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  • 224 Items
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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

Frye Tyler Flex Leather Chelsea BootsTyler Flex Leather Chelsea Boots

FryeTyler Flex Leather Chelsea Boots

Internet Exclusive
Dingo Men's Renegade Leather O-Ring Harness Buckle Snip Toe Moto BootsMen's Renegade Leather O-Ring Harness Buckle Snip Toe Moto Boots

DingoMen's Renegade Leather O-Ring Harness Buckle Snip Toe Moto 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)
Frye Men's Hudson Leather Wedge Work BootsMen's Hudson Leather Wedge Work Boots

FryeMen's Hudson Leather Wedge Work Boots

Internet Exclusive
Extended Sizes
Tecovas Men's The Doc Goat Leather Square Toe Cowboy BootsMen's The Doc Goat Leather Square Toe Cowboy Boots

TecovasMen's The Doc Goat Leather Square Toe Cowboy Boots

Extended Sizes
Rated 4.7875 out of 5 starsRated 4.7875 out of 5 starsRated 4.7875 out of 5 starsRated 4.7875 out of 5 starsRated 4.7875 out of 5 stars(673)
Birkenstock Men's Uppsala Mid Suede BootsMen's Uppsala Mid Suede Boots

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)
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 Chamberlin Water Resistant Nubuck Chukka Boots

PLACEHOLDERMen's Chamberlin Water Resistant Nubuck Chukka 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)

Steve MaddenMen's Sturgis Suede Western Boots

Internet Exclusive

PLACEHOLDERMen's Chamberlin Water Resistant Nubuck Chukka Boots

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)

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

Extended Sizes
Rated 4.7778 out of 5 starsRated 4.7778 out of 5 starsRated 4.7778 out of 5 starsRated 4.7778 out of 5 starsRated 4.7778 out of 5 stars(9)

PLACEHOLDERMen's Chamberlin Water Resistant Nubuck Chukka Boots

To Boot New YorkMen's Largo Chelsea Boots

Bed StuMen's Lincoln Lace Up Leather Boots

Internet Exclusive

PLACEHOLDERMen's Chamberlin Water Resistant Nubuck Chukka Boots

TecovasMen's The Earl Cowhide Leather Roper Boots

Extended Sizes
Rated 4.4091 out of 5 starsRated 4.4091 out of 5 starsRated 4.4091 out of 5 starsRated 4.4091 out of 5 starsRated 4.4091 out of 5 stars(22)

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)

FryeMen's Austin Oiled Suede Inside Zip Western Boots

Internet Exclusive

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)

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

Internet Exclusive

FryeMen's Paul Chukka Lite Boots

Tony LamaMen's Sheridan Leather Western Boots

Internet Exclusive

ALIGNMen's Ryder Weatherproof Leather Boots

Internet Exclusive

Johnston & MurphyMen's Britton Leather Boots

Internet Exclusive

Marc NolanMen's Logan Cowhide Chukka Boots

Internet Exclusive
Extended Sizes

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)

ALIGNMen's Eddy Waterproof Leather Lace Up Boots

Internet Exclusive

Bed StuMen's Illiad Leather Chukka Boots

Marc NolanMen's Sawyer Leather Cowboy Boots

Internet Exclusive
Extended Sizes

FryeMen's Campus Leather Roper Boots

Internet Exclusive
Extended Sizes

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)

FryeMen's Paul Leather Cap Toe Lace Up Boots

Internet Exclusive

AriatMen's Wexford Waterproof Chelsea Boots

Rated 4.5338 out of 5 starsRated 4.5338 out of 5 starsRated 4.5338 out of 5 starsRated 4.5338 out of 5 starsRated 4.5338 out of 5 stars(296)

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)

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

Internet Exclusive

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

Internet Exclusive

Tony LamaMen's Houston Leather Western Chelsea Boots

Internet Exclusive

FryeMen's Campus Suede 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)

FryeMen's Austin Inside Zip Western 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)

Sam EdelmanMen's Elliott Suede Lace Up Boots

Internet Exclusive
Extended Sizes

Johnston & MurphyMen's Reeve Leather Chelsea Dress Boots

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)

ALIGNMen's Ryder Weatherproof Suede 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)

DingoMen's Serpico Snake Embossed Leather Western Booties

Internet Exclusive

FryeMen's Duke Western Roper Leather Boots

Internet Exclusive
Extended Sizes

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)

Dan PostMen's Winslow 11" Leather Western Boots

Internet Exclusive
Extended Sizes

Johnston & MurphyMens XC+ Durham Wingtip Waterproof Boots

Internet Exclusive

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)

AriatMen's Sonoro Leather Roper Toe Western Boots

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(12)

Tony LamaMen's Beau Cowhide Colorblock Leather Western Boots

Internet Exclusive
Extended Sizes

Sam EdelmanMen's Taylor Suede Lace Up Wing Tip Boots

Internet Exclusive

AriatMen's Sport Freedom Western 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 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)

Justin BootsMen's Crazy Buck Leather Western Chelsea Booties

Internet Exclusive
Extended Sizes

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)

AriatMen's Cooper Water Resistant Leather Chelsea Boots

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(3)

FryeMen's Campus Inside Zip Boots

Internet Exclusive

Dan PostMen's Gallup 13" Leather Snip Toe Western Boots

Internet Exclusive
Extended Sizes

DannerMen's Bull Run Leather 6" Chelsea Boots

Internet Exclusive
Extended Sizes

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)

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)

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)

Justin BootsMen's Alamo 11" Roughout Boots

Internet Exclusive
Extended Sizes

Tony LamaMen's Marco Leather Western Boots

Internet Exclusive

FryeMen's Austin Leather Western Boots

Internet Exclusive

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)

Sam EdelmanMen's Cade Suede Chelsea Boots

Internet Exclusive

Twisted XMen's Chelsea Driving Moc Boots

Justin BootsMen's Canter Western Boots

Dune LondonMen's Smoky Leather Casual Ankle Boots

Internet Exclusive

AriatMen's Brush Creek Leather Wide Square Toe Cowboy Boots

Internet Exclusive
Rated 4.6296 out of 5 starsRated 4.6296 out of 5 starsRated 4.6296 out of 5 starsRated 4.6296 out of 5 starsRated 4.6296 out of 5 stars(27)

FryeMen's Landon Leather Midlace Cap Toe Boots

Steve MaddenMen's Avenue Suede Chelsea Boots

Internet Exclusive

Justin BootsMen's Kilgore 10" Stampede Boots

Internet Exclusive
Extended Sizes

FryeMen's Barrett Leather Lace Up Boots

Internet Exclusive

Justin BootsJustin Men's Poston 11" Western Boots

Internet Exclusive

Justin BootsMen's Jeb 10" Western Roper Leather Boots

Extended Sizes

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)

Dan PostMen's Abram Western Boots

Internet Exclusive
Extended Sizes

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)

Dan PostMen's Barren 13" Suede Cutter Toe Western Boots

Internet Exclusive
Extended Sizes

UGGMen's Classic Ultra Mini Western Boots

Internet Exclusive
Extended Sizes

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

Internet Exclusive
Extended Sizes

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)

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)

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

Internet Exclusive

ALIGNMen's Rangley Leather Chelsea Boots

Internet Exclusive

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

Internet Exclusive

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)

FryeMen's Connor Suede Chelsea Boots

Internet Exclusive

Steve MaddenMen's Rynder Leather Boot

Internet Exclusive

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

Internet Exclusive

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)
Dan Post Men's Journeyman 11#double; Waterproof Leather Round Composite Toe Work BootsMen's Journeyman 11#double; Waterproof Leather Round Composite Toe Work Boots

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

Internet Exclusive
Extended Sizes
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