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  • 277 Items
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Sam Edelman Men's Cameron Leather Cozy Chukka BootsMen's Cameron Leather Cozy Chukka Boots

Sam EdelmanMen's Cameron Leather Cozy Chukka Boots

Ariat Men's Cooper Water Resistant Leather Chelsea BootsMen's Cooper Water Resistant Leather Chelsea Boots

AriatMen's Cooper Water Resistant Leather Chelsea 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 Lauren Men's Bryson Leather and Wool Cap Toe BootsMen's Bryson Leather and Wool Cap Toe Boots

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)
Born Men's Nigel Leather Lace Up BootsMen's Nigel Leather Lace Up Boots

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)
Bed Stu Men's Protege Distressed Leather Back Zip Combat BootsMen's Protege Distressed Leather Back Zip Combat Boots

Bed StuMen's Protege Distressed Leather Back Zip Combat Boots

Extended Sizes
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
Johnston & Murphy Collection Men's Hartford Moc Toe BootCollection Men's Hartford Moc Toe Boot

Johnston & MurphyCollection Men's Hartford Moc Toe Boot

Twisted X Men's Driving Leather Moc Toe Chukka BootsMen's Driving Leather Moc Toe Chukka Boots

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)
Men's Cameron Leather Cozy Chukka Boots

PLACEHOLDERMen's Cameron Leather Cozy Chukka Boots

TecovasMen's The Doc Goat Leather Square Toe Cowboy Boots

Extended Sizes

Flag LTD.Men's Marsen Cap Toe Leather Lace-Up Hiker Boots

Dillard's Exclusive
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(17)

PLACEHOLDERMen's Cameron Leather Cozy Chukka Boots

Dan PostMen's Ringold 13" Teju Lizard Square Toe Western Boots

Internet Exclusive

BlundstoneMen's Ant Brn 550 Water Resistant Antique Leather Chelsea 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(14)

PLACEHOLDERMen's Cameron Leather Cozy Chukka Boots

PikolinosMen's York Leather Lace Up Boots

Bed StuMen's Lincoln Lace Up Leather Boots

Internet Exclusive

PLACEHOLDERMen's Cameron Leather Cozy Chukka Boots

FryeMen's Campus Leather Roper 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)

Marc NolanMen's Dante Leather Chelsea Boots

Extended Sizes

DingoMen's Bulls Eye Leopard Print Suede Western Boots

Internet Exclusive

To Boot New YorkMen's Largo Chelsea Boots

Tony LamaMen's Houston Leather Western Chelsea Boots

Internet Exclusive

BirkenstockMen's Highwood Chelsea Boots

Internet Exclusive

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)

AriatMen's Hybrid Low Boy Boots

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(224)

Steve MaddenMen's Meeker Leather Chukka Boots

Internet Exclusive

Johnston & MurphyMen's Ripley Leather Zip Boots

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)

DingoMen's Lennox Vintage Leather Square Toe Booties

Internet Exclusive

Johnston & MurphyCollection Men's Hartford Leather Chelsea Dress Boots

Internet Exclusive
Rated 3.6667 out of 5 starsRated 3.6667 out of 5 starsRated 3.6667 out of 5 starsRated 3.6667 out of 5 starsRated 3.6667 out of 5 stars(3)

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)

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)

Sam EdelmanMen's Elliott Leather Lace-Up Boots

Josef SeibelMen's Erroll 52 Chukka 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 & MurphyMen's Conlin Leather Side Zip Boots

Internet Exclusive

Dr. MartensMen's Lowell Chukka Boots

Internet Exclusive

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)

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)

Cole HaanMen's Chamberlin Water Resistant Nubuck Chelsea Boots

Internet Exclusive

FryeMen's Austin Oiled Suede Inside Zip Western Boots

Internet Exclusive
Rated 3.7368 out of 5 starsRated 3.7368 out of 5 starsRated 3.7368 out of 5 starsRated 3.7368 out of 5 starsRated 3.7368 out of 5 stars(19)

Justin BootsMen's Crazy Buck Leather Western Chelsea Booties

Internet Exclusive
Extended Sizes

Steve MaddenMen's Devera Leather Chelsea Boots

Internet Exclusive

Johnston & MurphyMen's Reeve Leather Chelsea Dress Boots

Extended Sizes

TecovasMen's Doc Colorblock Bison Leather Square Toe Cowboy Boots

Extended Sizes

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

Internet Exclusive

Steve MaddenMen's Avenue Suede Chelsea 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 XC+Durham Waterproof Leather Chelsea Boots

Extended Sizes
Rated 4.8571 out of 5 starsRated 4.8571 out of 5 starsRated 4.8571 out of 5 starsRated 4.8571 out of 5 starsRated 4.8571 out of 5 stars(7)

Johnston & MurphyMen's Clint Leather Chukka Boots

Internet Exclusive

BornMen's Rex Distressed Suede Leather 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)

UGGMen's Classic Ultra Mini Weather Hybrid Boots

Extended Sizes

Sam EdelmanMen's Cameron Suede Chukka Boots

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)

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

Internet Exclusive

Johnston & MurphyMens Barrett Suede Zip Boots

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)

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)

Tony LamaMen's Sheridan Leather Western Boots

Internet Exclusive

Steve MaddenMen's Hatton Suede Chelsea Boots

Internet Exclusive

Tony LamaMen's Marco Leather Western Boots

Internet Exclusive

AriatMen's Spitfire Boots

Extended Sizes
Rated 4.7582 out of 5 starsRated 4.7582 out of 5 starsRated 4.7582 out of 5 starsRated 4.7582 out of 5 starsRated 4.7582 out of 5 stars(368)

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)

FryeMen's Paul Inside Zip Boots

Internet Exclusive

Cole HaanMen's Chamberlin Chukka Boots

Internet Exclusive

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)

Marc NolanMen's Dax Patent Leather 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(5)

AriatMen's Spitfire Waterproof Leather Boots

Extended Sizes
Rated 4.5147 out of 5 starsRated 4.5147 out of 5 starsRated 4.5147 out of 5 starsRated 4.5147 out of 5 starsRated 4.5147 out of 5 stars(68)

PikolinosMen's Vigo Leather Lace Up Zip Ankle Boots

Internet Exclusive

Bed StuMen's Michelangelo Rustic Leather Chelsea Boots

Internet Exclusive

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)

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

Internet Exclusive

Johnston & MurphyMens Ripley Suede Chukka Boot

Internet Exclusive

UGGMen's Classic Ultra Mini Western Boots

Internet Exclusive
Extended Sizes

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

Internet Exclusive

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)

Justin BootsMen's Kilgore 10" Stampede Boots

Internet Exclusive
Extended Sizes

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

Internet Exclusive
Extended Sizes

UGGMen's Classic Ultra Mini Colorblock Booties

Internet Exclusive

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)

Sam EdelmanMen's Taylor Suede Lace Up Wing Tip Boots

Internet Exclusive

ALIGNMen's Ryder Weatherproof Leather Boots

Internet Exclusive

AriatMen's Heritage Roper Western Boots

Internet Exclusive
Extended Sizes
Rated 4.4924 out of 5 starsRated 4.4924 out of 5 starsRated 4.4924 out of 5 starsRated 4.4924 out of 5 starsRated 4.4924 out of 5 stars(331)

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)

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)

ALIGNMen's Eddy Waterproof Leather Lace Up Boots

Internet Exclusive

Justin BootsMen's Burchett 13" Goat Western Boot

Internet Exclusive

FryeMen's Connor Leather Chelsea Boots

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(5)

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

Internet Exclusive
Extended Sizes

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

Internet Exclusive

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

Internet Exclusive

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)

Bed StuMen's Illiad Leather Chukka Boots

Internet Exclusive

Johnston & MurphyMen's Britton Suede Boots

Internet Exclusive

FryeMen's Paul Waxed Suede Chukka Boots

Internet Exclusive

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)

AriatMen's Hustler Leather Narrow Cutter Toe Cowboy Boots

Internet Exclusive
Rated 4.8448 out of 5 starsRated 4.8448 out of 5 starsRated 4.8448 out of 5 starsRated 4.8448 out of 5 starsRated 4.8448 out of 5 stars(58)

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

Internet Exclusive

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)
Sam Edelman Men's Elliott Suede Lace Up BootsMen's Elliott Suede Lace Up Boots

Sam EdelmanMen's Elliott Suede Lace Up Boots

Internet Exclusive
Extended Sizes
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