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  • 468 Items
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Steve Madden Men's Brompton Suede Chelsea BootsMen's Brompton Suede Chelsea Boots

Steve MaddenMen's Brompton Suede Chelsea Boots

Tecovas Men's The Wayne BootsMen's The Wayne Boots

TecovasMen's The Wayne Boots

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

Johnston & MurphyCollection Men's Hartford Moc Toe Boot

Frye Men's Leather 12R O-Ring Harness Hardware Square Toe BootsMen's Leather 12R O-Ring Harness Hardware Square Toe Boots

FryeMen's Leather 12R O-Ring Harness Hardware Square Toe Boots

Rated 4.4881 out of 5 starsRated 4.4881 out of 5 starsRated 4.4881 out of 5 starsRated 4.4881 out of 5 starsRated 4.4881 out of 5 stars(84)
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 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(2)
Tecovas Men's The Cartwright Goat Leather Cowboy BootsMen's The Cartwright Goat Leather Cowboy Boots

TecovasMen's The Cartwright Goat Leather Cowboy Boots

Extended Sizes
Danner Men's Mountain 600 Leaf GTX Waterproof Leather 4.5#double; Hiking BootsMen's Mountain 600 Leaf GTX Waterproof Leather 4.5#double; Hiking Boots

DannerMen's Mountain 600 Leaf GTX Waterproof Leather 4.5" Hiking Boots

Internet Exclusive
Extended Sizes
Timberland Men's Mt. Maddsen Waterproof Leather Hiking BootsMen's Mt. Maddsen Waterproof Leather Hiking Boots

TimberlandMen's Mt. Maddsen Waterproof Leather Hiking Boots

Rated 4.5812 out of 5 starsRated 4.5812 out of 5 starsRated 4.5812 out of 5 starsRated 4.5812 out of 5 starsRated 4.5812 out of 5 stars(573)
Men's Brompton Suede Chelsea Boots

PLACEHOLDERMen's Brompton Suede Chelsea Boots

Dr. MartensMen's 1460 Boots

Extended Sizes

Justin BootsMen's Truman 11" Quill Ostrich Western Boots

Internet Exclusive
Extended Sizes

PLACEHOLDERMen's Brompton Suede Chelsea Boots

PikolinosMen's York Leather Lace Up Boots

UGGMen's Neumel Classic Fur Lined Suede Lace Up Chukka 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(368)

PLACEHOLDERMen's Brompton Suede Chelsea Boots

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)

Johnston & MurphyMen's Ripley Suede Boots

PLACEHOLDERMen's Brompton Suede Chelsea 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)

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)

TecovasMen's The Dean Goat Leather Side Zip Cowboy Boots

Extended Sizes

BlundstoneMen's Water-Resistant Leather Chelsea Boots

Cole HaanMen's Grand Neoclassic FlexCraft Chukka Boots

Internet Exclusive

BornMen's Waterproof Leather Rex Boots

Internet Exclusive

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)

TecovasMen's The Earl Goat Leather Roper Boots

Marc NolanMen's Aiden Patent Leather Combat Boots

Internet Exclusive
Extended Sizes

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)

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

Internet Exclusive

Steve MaddenMen's Noby Leather Boots

Extended Sizes

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 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 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)

Cole HaanMen's Chamberlin Water Resistant Nubuck EVA Chelsea Boots

AriatMen's Hybrid Low Boy Boots

Rated 4.7156 out of 5 starsRated 4.7156 out of 5 starsRated 4.7156 out of 5 starsRated 4.7156 out of 5 starsRated 4.7156 out of 5 stars(225)

BlundstoneMen's 550 Water Resistant 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)

Johnston & MurphyMens XC+ Durham Wingtip Waterproof Boots

Internet Exclusive

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)

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)
See all 6 colors >

DingoMen's Workhorse Leather Snip Toe Western Boots

Internet Exclusive

BlundstoneMen's Ant Brn 550 Water Resistant Leather Chelsea Boots

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

Internet Exclusive

Johnston & MurphyMens Calder Suede Chukka Boot

Internet Exclusive

Dr. MartensMen's 2976 Chelsea Boots

Internet Exclusive
Extended Sizes
Rated 4.6364 out of 5 starsRated 4.6364 out of 5 starsRated 4.6364 out of 5 starsRated 4.6364 out of 5 starsRated 4.6364 out of 5 stars(11)

Johnston & MurphyMen's Ripley Oiled Leather Inside Zip Boots

Marc NolanMen's Dante Leather Chelsea Boots

Extended Sizes

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

Extended Sizes
Rated 4.2833 out of 5 starsRated 4.2833 out of 5 starsRated 4.2833 out of 5 starsRated 4.2833 out of 5 starsRated 4.2833 out of 5 stars(353)

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)

Sam EdelmanMen's Cameron Leather Cozy Chukka Boots

BornMen's Rex Boots

Internet Exclusive
Extended Sizes

SorelMen's Daystorm Horizon GTX Waterproof Winter Boots

Internet Exclusive
Extended Sizes

TecovasMen's The Cartwright Cowhide Leather Cowboy 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 Hudson Leather Wedge Work 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)

Johnston & MurphyMen's Clint Leather Chukka Boots

Internet Exclusive

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)

To Boot New YorkMen's Largo Chelsea Boots

Johnston & MurphyCollection Men's Hartford Leather Plain Toe Boots

Internet Exclusive

BirkenstockMen's Highwood Chelsea Boots

Internet Exclusive

TecovasMen's The Doc Goat Leather Square Toe Cowboy Boots

Extended Sizes

Johnston & MurphyMen's Britton Leather Boots

Internet Exclusive

Dune LondonMen's Matchin Leather Chelsea Boots

Johnston & MurphyCollection Men's Hartford Leather Chelsea Dress Boots

Internet Exclusive

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 XC Flex Cade Plain Toe Lug Boots

Internet Exclusive

Steve MaddenMen's Highline Leather Chelsea Boots

Internet Exclusive
Extended Sizes

Steve MaddenMen's Meeker Leather Chukka Boots

Internet Exclusive

Steve MaddenMen's Satori Leather Split Toe Boot

Internet Exclusive

TecovasMen's Doc Colorblock Bison Leather Square Toe Cowboy Boots

Extended Sizes

Dan PostMen's Brutus 11" Python Snake Square Toe Western Boots

UGGMen's Adirondack XXV Waterproof Faux Fur Lined Family Matching Winter 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(10)

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)

Johnston & MurphyMen's Reeve Leather Chelsea Dress Boots

Extended Sizes

Johnston & MurphyMens XC Flex® Cade Leather Wingtip Boots

Internet Exclusive

Steve MaddenMen's Albie Suede Chukka Boots

Internet Exclusive

Marc NolanMen's Belmont Leather and Denim Brogue Detail Wingtip Combat Boots

Extended Sizes

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)

Steve MaddenMen's Sturgis Suede Western 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)

Justin BootsMen's Elmer Western Boots

Internet Exclusive
Extended Sizes

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)

Cole HaanMen's Chamberlin Chukka Boots

Internet Exclusive

FryeMen's Hudson Leather Lug Work Boots

Internet Exclusive
Rated 4.3846 out of 5 starsRated 4.3846 out of 5 starsRated 4.3846 out of 5 starsRated 4.3846 out of 5 starsRated 4.3846 out of 5 stars(13)

MerrellMen's Moab 3 Mid Waterproof Hiking Boots

Extended Sizes
Rated 4.4094 out of 5 starsRated 4.4094 out of 5 starsRated 4.4094 out of 5 starsRated 4.4094 out of 5 starsRated 4.4094 out of 5 stars(889)

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)

Cole HaanMen's Chamberlin Water Resistant Nubuck Chelsea Boots

Internet Exclusive

Sam EdelmanMen's Elliott Leather Lace-Up Boots

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)

PikolinosMen's Vigo Leather Lace Up Zip Ankle 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)

Tony LamaMen's Houston Leather Western Chelsea Boots

Internet Exclusive

AriatMen's Sonoro Leather Roper Toe Western Boots

Rated 4.5455 out of 5 starsRated 4.5455 out of 5 starsRated 4.5455 out of 5 starsRated 4.5455 out of 5 starsRated 4.5455 out of 5 stars(11)

Dan PostMen's Alamosa Western 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)

DannerMen's Mountain 600 4.5" Leather Hiking Boots

Internet Exclusive
Extended Sizes

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

Internet Exclusive

SorelMen's Buxton Lite Lace Plus Waterproof Boots

Extended Sizes
Rated 4.125 out of 5 starsRated 4.125 out of 5 starsRated 4.125 out of 5 starsRated 4.125 out of 5 starsRated 4.125 out of 5 stars(8)

Steve MaddenMen's Devera Leather Chelsea Boots

Internet Exclusive

Dan PostMen's Renegade 13" Leather Western Boots

Internet Exclusive
Extended Sizes

AriatMen's Maverick Western 9 Row Stitch Boots

Internet Exclusive
Rated 4.6406 out of 5 starsRated 4.6406 out of 5 starsRated 4.6406 out of 5 starsRated 4.6406 out of 5 starsRated 4.6406 out of 5 stars(64)
Dr. Martens Men's Combs Leather BootsMen's Combs Leather Boots

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)
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