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  • 342 Items
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Frye Men's Paul Chukka Lite BootsMen's Paul Chukka Lite Boots

FryeMen's Paul Chukka Lite Boots

Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)
Johnston & Murphy Mens XC+ Durham Wingtip Waterproof BootsMens XC+ Durham Wingtip Waterproof Boots

Johnston & MurphyMens XC+ Durham Wingtip Waterproof Boots

Internet Exclusive
Dingo Men's Workhorse Leather Snip Toe Western BootsMen's Workhorse Leather Snip Toe Western Boots
See all 6 colors >

DingoMen's Workhorse Leather Snip Toe Western Boots

Internet Exclusive
UGG Men's Neumel Cold Weather Waterproof Hybrid BootsMen's Neumel Cold Weather Waterproof Hybrid Boots

UGGMen's Neumel Cold Weather Waterproof Hybrid Boots

Extended Sizes
Rated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 stars(6)
Sam Edelman Men's Cameron Leather Cozy Chukka BootsMen's Cameron Leather Cozy Chukka Boots

Sam EdelmanMen's Cameron Leather Cozy Chukka Boots

Johnston & Murphy Men's Clint Leather Chukka BootsMen's Clint Leather Chukka Boots

Johnston & MurphyMen's Clint Leather Chukka Boots

Internet Exclusive
Johnston & Murphy Men's Britton Leather BootsMen's Britton Leather Boots

Johnston & MurphyMen's Britton Leather Boots

Internet Exclusive
Johnston & Murphy Mens Calder Suede Chukka BootMens Calder Suede Chukka Boot

Johnston & MurphyMens Calder Suede Chukka Boot

Internet Exclusive
Rated 4.4286 out of 5 starsRated 4.4286 out of 5 starsRated 4.4286 out of 5 starsRated 4.4286 out of 5 starsRated 4.4286 out of 5 stars(7)
Men's Paul Chukka Lite Boots

PLACEHOLDERMen's Paul Chukka Lite Boots

Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

FryeMen's Hudson Leather Wedge Work Boots

Internet Exclusive
Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(3)

Dune LondonMen's Matchin Leather Chelsea Boots

PLACEHOLDERMen's Paul Chukka Lite Boots

Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

SorelMen's Daystorm Horizon GTX Waterproof Winter Boots

Internet Exclusive
Extended Sizes

Justin BootsMen's Jackson 10" Western Roper Boots

Extended Sizes

PLACEHOLDERMen's Paul Chukka Lite Boots

Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

Polo Ralph LaurenMen's Bryson Leather and Wool Cap Toe Boots

Internet Exclusive
Extended Sizes
Rated 4.0476 out of 5 starsRated 4.0476 out of 5 starsRated 4.0476 out of 5 starsRated 4.0476 out of 5 starsRated 4.0476 out of 5 stars(21)

To Boot New YorkMen's Largo Chelsea Boots

PLACEHOLDERMen's Paul Chukka Lite Boots

Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

UGGMen's Adirondack XXV Waterproof Faux Fur Lined Family Matching Winter Boots

Extended Sizes
Rated 4.4 out of 5 starsRated 4.4 out of 5 starsRated 4.4 out of 5 starsRated 4.4 out of 5 starsRated 4.4 out of 5 stars(10)

BirkenstockMen's Highwood Chelsea Boots

Internet Exclusive

Johnston & MurphyMen's Ripley Oiled Leather Inside Zip Boots

TimberlandPRO® Men's Direct Attach 6" Waterproof Insulated Work Boots

Internet Exclusive
Extended Sizes
Rated 4.4542 out of 5 starsRated 4.4542 out of 5 starsRated 4.4542 out of 5 starsRated 4.4542 out of 5 starsRated 4.4542 out of 5 stars(262)

TecovasMen's The Doc Goat Leather Square Toe Cowboy Boots

Extended Sizes

Justin BootsMen's Elmer Western Boots

Internet Exclusive
Extended Sizes

Johnston & MurphyCollection Men's Hartford Leather Plain Toe Boots

Internet Exclusive
Rated 4.75 out of 5 starsRated 4.75 out of 5 starsRated 4.75 out of 5 starsRated 4.75 out of 5 starsRated 4.75 out of 5 stars(4)

TimberlandMen's Field Leather Boots

Only size 9.5, 10 available
Rated 4.3092 out of 5 starsRated 4.3092 out of 5 starsRated 4.3092 out of 5 starsRated 4.3092 out of 5 starsRated 4.3092 out of 5 stars(152)

MerrellMen's Moab 3 Mid Waterproof Hiking Boots

Extended Sizes
Rated 4.4094 out of 5 starsRated 4.4094 out of 5 starsRated 4.4094 out of 5 starsRated 4.4094 out of 5 starsRated 4.4094 out of 5 stars(889)

Steve MaddenMen's Sturgis Suede Western Boots

Internet Exclusive

Johnston & MurphyMen's Reeve Leather Chelsea Dress Boots

Extended Sizes

Dan PostMen's Renegade 13" Leather Western Boots

Internet Exclusive
Extended Sizes

Josef SeibelMen's Erroll 52 Chukka Boots

Internet Exclusive
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

AriatMen's Sonoro Leather Roper Toe Western Boots

Rated 4.5455 out of 5 starsRated 4.5455 out of 5 starsRated 4.5455 out of 5 starsRated 4.5455 out of 5 starsRated 4.5455 out of 5 stars(11)

Marc NolanMen's Belmont Leather and Denim Brogue Detail Wingtip Combat Boots

Extended Sizes

Twisted XMen's Driving Leather Moc Toe Chukka Boots

Extended Sizes
Rated 4.7143 out of 5 starsRated 4.7143 out of 5 starsRated 4.7143 out of 5 starsRated 4.7143 out of 5 starsRated 4.7143 out of 5 stars(7)

Johnston & MurphyMen's Calder Suede Chelsea Boots

Extended Sizes
Rated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 stars(4)

DannerMen's Mountain 600 4.5" Leather Hiking Boots

Internet Exclusive
Extended Sizes

PikolinosMen's Vigo Leather Lace Up Zip Ankle Boots

Internet Exclusive

AriatMen's Renegade Leather Narrow Cutter Toe Cowboy Boots

Internet Exclusive
Rated 4.8846 out of 5 starsRated 4.8846 out of 5 starsRated 4.8846 out of 5 starsRated 4.8846 out of 5 starsRated 4.8846 out of 5 stars(52)

Sam EdelmanMen's Elliott Leather Lace-Up Boots

TimberlandPRO® Men's Boondock Ultralight Pull On Composite Waterproof Work Boots

Internet Exclusive
Extended Sizes
Rated 4.6875 out of 5 starsRated 4.6875 out of 5 starsRated 4.6875 out of 5 starsRated 4.6875 out of 5 starsRated 4.6875 out of 5 stars(16)

FryeMen's Paul Leather Chukka Boots

Internet Exclusive
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(2)

DingoMen's Renegade Leather O-Ring Harness Buckle Snip Toe Moto Boots

Internet Exclusive

Dan PostMen's Alamosa Western Boots

Internet Exclusive
Extended Sizes

AriatMen's Spitfire Boots

Extended Sizes
Rated 4.7588 out of 5 starsRated 4.7588 out of 5 starsRated 4.7588 out of 5 starsRated 4.7588 out of 5 starsRated 4.7588 out of 5 stars(369)

AriatMen's Heritage R Toe Western Boots

Extended Sizes
Rated 4.6637 out of 5 starsRated 4.6637 out of 5 starsRated 4.6637 out of 5 starsRated 4.6637 out of 5 starsRated 4.6637 out of 5 stars(452)

BelvedereMen's Axel Deerskin Men's Axel Deerskin Leather Lace-Up Dress Boots

Internet Exclusive

FryeMen's Duke Western Roper Leather Boots

Internet Exclusive
Extended Sizes
Rated 3.725 out of 5 starsRated 3.725 out of 5 starsRated 3.725 out of 5 starsRated 3.725 out of 5 starsRated 3.725 out of 5 stars(40)

Justin BootsMen's Caddo 11" Western Boots

Internet Exclusive
Extended Sizes
Rated 1.0 out of 5 starsRated 1.0 out of 5 starsRated 1.0 out of 5 starsRated 1.0 out of 5 starsRated 1.0 out of 5 stars(1)

FryeMen's Landon Leather Midlace Cap Toe Boots

Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(2)

TimberlandPRO Men's Tempe 6" Alloy Toe Waterproof Leather Work Boots

Internet Exclusive
Extended Sizes
Rated 4.4103 out of 5 starsRated 4.4103 out of 5 starsRated 4.4103 out of 5 starsRated 4.4103 out of 5 starsRated 4.4103 out of 5 stars(39)

Bed StuMen's Michelangelo Rustic Leather Chelsea Boots

Internet Exclusive

FryeMen's Paul Leather Cap Toe Lace Up Boots

Internet Exclusive
Rated 4.25 out of 5 starsRated 4.25 out of 5 starsRated 4.25 out of 5 starsRated 4.25 out of 5 starsRated 4.25 out of 5 stars(4)

Tony LamaMen's Houston Leather Western Chelsea Boots

Internet Exclusive

Dan PostMen's Pershing Full Quill Ostrich 13" Western Boots

Extended Sizes
Rated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 stars(1)

Twisted XMen's Driving CellStretch Leather Moc Toe Chukka Boots

Extended Sizes
Rated 2.0 out of 5 starsRated 2.0 out of 5 starsRated 2.0 out of 5 starsRated 2.0 out of 5 starsRated 2.0 out of 5 stars(1)

TimberlandPRO® Men's Direct Attach 8" Waterproof Work Boots

Internet Exclusive
Extended Sizes
Rated 4.59 out of 5 starsRated 4.59 out of 5 starsRated 4.59 out of 5 starsRated 4.59 out of 5 starsRated 4.59 out of 5 stars(100)

Twisted XMen's Chukka Driving Mocs

Internet Exclusive
Extended Sizes

Twisted XMen's Cellstretch® Wedge Sole Boots

Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

Tony LamaMen's Amado 12" Suede Western Boots

Internet Exclusive
Extended Sizes

Polo Ralph LaurenMen's Alpine Leather Lite Boots

Internet Exclusive
Rated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 stars(1)

UGGMen's Classic Ultra Mini Western Boots

Internet Exclusive
Extended Sizes

UGGMen's Classic Ultra Mini Weather Hybrid Boots

Extended Sizes
Rated 3.0 out of 5 starsRated 3.0 out of 5 starsRated 3.0 out of 5 starsRated 3.0 out of 5 starsRated 3.0 out of 5 stars(1)

Marc NolanMen's Logan Cowhide Chukka Boots

Internet Exclusive
Extended Sizes

Tony LamaMen's Avett Western Boots

Internet Exclusive

Dr. MartensMen's Combs Leather Boots

Internet Exclusive
Only size 8, 12 available
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)

DingoMen's Bandit Suede and Leather Coin Harness Western Ankle Boots

Internet Exclusive

Johnston & MurphyMen's XC+Durham Waterproof Suede Chelsea Boots

Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(3)

Johnston & MurphyMen's Conlin Inside Zip Boots

AriatMen's County Roads Leather Wide Square Toe Cowboy Boots

Rated 4.0435 out of 5 starsRated 4.0435 out of 5 starsRated 4.0435 out of 5 starsRated 4.0435 out of 5 starsRated 4.0435 out of 5 stars(23)

Dan PostMen's Abram Western Boots

Internet Exclusive
Extended Sizes

Tony LamaMen's Tiberius Western Boots

Internet Exclusive
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(3)

L.L.BeanL.L. Bean Men's Bean Boot 6.5 Chelsea Boots

Rated 3.4295 out of 5 starsRated 3.4295 out of 5 starsRated 3.4295 out of 5 starsRated 3.4295 out of 5 starsRated 3.4295 out of 5 stars(149)

AriatMen's Rambler Recon Leather Square Toe Chelsea Boot

Rated 4.7692 out of 5 starsRated 4.7692 out of 5 starsRated 4.7692 out of 5 starsRated 4.7692 out of 5 starsRated 4.7692 out of 5 stars(13)

SorelMen's Cyprus Waterproof Suede Chelsea Boots

Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

Dan PostMen's Alamosa 11" Full Quill Ostrich Square Toe Western Boots

Internet Exclusive
Extended Sizes

AriatMen's Heritage Roughstock Western Boots

Internet Exclusive
Extended Sizes
Rated 4.6473 out of 5 starsRated 4.6473 out of 5 starsRated 4.6473 out of 5 starsRated 4.6473 out of 5 starsRated 4.6473 out of 5 stars(258)

Steve MaddenMen's Avenue Suede Chelsea Boots

Internet Exclusive

Bed StuMen's Illiad Leather Chukka Boots

Internet Exclusive

AriatMen's Classic Cash Wide Square Toe Western Boots

Internet Exclusive
Rated 4.7857 out of 5 starsRated 4.7857 out of 5 starsRated 4.7857 out of 5 starsRated 4.7857 out of 5 starsRated 4.7857 out of 5 stars(28)

Justin BootsMen's Crazy Buck Leather Western Chelsea Booties

Internet Exclusive
Extended Sizes

DingoMen's Rowdy Leather O-Ring Harness Snip Toe Ankle Boots

Internet Exclusive

Twisted XMen's Slip-On Chukka Leather Driving Moccasin Boots

Internet Exclusive
Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(2)

Twisted XMen's Chukka Hiker Waterproof Boots

Rated 3.0 out of 5 starsRated 3.0 out of 5 starsRated 3.0 out of 5 starsRated 3.0 out of 5 starsRated 3.0 out of 5 stars(2)

Chippewa Est. 1901Men's Edge Walker Waterproof Lace-Up Work Boots

Internet Exclusive

ECCOMen's Track 30 Waterproof Nubuck Boots

Internet Exclusive

Sam EdelmanMen's Taylor Suede Lace Up Wing Tip Boots

Internet Exclusive

AriatMen's Sport Rambler Western Boots

Extended Sizes
Rated 4.8118 out of 5 starsRated 4.8118 out of 5 starsRated 4.8118 out of 5 starsRated 4.8118 out of 5 starsRated 4.8118 out of 5 stars(85)

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

Internet Exclusive

Steve MaddenMen's Montreux Leather Chelsea Boots

Internet Exclusive
Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

Justin BootsMen's Jeb 10" Western Roper Leather Boots

Extended Sizes

ALIGNMen's Rangley Leather Chelsea Boots

Internet Exclusive

Sam EdelmanMen's Cameron Suede Chukka Boots

Johnston & MurphyCollection Men's Hartford Moc Toe Lace-Up Boots

Internet Exclusive

Twisted XMen's Waterproof Driving Moccasins Chukka Boots

Extended Sizes
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(3)

DannerMen's Bull Run Leather 6" Chelsea Boots

Extended Sizes

Tony LamaMen's Marco Leather Western Boots

Internet Exclusive

Justin BootsMen's Austin 11" Western Boots

Internet Exclusive
Extended Sizes

AriatMen's Easton Leather R Toe Western Boots

Rated 4.8182 out of 5 starsRated 4.8182 out of 5 starsRated 4.8182 out of 5 starsRated 4.8182 out of 5 starsRated 4.8182 out of 5 stars(11)

Twisted XMen's 4" Woven Leather Boots

Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(2)
Ariat Men's Slingshot Leather Square Toe Western BootsMen's Slingshot Leather Square Toe Western Boots

AriatMen's Slingshot Leather Square Toe Western Boots

Internet Exclusive
Extended Sizes
Rated 4.7092 out of 5 starsRated 4.7092 out of 5 starsRated 4.7092 out of 5 starsRated 4.7092 out of 5 starsRated 4.7092 out of 5 stars(141)
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