated: 5 stars! Born - Asten Born Asten $110.00 NEW! Born - Asten Born Asten $110.00 NEW!
Born - Eldan Born Eldan $114.00 Rated: 4 stars! Irish Setter - 83612 6 Irish Setter 83612 6" Steel Toe Hiker $114.99 Rated: 5 stars! Born - Axe II Born Axe II $115.00 Rated: 4 stars! Born - Axe II Born Axe II $115.00 Rated: 4 stars!
Cushe - Prospector Cushe Prospector $115.00 Rated: 4 stars! Hush Puppies - Aquaice Wallaboot Hush Puppies Aquaice Wallaboot $115.00 Hush Puppies - Aquaice Wallaboot Hush Puppies Aquaice Wallaboot $115.00 Hush Puppies - Aquaice Wallaboot Hush Puppies Aquaice Wallaboot $115.00
Hush Puppies - Aquaice Wallaboot Hush Puppies Aquaice Wallaboot $115.00 Florsheim - HiFi Moc Boot Florsheim HiFi Moc Boot $115.00 Florsheim - HiFi Moc Boot Florsheim HiFi Moc Boot $115.00 Florsheim - HiFi Moc Boot Florsheim HiFi Moc Boot $115.00
Florsheim - HiFi Moc Boot Florsheim HiFi Moc Boot $115.00 Born - Twain Born Twain $119.00 Rated: 4 stars! Born - Twain Born Twain $119.00 Rated: 4 stars! 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! Florsheim - Doon Chukka Florsheim Doon Chukka $120.00 Rated: 4 stars! Florsheim - Doon Chukka Florsheim Doon Chukka $120.00 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! Chrome - 415 Workboot Chrome 415 Workboot $120.00 Timberland - Earthkeepers® City Lite Waterproof Chukka Timberland Earthkeepers® City Lite Waterproof Chukka $120.00 Rated: 5 stars!
Timberland - Earthkeepers® City Lite Waterproof Chukka Timberland Earthkeepers® City Lite Waterproof Chukka $120.00 Rated: 5 stars! Rockport - RocSports Lite 2 Chukka Rockport RocSports Lite 2 Chukka $120.00 Rated: 5 stars! Rockport - Rugged Bucks Waterproof Boot Rockport Rugged Bucks Waterproof Boot $120.00 Rated: 3 stars! Rockport - RocSports Lite 2 Chukka Rockport RocSports Lite 2 Chukka $120.00 Rated: 5 stars!
Roper - Performance 2-Eyelet Ankle Boot Roper Performance 2-Eyelet Ankle Boot $120.00 Rated: 4 stars! Roper - Siped Outsole Performance Ankle Boot Roper Siped Outsole Performance Ankle Boot $120.00 Rated: 4 stars! Roper - Siped Outsole Performance Ankle Boot Roper Siped Outsole Performance Ankle Boot $120.00 Rated: 4 stars! Rockport - RocSports Lite 2 Chukka Rockport RocSports Lite 2 Chukka $120.00 Rated: 5 stars!
Rockport - RocSports Lite 2 Chukka Rockport RocSports Lite 2 Chukka $120.00 Rated: 5 stars! Sperry Top-Sider - Harbor Chukka Boot Sperry Top-Sider Harbor Chukka Boot $120.00 NEW! Patagonia - Japhy Patagonia Japhy $120.00 SOREL - Greely™ Chukka SOREL Greely™ Chukka $120.00 Rated: 4 stars!
Clarks - Raspin Limit Clarks Raspin Limit $120.00 NEW! Clarks - Raspin Limit Clarks Raspin Limit $120.00 NEW! Rockport - RocSports Lite ZoneCush Plain Toe Boot Rockport RocSports Lite ZoneCush Plain Toe Boot $120.00 Rated: 5 stars! Rockport - RocSports Lite ZoneCush Plain Toe Boot Rockport RocSports Lite ZoneCush Plain Toe Boot $120.00 Rated: 5 stars!
Rockport - RocSports Lite ZoneCush Plain Toe Boot Rockport RocSports Lite ZoneCush Plain Toe Boot $120.00 Rated: 5 stars! Rockport - RocSports Lite ZoneCush Plain Toe Boot Rockport RocSports Lite ZoneCush Plain Toe Boot $120.00 Rated: 5 stars! Vince Camuto - Armond Vince Camuto Armond $120.00 NEW! Vince Camuto - Armond Vince Camuto Armond $120.00 NEW!
GUESS - Tiverton GUESS Tiverton $120.00 GUESS - Tiverton GUESS Tiverton $120.00 Florsheim - Doon Chukka Florsheim Doon Chukka $120.00 Rated: 4 stars! NEW! ALDO - Gustav ALDO Gustav $120.00
Zappos Family Core Value:

10. Be Humble