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  • 293 Items
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Born Men's Harrison Leather Chukka BootsMen's Harrison Leather Chukka Boots

BornMen's Harrison Leather Chukka Boots

Internet Exclusive
Extended Sizes
Rated 4.7059 out of 5 starsRated 4.7059 out of 5 starsRated 4.7059 out of 5 starsRated 4.7059 out of 5 starsRated 4.7059 out of 5 stars(34)
Johnston & Murphy Men's XC+Durham Waterproof Suede Chelsea BootsMen's XC+Durham Waterproof Suede Chelsea Boots

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)
Frye Men's Austin Inside Zip Western BootsMen's Austin Inside Zip Western Boots

FryeMen's Austin Inside Zip Western Boots

Internet Exclusive
Steve Madden Men's Avenue Suede Chelsea BootsMen's Avenue Suede Chelsea Boots

Steve MaddenMen's Avenue Suede Chelsea Boots

Internet Exclusive
Frye Men's Paul Leather Cap Toe Lace Up BootsMen's Paul Leather Cap Toe Lace Up Boots

FryeMen's Paul Leather Cap Toe Lace Up Boots

Internet Exclusive
Tecovas Men's The Earl Goat Leather Roper BootsMen's The Earl Goat Leather Roper Boots

TecovasMen's The Earl Goat Leather Roper Boots

Rated 4.6463 out of 5 starsRated 4.6463 out of 5 starsRated 4.6463 out of 5 starsRated 4.6463 out of 5 starsRated 4.6463 out of 5 stars(1555)
Twisted X Men's ECO Moc-Toe Lace Up BootMen's ECO Moc-Toe Lace Up Boot

Twisted XMen's ECO Moc-Toe Lace Up Boot

Only size 8, 10.5 available
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)
Johnston & Murphy Men's Reeve Leather Chelsea Dress BootsMen's Reeve Leather Chelsea Dress Boots

Johnston & MurphyMen's Reeve Leather Chelsea Dress Boots

Extended Sizes
Men's Harrison Leather Chukka Boots

PLACEHOLDERMen's Harrison Leather Chukka Boots

Internet Exclusive
Extended Sizes
Rated 4.7059 out of 5 starsRated 4.7059 out of 5 starsRated 4.7059 out of 5 starsRated 4.7059 out of 5 starsRated 4.7059 out of 5 stars(34)

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

Internet Exclusive

Marc NolanMen's Logan Cowhide Chukka Boots

Internet Exclusive
Extended Sizes

PLACEHOLDERMen's Harrison Leather Chukka Boots

Internet Exclusive
Extended Sizes
Rated 4.7059 out of 5 starsRated 4.7059 out of 5 starsRated 4.7059 out of 5 starsRated 4.7059 out of 5 starsRated 4.7059 out of 5 stars(34)

TecovasMen's The Doc Frontier Western Boots

Rated 4.3 out of 5 starsRated 4.3 out of 5 starsRated 4.3 out of 5 starsRated 4.3 out of 5 starsRated 4.3 out of 5 stars(10)

Johnston & MurphyMens Ripley Suede Chukka Boot

Internet Exclusive

PLACEHOLDERMen's Harrison Leather Chukka Boots

Internet Exclusive
Extended Sizes
Rated 4.7059 out of 5 starsRated 4.7059 out of 5 starsRated 4.7059 out of 5 starsRated 4.7059 out of 5 starsRated 4.7059 out of 5 stars(34)

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)

Marc NolanMen's Sawyer Cow Print Pony Hair Cowboy 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)

PLACEHOLDERMen's Harrison Leather Chukka Boots

Internet Exclusive
Extended Sizes
Rated 4.7059 out of 5 starsRated 4.7059 out of 5 starsRated 4.7059 out of 5 starsRated 4.7059 out of 5 starsRated 4.7059 out of 5 stars(34)

AriatMen's Captivate Wide Square Toe Cowboy Boots

Internet Exclusive
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(9)

AriatMen's Stoney Creek Distressed Leather Western Boots

Internet Exclusive
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(26)

Tony LamaMen's Marco Leather Western Boots

Internet Exclusive

Johnston & MurphyCollection Men's Arrister Suede Western Boots

AriatMen's Heritage Roper Western Boots

Internet Exclusive
Extended Sizes
Rated 4.4955 out of 5 starsRated 4.4955 out of 5 starsRated 4.4955 out of 5 starsRated 4.4955 out of 5 starsRated 4.4955 out of 5 stars(333)

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)

FryeMen's Barrett Leather Lace Up Boots

Internet Exclusive

Johnston & MurphyCollection Men's Hartford Moc Toe Boot

Steve MaddenMen's Devera Leather Chelsea Boots

Internet Exclusive

Dan PostMen's Ka Western 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)

ALIGNMen's Ryder Weatherproof Leather Boots

Internet Exclusive

AriatMen's Hustler Leather Narrow Cutter Toe Cowboy Boots

Internet Exclusive
Rated 4.8475 out of 5 starsRated 4.8475 out of 5 starsRated 4.8475 out of 5 starsRated 4.8475 out of 5 starsRated 4.8475 out of 5 stars(59)

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)

ALIGNMen's Eddy Waterproof Leather Lace Up Boots

Internet Exclusive

Steve MaddenMen's Garno Suede Lug Sole Hiker Boots

Internet Exclusive

Sam EdelmanMen's Elliott Leather Lace-Up Boots

Sam EdelmanMen's Cameron Leather Cozy Chukka Boots

AriatMen's County Roads Leather and Suede 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 Murray 11" Bison Leather Square Toe Western Boots

Internet Exclusive

Johnston & MurphyMens Barrett Suede Zip Boots

Internet Exclusive
Extended Sizes
Rated 1.5 out of 5 starsRated 1.5 out of 5 starsRated 1.5 out of 5 starsRated 1.5 out of 5 starsRated 1.5 out of 5 stars(2)

Cole HaanMen's Windham Grand Chelsea Waterproof Boots

Internet Exclusive

FryeMen's Connor Leather Chelsea Boots

Flag LTD.Flag Ltd. Men's Wyatt Pull On Leather Boots

Dillard's Exclusive

Johnston & MurphyMen's Ripley Leather Zip Boots

Bed StuMen's Illiad Leather Chukka Boots

Marc NolanMen's Belmont Cow Print Wingtip Brogue Detail Combat 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)

BornMen's Waterproof Leather Rex Boots

Internet Exclusive

AriatMen's Hybrid Patriot H20 Waterproof Western Boots

Extended Sizes
Rated 4.8884 out of 5 starsRated 4.8884 out of 5 starsRated 4.8884 out of 5 starsRated 4.8884 out of 5 starsRated 4.8884 out of 5 stars(224)

Sam EdelmanMen's Cameron Suede Cozy Chukka Boots

Internet Exclusive

BornMen's Nigel Leather Lace Up 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)

FryeMen's Paul Inside Zip Boots

Internet Exclusive

Johnston & MurphyMen's Clint Suede Slip On Chelsea Boot

Internet Exclusive

Dan PostMen's Sonara 11" Leather Square Toe Western Boots

Extended Sizes

Johnston & MurphyCollection Mens Hartford Chelsea Boots

Internet Exclusive

Sam EdelmanMen's Cade Suede Chelsea Boots

Internet Exclusive

BornMen's Rex Boots

Internet Exclusive
Extended Sizes

AriatMen's Sport Cool VentTEK Western Boots

Extended Sizes
Rated 4.6133 out of 5 starsRated 4.6133 out of 5 starsRated 4.6133 out of 5 starsRated 4.6133 out of 5 starsRated 4.6133 out of 5 stars(75)

PikolinosMen's York Leather Lace Up Boots

Dune LondonMen's Call Leather Cap Toe Zip Buckle Hardware Boots

FryeMen's Connor Suede Chelsea Boots

Internet Exclusive

TecovasMen's The Dusty Cowboy Boots

Extended Sizes
Rated 4.3885 out of 5 starsRated 4.3885 out of 5 starsRated 4.3885 out of 5 starsRated 4.3885 out of 5 starsRated 4.3885 out of 5 stars(157)

Dan PostMen's Sturgis 13" Python Snake Leather Western Boots

Internet Exclusive

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)

Cole HaanMen's Chamberlin Chukka Boots

Internet Exclusive

FryeMen's Landon Leather Midlace Cap Toe Boots

Bed StuMen's Michelangelo Rustic Leather Chelsea Boots

Internet Exclusive

FryeMen's Paul Leather Chukka Boots

Internet Exclusive

Steve MaddenMen's Rynder Leather Boot

Internet Exclusive

Marc NolanMen's Dax Leather Western Chelsea 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(3)

Tony LamaMen's Jax Suede Leather Color Block Western Boots

Internet Exclusive
Extended Sizes

DingoMen's Country Thunder Leather Studded Snip Toe Western Boots

Internet Exclusive

FryeMen's Paul Leather Zip Boots

FryeMen's Austin Leather Western Boots

Internet Exclusive

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)

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

Internet Exclusive

Justin BootsMen's Kilgore 10" Stampede Boots

Internet Exclusive
Extended Sizes

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

Internet Exclusive
Extended Sizes

Justin BootsJustin Men's Poston 11" Western Boots

Internet Exclusive

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

Internet Exclusive

FryeMen's Campus Suede Boots

Internet Exclusive
See all 6 colors >

DingoMen's Barnsley Leather and Suede Square Toe Zip Booties

Polo Ralph LaurenMen's Ranger Work Boots

Internet Exclusive

Tony LamaMen's Rylen II Leather Full Quill Ostrich Western Boots

Internet Exclusive

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

Internet Exclusive
Extended Sizes

UGGMen's Classic Ultra Mini Family Matching Booties

Extended Sizes
Rated 4.4186 out of 5 starsRated 4.4186 out of 5 starsRated 4.4186 out of 5 starsRated 4.4186 out of 5 starsRated 4.4186 out of 5 stars(43)

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)

AriatMen's Clean Country Suede Chukka Boots

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(28)

BirkenstockMen's Highwood Chelsea Boots

Internet Exclusive

Twisted XMen's Pull-On Moc Toe 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(6)

FryeMen's Paul Waxed Suede Chukka Boots

Internet Exclusive

Johnston & MurphyCollection Men's Hartford Suede Plain Toe 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 Sport Freedom Western Boots

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(16)

Johnston & MurphyMen's Clint Leather Chelsea Boot

Internet Exclusive

AriatMen's Maverick Western Five Row Stitch Boots

Rated 4.7333 out of 5 starsRated 4.7333 out of 5 starsRated 4.7333 out of 5 starsRated 4.7333 out of 5 starsRated 4.7333 out of 5 stars(15)

Dr. MartensMen's 1460 Classic Leather Family Matching Combat Boots

Extended Sizes
Rated 4.8852 out of 5 starsRated 4.8852 out of 5 starsRated 4.8852 out of 5 starsRated 4.8852 out of 5 starsRated 4.8852 out of 5 stars(61)

FryeTyler Flex Leather Chelsea Boots

DannerMen's Bull Run Leather 6" Chelsea Boots

Internet Exclusive
Extended Sizes

AriatMen's Brush Creek Leather Wide Square Toe Cowboy Boots

Internet Exclusive
Rated 4.6774 out of 5 starsRated 4.6774 out of 5 starsRated 4.6774 out of 5 starsRated 4.6774 out of 5 starsRated 4.6774 out of 5 stars(31)

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

Rated 3.4183 out of 5 starsRated 3.4183 out of 5 starsRated 3.4183 out of 5 starsRated 3.4183 out of 5 starsRated 3.4183 out of 5 stars(153)

Johnston & MurphyMens XC+ Durham Wingtip Waterproof Boots

Internet Exclusive

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)
Pikolinos Men's Vigo Leather Lace Up Zip Ankle BootsMen's Vigo Leather Lace Up Zip Ankle Boots

PikolinosMen's Vigo Leather Lace Up Zip Ankle Boots

Internet Exclusive
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