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  • 413 Items
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Born Men's Henry Chukka BootsMen's Henry Chukka Boots

BornMen's Henry Chukka Boots

Dingo Men's Bulls Eye Cow Print Calf Hair Western BootsMen's Bulls Eye Cow Print Calf Hair Western Boots

DingoMen's Bulls Eye Cow Print Calf Hair Western Boots

Internet Exclusive
L.L.Bean Men's Stonington Leather Moc Toe BootsMen's Stonington Leather Moc Toe Boots

L.L.BeanMen's Stonington Leather Moc Toe Boots

Extended Sizes
Rated 4.6234 out of 5 starsRated 4.6234 out of 5 starsRated 4.6234 out of 5 starsRated 4.6234 out of 5 starsRated 4.6234 out of 5 stars(470)
Polo Ralph Lauren Men's Ranger Suede Patch BootsMen's Ranger Suede Patch Boots

Polo Ralph LaurenMen's Ranger Suede Patch 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)
Blundstone Men's Ant Brn 550 Water Resistant Leather Chelsea BootsMen's Ant Brn 550 Water Resistant Leather Chelsea Boots

BlundstoneMen's Ant Brn 550 Water Resistant Leather Chelsea Boots

Ariat Men's Sonoro Leather Roper Toe Western BootsMen's Sonoro Leather Roper Toe Western Boots

AriatMen's Sonoro Leather Roper Toe Western 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(10)
Cole Haan Men's Chamberlin Water Resistant Nubuck Chukka BootsMen's Chamberlin Water Resistant Nubuck Chukka Boots

Cole HaanMen's Chamberlin Water Resistant Nubuck Chukka Boots

UGG Men's Truckee Waterproof Field BootsMen's Truckee Waterproof Field Boots

UGGMen's Truckee Waterproof Field 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(5)
Men's Henry Chukka Boots

PLACEHOLDERMen's Henry Chukka Boots

AriatMen's Oliver Suede Cutter Toe Western 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)

PLACEHOLDERMen's Henry Chukka Boots

TimberlandPRO® Men's Boondock 6" Waterproof Composite Toe Work Boots

Internet Exclusive
Extended Sizes
Rated 4.0452 out of 5 starsRated 4.0452 out of 5 starsRated 4.0452 out of 5 starsRated 4.0452 out of 5 starsRated 4.0452 out of 5 stars(332)

Johnston & MurphyMens XC Flex® Cade Leather Wingtip Boots

Internet Exclusive

PLACEHOLDERMen's Henry Chukka Boots

Johnston & MurphyMen's XC+ Durham Waterproof Leather Cap Toe Boots

Extended Sizes
Rated 4.875 out of 5 starsRated 4.875 out of 5 starsRated 4.875 out of 5 starsRated 4.875 out of 5 starsRated 4.875 out of 5 stars(8)

Johnston & MurphyMens XC+ Durham Wingtip Waterproof Boots

Internet Exclusive

PLACEHOLDERMen's Henry Chukka Boots

MerrellMen's Moab 3 Mid Waterproof Hiking Boots

Extended Sizes
Rated 4.4115 out of 5 starsRated 4.4115 out of 5 starsRated 4.4115 out of 5 starsRated 4.4115 out of 5 starsRated 4.4115 out of 5 stars(887)

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)

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)

Cole HaanMen's Grand Neoclassic FlexCraft Chukka Boots

Internet Exclusive

AriatMen's Split Rock Leather Moc Toe Chukka Boots

Rated 4.9333 out of 5 starsRated 4.9333 out of 5 starsRated 4.9333 out of 5 starsRated 4.9333 out of 5 starsRated 4.9333 out of 5 stars(15)

Steve MaddenMen's Noby Leather Boots

Extended Sizes

SorelMen's Lark 47 Moc Toe Waterproof Boots

Extended Sizes

BirkenstockMen's Uppsala Mid Suede 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)

Marc NolanMen's Commander Leather 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)
See all 7 colors >

DingoMen's Night Shift Suede Western Zip Ankle Boots

Internet Exclusive

BlundstoneMen's Ant Brn 550 Water Resistant Rustic Leather Chelsea Boots

Rated 4.913 out of 5 starsRated 4.913 out of 5 starsRated 4.913 out of 5 starsRated 4.913 out of 5 starsRated 4.913 out of 5 stars(23)

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

Internet Exclusive

Johnston & MurphyMens XC Flex Daylen Chelsea Boots

Internet Exclusive

UGGMen's Neumel Classic Fur Lined Suede Lace Up Chukka Boots

Extended Sizes
Rated 4.8827 out of 5 starsRated 4.8827 out of 5 starsRated 4.8827 out of 5 starsRated 4.8827 out of 5 starsRated 4.8827 out of 5 stars(358)

TecovasMen's The Earl Cowhide Leather Roper Boots

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)

AriatMen's Heritage R Toe Western Boots

Extended Sizes
Rated 4.6659 out of 5 starsRated 4.6659 out of 5 starsRated 4.6659 out of 5 starsRated 4.6659 out of 5 starsRated 4.6659 out of 5 stars(449)

UGGMen's Adirondack XXV Waterproof Faux Fur Lined Family Matching Winter 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(2)

Bed StuMen's Protege Distressed Leather Back Zip Combat Boots

Internet Exclusive
Extended Sizes

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)

MerrellMen's Speed Strike 2 Leather Mid Waterproof Boots

Rated 4.3235 out of 5 starsRated 4.3235 out of 5 starsRated 4.3235 out of 5 starsRated 4.3235 out of 5 starsRated 4.3235 out of 5 stars(34)

Steve MaddenMen's Satori Leather Split Toe Boot

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 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 Dax Croco Embossed 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(5)

Steve MaddenMen's Meeker Leather Chukka Boots

Internet Exclusive

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)
See all 6 colors >

DingoMen's Workhorse Leather Snip Toe Western Boots

Internet Exclusive

Dr. MartensMen's 2976 Chelsea Boots

Extended Sizes
Rated 4.5208 out of 5 starsRated 4.5208 out of 5 starsRated 4.5208 out of 5 starsRated 4.5208 out of 5 starsRated 4.5208 out of 5 stars(48)

Johnston & MurphyCollection Men's Hartford Moc Toe Boot

TecovasMen's The Doc Goat Leather Square Toe Cowboy Boots

Extended Sizes

TecovasMen's The Doc Frontier Western Boots

Johnston & MurphyMens XC+ Durham Embossed Leather Brogue Detail Wingtip Shearling Waterproof Boots

Internet Exclusive
Extended Sizes

PikolinosMen's York Leather Lace Up Boots

Sam EdelmanMen's Cameron Leather Cozy Chukka Boots

TimberlandMen's Auburn Falls Waterproof Nubuck Chukka Boots

Internet Exclusive

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

Internet Exclusive
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)

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 & 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)

DannerMen's Mountain 600 4.5" Leather Hiking 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)

To Boot New YorkMen's Largo Chelsea Boots

Johnston & MurphyMen's Conlin Leather Side Zip 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)

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 Ripley Leather Zip Boots

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)

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)

Steve MaddenMen's Devera Leather Chelsea 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)

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)

DingoMen's Bulls Eye Leopard Print Suede Western Boots

Internet Exclusive

Cole HaanMen's Chamberlin Water Resistant Nubuck Chelsea Boots

Internet Exclusive

Section XMen's Steven Leather Zip Chelsea Boots

Dillard's 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)

SorelMen's Daystorm Horizon GTX Waterproof Winter Boots

Internet Exclusive
Extended Sizes

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

Internet Exclusive

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)

UGGMen's Classic Ultra Mini Western Boots

Internet Exclusive
Extended Sizes

Sam EdelmanMen's Cameron Suede Chukka Boots

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

Internet Exclusive
Extended Sizes
Rated 4.3947 out of 5 starsRated 4.3947 out of 5 starsRated 4.3947 out of 5 starsRated 4.3947 out of 5 starsRated 4.3947 out of 5 stars(38)

Dr. MartensMen's Lowell Chukka Boots

Internet Exclusive
See all 6 colors >

DingoMen's Barnsley Leather and Suede Square Toe Zip Booties

Internet Exclusive

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)

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)

PikolinosMen's Vigo Leather Lace Up Zip Ankle Boots

Internet Exclusive

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)

DingoMen's Lennox Vintage Leather Square Toe Booties

Internet Exclusive

Johnston & MurphyMen's Clint 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)

Dr. MartensMen's 1460 Boots

Extended Sizes

MerrellMen's Thermo Chill 2 Waterproof Mesh and Suede Winter Boots

Extended Sizes
Rated 4.4583 out of 5 starsRated 4.4583 out of 5 starsRated 4.4583 out of 5 starsRated 4.4583 out of 5 starsRated 4.4583 out of 5 stars(24)

Marc NolanMen's Dax Patent 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(5)

Justin BootsMen's Jackson 10" Western Roper Boots

Extended Sizes

Sam EdelmanMen's Elliott Leather Lace-Up Boots

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)

Johnston & MurphyMen's Reeve Leather Chelsea Dress Boots

Extended Sizes

UGGMen's Classic Ultra Mini Weather Hybrid Boots

Extended Sizes

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

Internet Exclusive

FryeMen's Hudson Leather Lug Work Boots

Internet Exclusive
Rated 4.3333 out of 5 starsRated 4.3333 out of 5 starsRated 4.3333 out of 5 starsRated 4.3333 out of 5 starsRated 4.3333 out of 5 stars(12)

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)

ALIGNMen's Ryder Weatherproof Leather Boots

Internet Exclusive
Tecovas Men's Doc Colorblock Bison Leather Square Toe Cowboy BootsMen's Doc Colorblock Bison Leather Square Toe Cowboy Boots

TecovasMen's Doc Colorblock Bison Leather Square Toe Cowboy Boots

Extended Sizes
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