“chukka and Men Boots” we found 270 items!

Choose a
  • Product Type
to sort results
View More Like This Clarks - Desert Boot Clarks Desert Boot $130.00 Rated: 5 stars! View More Like This Rockport - Classic Break Chukka Rockport Classic Break Chukka $119.95 $109.95 Rated: 5 stars! View More Like This Nunn Bush - Galloway Plain Toe Chukka Boot Nunn Bush Galloway Plain Toe Chukka Boot $85.00 $68.00 Rated: 5 stars! View More Like This TOMS - Mateo Chukka Boot TOMS Mateo Chukka Boot $98.00 Rated: 5 stars!
View More Like This Clarks - Desert Boot Clarks Desert Boot $130.00 Rated: 5 stars! View More Like This Clarks - Desert Boot Clarks Desert Boot $130.00 Rated: 5 stars! View More Like This Clarks - Newkirk Top Clarks Newkirk Top $135.00 Rated: 5 stars! View More Like This Timberland - Earthkeepers® Brook Park Chukka Timberland Earthkeepers® Brook Park Chukka $110.00 Rated: 5 stars!
View More Like This Base London - Mortimer Base London Mortimer $120.00 View More Like This Rockport - Ledge Hill 2 Chukka Boot Rockport Ledge Hill 2 Chukka Boot $149.95 $139.95 Rated: 4 stars! View More Like This Rockport - Classic Break Chukka Rockport Classic Break Chukka $119.95 $109.95 Rated: 5 stars! View More Like This Nunn Bush - Galloway Plain Toe Chukka Boot Nunn Bush Galloway Plain Toe Chukka Boot $80.00 $64.00 Rated: 5 stars!
View More Like This Clarks - Franson Top Clarks Franson Top $115.00 View More Like This Wolverine - Cort Waterproof Leather Chukka Wolverine Cort Waterproof Leather Chukka $160.00 Rated: 5 stars! View More Like This Rockport - Rugged Bucks Moc Boot Waterproof Rockport Rugged Bucks Moc Boot Waterproof $119.95 $89.95 Rated: 3 stars! View More Like This Nunn Bush - Hawley Plain Toe Chukka Nunn Bush Hawley Plain Toe Chukka $95.00 $76.00 Rated: 4 stars!
View More Like This Vans - Desert Chukka Vans Desert Chukka $105.00 Rated: 5 stars! View More Like This Clarks - Wallabee Boot Clarks Wallabee Boot $140.00 Rated: 5 stars! View More Like This Dunham - Addison Dunham Addison $150.00 Rated: 4 stars! View More Like This Clarks - Desert Boot Clarks Desert Boot $130.00 Rated: 5 stars!
View More Like This Florsheim - Rockit Chukka Boot Florsheim Rockit Chukka Boot $134.95 Rated: 4 stars! View More Like This TOMS - Chukka Boot TOMS Chukka Boot $129.00 $102.99 Rated: 4 stars! View More Like This Timberland - Earthkeepers® Brook Park Chukka Timberland Earthkeepers® Brook Park Chukka $110.00 Rated: 5 stars! View More Like This Nunn Bush - Galloway Plain Toe Chukka Boot Nunn Bush Galloway Plain Toe Chukka Boot $80.00 $64.00 Rated: 5 stars!
View More Like This Giorgio Brutini - Arlo Giorgio Brutini Arlo $90.00 $80.99 Rated: 5 stars! View More Like This Florsheim - Rockit Chukka Boot Florsheim Rockit Chukka Boot $134.95 Rated: 4 stars! View More Like This Rockport - Prestige Point Chukka Rockport Prestige Point Chukka $174.95 Rated: 5 stars! View More Like This Rockport - Rugged Bucks Waterproof Boot Rockport Rugged Bucks Waterproof Boot $119.95 Rated: 4 stars!
View More Like This TOMS - Mateo Chukka Boot TOMS Mateo Chukka Boot $98.00 Rated: 5 stars! View More Like This Dunham - Addison Dunham Addison $150.00 Rated: 4 stars! View More Like This Dunham - Johnson Chukka Dunham Johnson Chukka $145.00 Rated: 4 stars! View More Like This Wolverine - Orville Desert Boot Wolverine Orville Desert Boot $165.00 Rated: 5 stars!
View More Like This Nunn Bush - Hawley Plain Toe Chukka Nunn Bush Hawley Plain Toe Chukka $95.00 $76.00 Rated: 4 stars! View More Like This ECCO - Turn Gore-Tex Chukka Tie ECCO Turn Gore-Tex Chukka Tie $170.00 $144.99 Rated: 4 stars! View More Like This Dunham - REVdash Dunham REVdash $150.00 Rated: 4 stars! View More Like This Wolverine - Cort Waterproof Leather Chukka Wolverine Cort Waterproof Leather Chukka $160.00 Rated: 5 stars!
View More Like This Sperry Top-Sider - Dockyard Chukka Sperry Top-Sider Dockyard Chukka $150.00 $119.99 Rated: 5 stars! View More Like This TOMS - Mateo Chukka Boot TOMS Mateo Chukka Boot $119.00 $82.99 Rated: 5 stars! View More Like This Clarks - Desert Boot Clarks Desert Boot $130.00 Rated: 5 stars! View More Like This Wolverine - Francisco Chukka Wolverine Francisco Chukka $180.00 $144.99 Rated: 5 stars!
View More Like This TOMS - Mateo Chukka Boot TOMS Mateo Chukka Boot $119.00 $82.99 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 Dockers - Tussock Dockers Tussock $100.00 $69.95 Rated: 4 stars! View More Like This Nunn Bush - Galloway Plain Toe Chukka Boot Nunn Bush Galloway Plain Toe Chukka Boot $80.00 $64.00 Rated: 5 stars!
View More Like This Cole Haan - Barron Chukka Cole Haan Barron Chukka $200.00 Rated: 5 stars! View More Like This Timberland - Earthkeepers® Brook Park Chukka Timberland Earthkeepers® Brook Park Chukka $130.00 Rated: 5 stars! View More Like This Timberland - Earthkeepers® Brook Park Chukka Timberland Earthkeepers® Brook Park Chukka $130.00 Rated: 5 stars! View More Like This Rockport - Prestige Point Chukka Rockport Prestige Point Chukka $174.95 Rated: 5 stars!
View More Like This TOMS - Chukka Boot TOMS Chukka Boot $129.00 $90.99 Rated: 4 stars! View More Like This Cole Haan - Original Grand Chukka Cole Haan Original Grand Chukka $280.00 Rated: 5 stars! View More Like This Chippewa - 5' Modern Suburban Boot Chippewa 5' Modern Suburban Boot $280.00 $210.99 View More Like This Rockport - Jaxson Chukka Rockport Jaxson Chukka $159.95
View More Like This Clarks - Desert Boot Clarks Desert Boot $130.00 Rated: 5 stars! View More Like This UGG - Leighton UGG Leighton $159.95 Rated: 4 stars! View More Like This Clarks - Desert Boot Clarks Desert Boot $140.00 Rated: 5 stars! View More Like This Bogs - Johnny Chukka Bogs Johnny Chukka $155.00 Rated: 4 stars!
View More Like This Cole Haan - Barron Chukka Cole Haan Barron Chukka $200.00 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 Wolverine - Cort Waterproof Leather Chukka Wolverine Cort Waterproof Leather Chukka $160.00 Rated: 5 stars! View More Like This Clarks - Wallabee Boot Clarks Wallabee Boot $140.00 Rated: 5 stars!
View More Like This Dr. Martens - Diego 7 Tie Lace To Toe Boot Dr. Martens Diego 7 Tie Lace To Toe Boot $135.00 Rated: 5 stars! View More Like This Rockport - City Smart - Waterproof Dress Chukka Boot Rockport City Smart - Waterproof Dress Chukka Boot $159.95 Rated: 3 stars! View More Like This Calvin Klein - Jae Calvin Klein Jae $140.00 $112.99 View More Like This Rockport - Classic Break Chukka Rockport Classic Break Chukka $119.95 $109.95 Rated: 5 stars!
View More Like This Wolverine - Cort Waterproof Leather Chukka Wolverine Cort Waterproof Leather Chukka $160.00 Rated: 5 stars! View More Like This Sperry Top-Sider - Dockyard Chukka Sperry Top-Sider Dockyard Chukka $150.00 $104.99 Rated: 5 stars! View More Like This Vans - Desert Chukka Vans Desert Chukka $80.00 Rated: 5 stars! View More Like This TOMS - Chukka Boot TOMS Chukka Boot $98.00 Rated: 4 stars!
View More Like This Dunham - Addison Dunham Addison $150.00 Rated: 4 stars! View More Like This UGG - Leighton UGG Leighton $159.95 Rated: 4 stars! View More Like This Wolverine - Orville Desert Boot Wolverine Orville Desert Boot $165.00 Rated: 5 stars! View More Like This TOMS - Mateo Chukka Boot TOMS Mateo Chukka Boot $98.00 Rated: 5 stars!
View More Like This Dr. Martens - Mayport 2-Eye Desert Boot Dr. Martens Mayport 2-Eye Desert Boot $70.00 Rated: 5 stars! View More Like This Irish Setter - Borderland Chukka Irish Setter Borderland Chukka $190.00 $169.95 Rated: 4 stars! View More Like This Ted Baker - Torsdi 4 Ted Baker Torsdi 4 $220.00 $197.99 Rated: 5 stars! View More Like This Cole Haan - Barron Chukka Cole Haan Barron Chukka $200.00 Rated: 5 stars!
View More Like This Clarks - Franson Top Clarks Franson Top $115.00 View More Like This Clarks - Un.Elott Mid Clarks Un.Elott Mid $180.00 View More Like This Rockport - Prestige Point Chukka Rockport Prestige Point Chukka $174.95 Rated: 5 stars! View More Like This Giorgio Brutini - Arlo Giorgio Brutini Arlo $90.00 $62.99 Rated: 5 stars!
View More Like This TOMS - Chukka Boot TOMS Chukka Boot $129.00 $90.99 Rated: 4 stars! View More Like This ALDO - Alevia ALDO Alevia $150.00 $104.99 Rated: 4 stars! View More Like This ECCO - Kenton Plain Toe Boot ECCO Kenton Plain Toe Boot $220.00 View More Like This Dunham - REVdash Dunham REVdash $150.00 Rated: 4 stars!
View More Like This Dr. Scholl's - Hans Dr. Scholl's Hans $80.00 $70.00 View More Like This Ben Sherman - Antonio Lug Ben Sherman Antonio Lug $135.00 $120.99 Rated: 5 stars! View More Like This Frye - Sam Chukka Frye Sam Chukka $298.00 NEW! View More Like This Clarks - Broyd Mid Clarks Broyd Mid $140.00
View More Like This Trask - Brady Trask Brady $245.00 Rated: 5 stars! View More Like This Mark Nason - Weldon Mark Nason Weldon $99.99 View More Like This Cole Haan - Original Grand Chukka Cole Haan Original Grand Chukka $280.00 Rated: 5 stars! View More Like This Chaco - Montrose Chukka Chaco Montrose Chukka $139.95 Rated: 5 stars!
View More Like This Dunham - REVdash Dunham REVdash $150.00 Rated: 4 stars! View More Like This Chrome - 415 Workboot Chrome 415 Workboot $120.00 Rated: 5 stars! NEW! View More Like This Clarks - Broyd Mid Clarks Broyd Mid $140.00 View More Like This Timberland - Earthkeepers® Brook Park Chukka Timberland Earthkeepers® Brook Park Chukka $110.00 Rated: 5 stars!
View More Like This Steve Madden - Hestonn (Extended Sizes) Steve Madden Hestonn (Extended Sizes) $95.00 $75.99 Rated: 4 stars! View More Like This Aquatalia - Carlos Aquatalia Carlos $450.00 View More Like This Zamberlan - Vioz GTX Zamberlan Vioz GTX $295.00 Rated: 5 stars! View More Like This Clarks - Desert Boot Clarks Desert Boot $140.00 Rated: 5 stars!