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  • 213 Items
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Johnston & Murphy Men's Upton Leather Chukka BootsMen's Upton Leather Chukka Boots

Johnston & MurphyMen's Upton Leather Chukka Boots

Extended Sizes
Steve Madden Men's Daviston Lace Up Leather Chukka BootsMen's Daviston Lace Up Leather Chukka Boots

Steve MaddenMen's Daviston Lace Up Leather Chukka Boots

Internet Exclusive
Extended Sizes
Danner Men's Waterproof Suede Mountain 600 4.5" BootsMen's Waterproof Suede Mountain 600 4.5" Boots

DannerMen's Waterproof Suede Mountain 600 4.5" Boots

Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(2)
Dr. Martens Men's Combs Leather BootsMen's Combs Leather Boots

Dr. MartensMen's Combs Leather Boots

Rated 4.6667 out of 5 starsRated 4.6667 out of 5 starsRated 4.6667 out of 5 starsRated 4.6667 out of 5 starsRated 4.6667 out of 5 stars(33)
Johnston & Murphy Men's Braxton Oiled Leather Chukka BootsMen's Braxton Oiled Leather Chukka Boots

Johnston & MurphyMen's Braxton Oiled Leather Chukka Boots

Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)
Ariat Men's Sport Rambler Western BootsMen's Sport Rambler Western Boots

AriatMen's Sport Rambler Western Boots

Extended Sizes
Rated 4.7879 out of 5 starsRated 4.7879 out of 5 starsRated 4.7879 out of 5 starsRated 4.7879 out of 5 starsRated 4.7879 out of 5 stars(66)
Timberland Men's Redwood Falls Waterproof BootsMen's Redwood Falls Waterproof Boots

TimberlandMen's Redwood Falls Waterproof Boots

Internet Exclusive
Rated 4.6186 out of 5 starsRated 4.6186 out of 5 starsRated 4.6186 out of 5 starsRated 4.6186 out of 5 starsRated 4.6186 out of 5 stars(97)
Ariat Men's Heritage Roper Western BootsMen's Heritage Roper Western Boots

AriatMen's Heritage Roper Western Boots

Extended Sizes
Rated 4.4523 out of 5 starsRated 4.4523 out of 5 starsRated 4.4523 out of 5 starsRated 4.4523 out of 5 starsRated 4.4523 out of 5 stars(283)
Men's Upton Leather Chukka Boots

PLACEHOLDERMen's Upton Leather Chukka Boots

Extended Sizes

BornMen's Ryker Leather Boots

Rated 3.5 out of 5 starsRated 3.5 out of 5 starsRated 3.5 out of 5 starsRated 3.5 out of 5 starsRated 3.5 out of 5 stars(2)

Twisted XMen's Pull-On Moc Toe Leather Boots

Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(6)

PLACEHOLDERMen's Upton Leather Chukka Boots

Extended Sizes

Twisted XMen's Chelsea Driving Moc Boots

Twisted XMen's Driving Leather Moc Toe Chukka Boots

Internet Exclusive
Extended Sizes

PLACEHOLDERMen's Upton Leather Chukka Boots

Extended Sizes

SorelMen's Cyprus Waterproof Leather Boots

Internet Exclusive
Extended Sizes

Twisted XMen's ECO Moc-Toe Lace Up Boot

Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(2)

PLACEHOLDERMen's Upton Leather Chukka Boots

Extended Sizes

BornMen's Harrison Leather Chukka Boots

Extended Sizes
Rated 4.697 out of 5 starsRated 4.697 out of 5 starsRated 4.697 out of 5 starsRated 4.697 out of 5 starsRated 4.697 out of 5 stars(33)

ALIGNMen's Rivers Weatherproof Tumbled Leather Boots

AriatMen's Sonoro Leather Roper Toe Western Boots

BornMen's Erik Leather Boots

Extended Sizes

Polo Ralph LaurenMen's Ranger Suede and Plaid Wool Boots

Internet Exclusive
Extended Sizes
Rated 1 out of 5 starsRated 1 out of 5 starsRated 1 out of 5 starsRated 1 out of 5 starsRated 1 out of 5 stars(2)

Dr. MartensMen's Hardie Chelsea Boots

Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(6)

Steve MaddenMen's Brompton Suede Chelsea Boots

SkechersMen's Slip-ins Relaxed Fit: Respected 2.0 - Hagler Boots

Extended Sizes

AriatMen's Captivate Wide Square Toe Cowboy Boots

Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

ALIGNMen's Ryder Weatherproof Leather Boots

MerrellMen's Moab 3 Mid Waterproof Hiking Boots

Extended Sizes
Rated 4.3539 out of 5 starsRated 4.3539 out of 5 starsRated 4.3539 out of 5 starsRated 4.3539 out of 5 starsRated 4.3539 out of 5 stars(421)

Justin BootsMen's Chisolm 13" Full Quill Ostrich Western Boots

Extended Sizes

AriatMen's Wexford Waterproof Chelsea Boots

Rated 4.541 out of 5 starsRated 4.541 out of 5 starsRated 4.541 out of 5 starsRated 4.541 out of 5 starsRated 4.541 out of 5 stars(244)

Twisted XMen's Driving Woven Leather Moccasin Chukka Boots

Extended Sizes
Rated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 stars(2)

Flag LTD.Men's Ayden Moc Toe Waterproof Leather Lace Up Chukka Boots

Dillard's Exclusive

COACHMen's Dalton Leather Chelsea Boots

Internet Exclusive

TimberlandMen's Redwood Falls Waterproof Leather Chukka Boots

Internet Exclusive
Extended Sizes
Rated 4.3051 out of 5 starsRated 4.3051 out of 5 starsRated 4.3051 out of 5 starsRated 4.3051 out of 5 starsRated 4.3051 out of 5 stars(59)

TimberlandMen's Newmarket Chukka Leather Boots

Extended Sizes
Rated 4.8 out of 5 starsRated 4.8 out of 5 starsRated 4.8 out of 5 starsRated 4.8 out of 5 starsRated 4.8 out of 5 stars(15)

To Boot New YorkMen's Largo Chelsea Boots

Internet Exclusive

Johnston & MurphyCollection Men's Hartford Leather Chelsea Dress Boots

Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(2)

Dan PostMen's Ka Western Boots

Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(2)

Polo Ralph LaurenMen's Ranger Suede Patch Detail Boots

Internet Exclusive
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

Justin BootsMen's Moseley 11" Full Quill Ostrich Western Boots

Internet Exclusive

FryeTyler Flex Leather Chelsea Boots

Internet Exclusive
Rated 3 out of 5 starsRated 3 out of 5 starsRated 3 out of 5 starsRated 3 out of 5 starsRated 3 out of 5 stars(3)

FryeMen's Paul Leather Zip Boots

Internet Exclusive
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

Dune LondonMen's Matchin Leather Chelsea Boots

Internet Exclusive

SorelMen's Madson II Moc Toe Waterproof Boots

Internet Exclusive
Rated 4.6154 out of 5 starsRated 4.6154 out of 5 starsRated 4.6154 out of 5 starsRated 4.6154 out of 5 starsRated 4.6154 out of 5 stars(13)

Tony LamaMen's Amado 12" Suede Western Boots

Internet Exclusive
Extended Sizes

Tony LamaMen's Luciano 13" Western Boots

Internet Exclusive
Extended Sizes

AriatMen's Barrett Leather Boots

Extended Sizes
Rated 4 out of 5 starsRated 4 out of 5 starsRated 4 out of 5 starsRated 4 out of 5 starsRated 4 out of 5 stars(4)

Tony LamaMen's Camarillo 13" Western Boots

Internet Exclusive
Extended Sizes

FryeMen's Duke Western Roper Leather Boots

Internet Exclusive
Extended Sizes
Rated 3.6216 out of 5 starsRated 3.6216 out of 5 starsRated 3.6216 out of 5 starsRated 3.6216 out of 5 starsRated 3.6216 out of 5 stars(37)

Dan PostMen's Kingsly 11" Caiman Square Toe Western Boots

Internet Exclusive
Extended Sizes

TimberlandMen's Redwood Edge Leather Lace Up Boots

Extended Sizes

AriatMen's Classic Cash Wide Square Toe Western Boots

Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(3)

Justin BootsMen's Jackpot 11" Pull On Western Boots

Internet Exclusive

AriatMen's Sport Cool VentTEK Western Boots

Extended Sizes
Rated 4.5263 out of 5 starsRated 4.5263 out of 5 starsRated 4.5263 out of 5 starsRated 4.5263 out of 5 starsRated 4.5263 out of 5 stars(57)

AriatMen's Plano Square Toe Western Boots

Rated 3.9412 out of 5 starsRated 3.9412 out of 5 starsRated 3.9412 out of 5 starsRated 3.9412 out of 5 starsRated 3.9412 out of 5 stars(17)

ALDOMen's Collen Suede Chelsea Boots

Internet Exclusive
Extended Sizes

BornMen's Nigel Suede Lace-Up Boots

Internet Exclusive
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

Justin BootsMen's Fergus 11" Roughout Boots

Internet Exclusive
Extended Sizes

TaftMen's Rome Leather Cap Toe Boots

Internet Exclusive
Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

Dan PostMen's Tempe 12" Full Quill Ostrich Western Boots

Internet Exclusive

FryeMen's Austin Leather Western Boots

Rated 2.75 out of 5 starsRated 2.75 out of 5 starsRated 2.75 out of 5 starsRated 2.75 out of 5 starsRated 2.75 out of 5 stars(8)

Bed StuMen's Michelangelo Rustic Leather Chelsea Boots

Dan PostMen's Murray 11" Bison Leather Square Toe Western Boots

Internet Exclusive

Bed StuMen's Protege Distressed Leather Back Zip Combat Boots

Internet Exclusive
Extended Sizes

Dan PostMen's Blayde 11" Waterproof Leather Steel Toe Work Boots

Internet Exclusive
Extended Sizes

L.L.BeanMen's Eco Bay Nubuck Chukka Boots

AriatMen's Lookout Leather Chukka Boots

Only size 11 available
Rated 4.1493 out of 5 starsRated 4.1493 out of 5 starsRated 4.1493 out of 5 starsRated 4.1493 out of 5 starsRated 4.1493 out of 5 stars(67)

Bed StuMen's Lincoln Lace Up Leather Boots

Justin BootsJustin Men's Poston 11" Western Boots

Internet Exclusive

Dan PostMen's Abram Western Boots

Extended Sizes

FryeMen's Astor Leather Chukka Boots

Internet Exclusive
Rated 4.2308 out of 5 starsRated 4.2308 out of 5 starsRated 4.2308 out of 5 starsRated 4.2308 out of 5 starsRated 4.2308 out of 5 stars(13)

Justin BootsMen's Alamo 11" Roughout Boots

Internet Exclusive
Extended Sizes

ALDOMen's Zeddy Suede Chelsea Boots

Internet Exclusive
Extended Sizes

Dune LondonMen's Matias Leather Ankle Boots

Internet Exclusive

Johnston & MurphyCollection Men's Hartford Waxed Suede Chelsea Boots

ALDOMen's Farrell Leather Lace Up Boots

Internet Exclusive
Extended Sizes

Bed StuMen's Illiad Leather Chukka Boots

FryeMen's Connor Waxed Suede Chelsea Boots

Internet Exclusive

Marc NolanMen's Sawyer Leather Cowboy Boots

Internet Exclusive
Extended Sizes

Dune LondonMen's Smoky Leather Casual Ankle Boots

Internet Exclusive

Dan PostMen's Bayou 13" Caiman Square Toe Western Boots

Internet Exclusive

Dan PostMen's Sire 11" Waterproof Leather Steel Toe Work Boots

Internet Exclusive
Extended Sizes

ALIGNMen's Ryder Weatherproof Suede Boots

Internet Exclusive

Dan PostMen's Cottonwood 13" Leather Round Toe Western Boots

Internet Exclusive

FryeMen's Hudson Leather Wedge Work Boots

Internet Exclusive
Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(2)

ALIGNMen's Rangley Leather Chelsea Boots

Internet Exclusive

Dune LondonMen's Saltwood Leather Cap Toe Chelsea Boots

Internet Exclusive

Dan PostMen's Makara 13" Caiman Round Toe Western Boots

Dan PostMen's Wade 13" Leather Square Toe Western Boots

Internet Exclusive

Justin BootsMen's Canter Western Boots

Internet Exclusive

Dan PostMen's Saddlebred 11" Waterproof Leather Steel Toe Work Boots

Internet Exclusive
Extended Sizes

Johnston & MurphyCollection Men's Flynch Suede Chelsea Boots

Internet Exclusive
Extended Sizes

Dan PostMen's Tumbleweed 11" Waterproof Leather Steel Toe Work Boots

Internet Exclusive
Extended Sizes

FryeMen's Connor Suede Chelsea Boots

Internet Exclusive

TaftMen's Rome Bottega Suede Cap Toe Boots

Internet Exclusive

Dan PostMen's Journeyman 11" Waterproof Leather Round Composite Toe Work Boots

Internet Exclusive
Extended Sizes

Dan PostMen's Journeyman 11" Waterproof Leather Round Toe Work Boots

Internet Exclusive
Extended Sizes

Dan PostMen's Storms Eye 11" Waterproof Leather Composite Toe Work Boots

Extended Sizes
Dan Post Men's Winslow 11" Leather Western BootsMen's Winslow 11" Leather Western Boots

Dan PostMen's Winslow 11" Leather Western Boots

Internet Exclusive
Extended Sizes
  • 213 Items
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