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  • 341 Items
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Cole Haan Men's Grand Neoclassic FlexCraft Chukka BootsMen's Grand Neoclassic FlexCraft Chukka Boots

Cole HaanMen's Grand Neoclassic FlexCraft Chukka Boots

Internet Exclusive
Tecovas Men's The Dusty Cowboy BootsMen's The Dusty Cowboy Boots

TecovasMen's The Dusty Cowboy Boots

Extended Sizes
Rated 4.391 out of 5 starsRated 4.391 out of 5 starsRated 4.391 out of 5 starsRated 4.391 out of 5 starsRated 4.391 out of 5 stars(156)
Dr. Martens Men's 1460 Crazy Horse Leather Lace-Up BootsMen's 1460 Crazy Horse Leather Lace-Up Boots

Dr. MartensMen's 1460 Crazy Horse Leather Lace-Up Boots

Extended Sizes
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(44)
UGG Men's Idyllwild Leather Lace BootsMen's Idyllwild Leather Lace Boots

UGGMen's Idyllwild Leather Lace 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)
Johnston & Murphy Men's Calder Leather Chukka Lace Up BootsMen's Calder Leather Chukka Lace Up Boots

Johnston & MurphyMen's Calder Leather Chukka Lace Up Boots

Extended Sizes
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(64)
Ariat Men's Heritage R Toe Western BootsMen's Heritage R Toe Western Boots

AriatMen's Heritage R Toe Western Boots

Extended Sizes
Rated 4.6579 out of 5 starsRated 4.6579 out of 5 starsRated 4.6579 out of 5 starsRated 4.6579 out of 5 starsRated 4.6579 out of 5 stars(456)
Tecovas Men's The Wayne BootsMen's The Wayne Boots

TecovasMen's The Wayne Boots

Extended Sizes
Born Men's Rex BootsMen's Rex Boots

BornMen's Rex Boots

Internet Exclusive
Extended Sizes
Men's Grand Neoclassic FlexCraft Chukka Boots

PLACEHOLDERMen's Grand Neoclassic FlexCraft Chukka Boots

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)

BlundstoneMen's Water-Resistant Leather Chelsea Boots

PLACEHOLDERMen's Grand Neoclassic FlexCraft Chukka Boots

Internet Exclusive

Cole HaanMen's Chamberlin Water Resistant Nubuck Chukka Boots

FryeMen's Hudson Leather Wedge Work Boots

Internet Exclusive
Extended Sizes

PLACEHOLDERMen's Grand Neoclassic FlexCraft Chukka Boots

Internet Exclusive

Justin BootsMen's Leather Canter Square Toe Western Boots

Internet Exclusive

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

Internet Exclusive

PLACEHOLDERMen's Grand Neoclassic FlexCraft Chukka Boots

Internet Exclusive

PikolinosMen's York Leather Lace Up Boots

Johnston & MurphyMen's Ripley Oiled Leather Inside Zip Boots

Sam EdelmanMen's Cameron Leather Cozy Chukka 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)

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)

BelvedereMen's Axel Deerskin Men's Axel Deerskin Leather Lace-Up Dress 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)
See all 6 colors >

DingoMen's Barnsley Leather and Suede Square Toe Zip Booties

Tony LamaMen's Houston Leather Western Chelsea Boots

Internet Exclusive

Justin BootsMen's Elmer Western Boots

Internet Exclusive
Extended Sizes

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)

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)

Johnston & MurphyMen's Britton Leather Boots

Internet Exclusive

ALIGNMen's Ryder Weatherproof Leather Boots

Internet Exclusive

AriatMen's Slingshot Leather Square Toe Western Boots

Internet Exclusive
Extended Sizes
Rated 4.7063 out of 5 starsRated 4.7063 out of 5 starsRated 4.7063 out of 5 starsRated 4.7063 out of 5 starsRated 4.7063 out of 5 stars(143)

TimberlandPRO Men's Boondock Ultralight 6" Soft Toe Waterproof Leather Work Boots

Extended Sizes
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(15)

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)

FryeMen's Austin Oiled Suede Inside Zip Western 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)

DannerMen's Mountain 600 4.5" Leather Hiking Boots

Internet Exclusive
Extended Sizes

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 StuMen's Lincoln Lace Up Leather Boots

Internet Exclusive

Johnston & MurphyCollection Men's Hartford Moc Toe Boot

Johnston & MurphyCollection Men's Hartford Pull Up Boots

Internet Exclusive

Steve MaddenMen's Sturgis Suede Western Boots

Internet Exclusive

Justin BootsMen's Crazy Buck Leather Western Chelsea Booties

Internet Exclusive
Extended Sizes

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)

AriatMen's Wilder Western Boots

Internet Exclusive
Extended Sizes
Rated 4.7879 out of 5 starsRated 4.7879 out of 5 starsRated 4.7879 out of 5 starsRated 4.7879 out of 5 starsRated 4.7879 out of 5 stars(33)

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

Rated 4.9167 out of 5 starsRated 4.9167 out of 5 starsRated 4.9167 out of 5 starsRated 4.9167 out of 5 starsRated 4.9167 out of 5 stars(24)

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)

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)

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)

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

Internet Exclusive

Sam EdelmanMen's Elliott Suede Lace Up 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)

FryeTyler Flex Leather Chelsea 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)

FryeMen's Campus Leather Roper Boots

Internet Exclusive
Extended Sizes

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)

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)

AriatMen's Amos Western Boots

Internet Exclusive
Rated 4.6933 out of 5 starsRated 4.6933 out of 5 starsRated 4.6933 out of 5 starsRated 4.6933 out of 5 starsRated 4.6933 out of 5 stars(75)

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)

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)

Marc NolanMen's Logan Cowhide Chukka Boots

Internet Exclusive
Extended Sizes

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)

ALIGNMen's Eddy Waterproof Leather Lace Up Boots

Internet Exclusive

FryeMen's Duke Western Roper Leather Boots

Internet Exclusive
Extended Sizes

ECCOMen's Track 30 Waterproof Nubuck Boots

Internet Exclusive

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)

Justin BootsMen's Big Bucks 11" Western Boots

Internet Exclusive

FryeMen's Paul Chukka Lite Boots

Dan PostMen's Alamosa Western Boots

Internet Exclusive
Extended Sizes

Twisted XMen's Work 4" Steel Toe Leather Wedge Sole Boot

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)

Tony LamaMen's Avett Western Boots

Internet Exclusive

FryeMen's Paul Leather Chukka Boots

Internet Exclusive

Justin BootsMen's Alamo 11" Roughout 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)

Justin BootsMen's Austin 11" Western Boots

Internet Exclusive
Extended Sizes

Justin BootsMen's Buck Western Boots

Internet Exclusive
Extended Sizes

Sam EdelmanMen's Taylor Suede Lace Up Wing Tip Boots

Internet Exclusive

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

Internet Exclusive

TimberlandPRO Men's Boondock Ultralight 8" Composite Toe Waterproof Work Boots

Internet Exclusive
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)

Bed StuMen's Illiad Leather Chukka Boots

FryeMen's Campus Inside Zip Boots

Internet Exclusive

Justin BootsJustin Men's Poston 11" Western Boots

Internet Exclusive

AriatMen's Brush Creek Leather Wide Square Toe Cowboy Boots

Internet Exclusive
Rated 4.6429 out of 5 starsRated 4.6429 out of 5 starsRated 4.6429 out of 5 starsRated 4.6429 out of 5 starsRated 4.6429 out of 5 stars(28)

Steve MaddenMen's Meeker Leather Chukka Boots

Internet Exclusive

Justin BootsMen's Braswell 10" Weather Roper 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)

Twisted XMen's Pull-On 11" Hiker Boots

AriatMen's Sport Wide Square Toe Western Boots

Extended Sizes
Rated 4.8613 out of 5 starsRated 4.8613 out of 5 starsRated 4.8613 out of 5 starsRated 4.8613 out of 5 starsRated 4.8613 out of 5 stars(173)

Dan PostMen's Renegade 13" Leather Western Boots

Internet Exclusive
Extended Sizes

Marc NolanMen's Sawyer Leather Cowboy Boots

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 Lenado 12" Western Boots

Internet Exclusive
Extended Sizes

Dan PostMen's Milwaukee 13" 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(2)

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)

Johnston & MurphyMens XC+ Durham Wingtip Waterproof Boots

Internet Exclusive

Dan PostMen's Winslow 11" Leather Western Boots

Internet Exclusive
Extended Sizes

To Boot New YorkMen's Largo Chelsea Boots

Justin BootsMen's Truman 11" Quill Ostrich Western Boots

Internet Exclusive
Extended Sizes
Frye Men's Landon Leather Midlace Cap Toe BootsMen's Landon Leather Midlace Cap Toe Boots

FryeMen's Landon Leather Midlace Cap Toe Boots

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