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  • 411 Items
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Josef Seibel Men's Earl 04 Leather Lace Up Chukka BootsMen's Earl 04 Leather Lace Up Chukka Boots

Josef SeibelMen's Earl 04 Leather Lace Up 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(6)
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

Ariat Men's Circuit Patriot Western BootsMen's Circuit Patriot Western Boots

AriatMen's Circuit Patriot Western Boots

Rated 4.3773 out of 5 starsRated 4.3773 out of 5 starsRated 4.3773 out of 5 starsRated 4.3773 out of 5 starsRated 4.3773 out of 5 stars(387)
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 Mens XC+ Durham Wingtip Waterproof BootsMens XC+ Durham Wingtip Waterproof Boots

Johnston & MurphyMens XC+ Durham Wingtip Waterproof Boots

Internet Exclusive
Merrell Men's Moab 3 Mid Waterproof Hiking BootsMen's Moab 3 Mid Waterproof Hiking 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)
Born Men's Henry Chukka BootsMen's Henry Chukka Boots

BornMen's Henry Chukka Boots

Men's Earl 04 Leather Lace Up Chukka Boots

PLACEHOLDERMen's Earl 04 Leather Lace Up 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(6)

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)

Johnston & MurphyMens XC Flex® Cade Leather Wingtip Boots

Internet Exclusive

PLACEHOLDERMen's Earl 04 Leather Lace Up 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(6)

Cole HaanMen's Grand Neoclassic FlexCraft Chukka Boots

Internet Exclusive

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)

PLACEHOLDERMen's Earl 04 Leather Lace Up 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(6)

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)

Steve MaddenMen's Noby Leather Boots

Extended Sizes

PLACEHOLDERMen's Earl 04 Leather Lace Up 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(6)
See all 7 colors >

DingoMen's Night Shift Suede Western Zip Ankle Boots

Internet Exclusive

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)

SorelMen's Lark 47 Moc Toe Waterproof Boots

Extended Sizes

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

Internet Exclusive

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)

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)

AriatMen's Heritage R Toe Western Boots

Extended Sizes
Rated 4.6652 out of 5 starsRated 4.6652 out of 5 starsRated 4.6652 out of 5 starsRated 4.6652 out of 5 starsRated 4.6652 out of 5 stars(448)

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)

Dune LondonMen's Matchin Leather Chelsea Boots

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)

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

Internet Exclusive
Extended Sizes

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)

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)

Johnston & MurphyMens XC Flex Daylen Chelsea 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)

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

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)

PikolinosMen's York Leather Lace Up Boots

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

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)

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)

DingoMen's Bulls Eye Cow Print Calf Hair Western Boots

Internet Exclusive

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

Internet Exclusive
Extended Sizes
Rated 4.6792 out of 5 starsRated 4.6792 out of 5 starsRated 4.6792 out of 5 starsRated 4.6792 out of 5 starsRated 4.6792 out of 5 stars(53)

Johnston & MurphyMen's Ripley Leather Zip Boots

Marc NolanMen's Dante Leather Chelsea Boots

Extended Sizes
Only size 13 available

Cole HaanMen's Windham Grand Chelsea Waterproof 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)
See all 6 colors >

DingoMen's Workhorse Leather Snip Toe Western 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)

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 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)

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)

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)

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)

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)

Johnston & MurphyMen's XC+Durham Waterproof Leather Chelsea Boots

Extended Sizes
Rated 4.8333 out of 5 starsRated 4.8333 out of 5 starsRated 4.8333 out of 5 starsRated 4.8333 out of 5 starsRated 4.8333 out of 5 stars(6)

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 & 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)

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)

Steve MaddenMen's Satori Leather Split Toe Boot

Internet Exclusive

To Boot New YorkMen's Largo Chelsea Boots

PikolinosMen's Vigo Leather Lace Up Zip Ankle Boots

Internet Exclusive

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)

DingoMen's Bulls Eye Leopard Print Suede Western Boots

Internet Exclusive

Johnston & MurphyMen's Clint Leather Chukka Boots

Internet Exclusive

Johnston & MurphyMen's Britton Leather Boots

Internet Exclusive

Steve MaddenMen's Devera Leather Chelsea Boots

Internet Exclusive

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

Rated 4.4819 out of 5 starsRated 4.4819 out of 5 starsRated 4.4819 out of 5 starsRated 4.4819 out of 5 starsRated 4.4819 out of 5 stars(83)

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 & MurphyMen's Conlin Leather Side Zip Boots

Internet Exclusive

DannerMen's Mountain 600 4.5" Leather Hiking Boots

Internet Exclusive
Extended Sizes

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

Internet Exclusive

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

Internet Exclusive

UGGMen's Classic Ultra Mini Western Boots

Internet Exclusive
Extended Sizes

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)

TimberlandMen's Auburn Falls Waterproof Nubuck Chukka Boots

Internet Exclusive

SorelMen's Daystorm Horizon GTX Waterproof Winter Boots

Internet Exclusive
Extended Sizes

Johnston & MurphyCollection Men's Hartford Moc Toe Boot

Dr. MartensMen's Lowell Chukka Boots

Internet Exclusive

Justin BootsMen's Jackson 10" Western Roper Boots

Extended Sizes
See all 6 colors >

DingoMen's Barnsley Leather and Suede Square Toe Zip Booties

Internet Exclusive

TimberlandPRO® Men's Direct Attach 8" Waterproof Work Boots

Internet Exclusive
Extended Sizes
Rated 4.59 out of 5 starsRated 4.59 out of 5 starsRated 4.59 out of 5 starsRated 4.59 out of 5 starsRated 4.59 out of 5 stars(100)

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 Oliver Suede Cutter Toe Western Boots

Sam EdelmanMen's Cameron Suede Chukka Boots

ALIGNMen's Ryder Weatherproof Leather Boots

Internet Exclusive

Johnston & MurphyMen's Reeve Leather Chelsea Dress Boots

Extended Sizes

AriatMen's Booker Leather Chelsea Boots

Internet Exclusive
Only size 9.5, 13 available
Rated 4.8028 out of 5 starsRated 4.8028 out of 5 starsRated 4.8028 out of 5 starsRated 4.8028 out of 5 starsRated 4.8028 out of 5 stars(852)

DannerMen's Tachyon 8" Military Boots

Internet Exclusive
Extended Sizes

BirkenstockMen's Highwood Chelsea 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)

FryeTyler Flex Leather Chelsea Boots

Internet Exclusive
Rated 3.2857 out of 5 starsRated 3.2857 out of 5 starsRated 3.2857 out of 5 starsRated 3.2857 out of 5 starsRated 3.2857 out of 5 stars(7)

TimberlandPRO® Men's Boondock Ultralight Pull On Composite Waterproof Work Boots

Internet Exclusive
Extended Sizes
Rated 4.6875 out of 5 starsRated 4.6875 out of 5 starsRated 4.6875 out of 5 starsRated 4.6875 out of 5 starsRated 4.6875 out of 5 stars(16)

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)

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)
Frye Men's Paul Inside Zip BootsMen's Paul Inside Zip Boots

FryeMen's Paul Inside Zip Boots

Internet Exclusive
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