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  • 342 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

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

TecovasMen's The Wayne Boots

Extended Sizes
Blundstone Men's Water-Resistant Leather Chelsea BootsMen's Water-Resistant Leather Chelsea Boots

BlundstoneMen's Water-Resistant Leather Chelsea Boots

Blundstone Men's 550 Water Resistant Chelsea BootsMen's 550 Water Resistant Chelsea Boots

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)
Ariat Men's Split Rock Leather Moc Toe Chukka BootsMen's Split Rock Leather Moc Toe Chukka Boots

AriatMen's Split Rock Leather Moc Toe Chukka Boots

Rated 4.9375 out of 5 starsRated 4.9375 out of 5 starsRated 4.9375 out of 5 starsRated 4.9375 out of 5 starsRated 4.9375 out of 5 stars(16)
Johnston & Murphy Men's XC+ Durham Waterproof Leather Cap Toe BootsMen's XC+ Durham Waterproof Leather Cap Toe 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)
Frye Men's Paul Chukka Lite BootsMen's Paul Chukka Lite Boots

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)
Timberland Men's Auburn Falls Waterproof Nubuck Chukka BootsMen's Auburn Falls Waterproof Nubuck Chukka Boots

TimberlandMen's Auburn Falls Waterproof Nubuck Chukka Boots

Internet Exclusive
Men's Chamberlin Water Resistant Nubuck Chukka Boots

PLACEHOLDERMen's Chamberlin Water Resistant Nubuck Chukka Boots

Steve MaddenMen's Montreux 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(1)

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)

PLACEHOLDERMen's Chamberlin Water Resistant Nubuck Chukka Boots

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

Internet Exclusive

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)

PLACEHOLDERMen's Chamberlin Water Resistant Nubuck Chukka Boots

Steve MaddenMen's Sturgis Suede Western Boots

Internet Exclusive

Johnston & MurphyMen's Clint Leather Chukka Boots

Internet Exclusive

PLACEHOLDERMen's Chamberlin Water Resistant Nubuck Chukka Boots

TecovasMen's The Cartwright Goat Leather Cowboy Boots

Extended Sizes

Dune LondonMen's Matchin Leather Chelsea Boots

SorelMen's Daystorm Horizon GTX Waterproof Winter Boots

Internet Exclusive
Extended Sizes

Johnston & MurphyMens XC+ Durham Wingtip Waterproof Boots

Internet Exclusive
See all 7 colors >

DingoMen's Night Shift Suede Western Zip Ankle Boots

Internet Exclusive

Johnston & MurphyMen's Britton Leather Boots

Internet Exclusive

To Boot New YorkMen's Largo Chelsea Boots

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)

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)

Dan PostMen's Renegade 13" Leather Western Boots

Internet Exclusive
Extended Sizes
See all 6 colors >

DingoMen's Workhorse Leather Snip Toe Western Boots

Internet Exclusive

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)

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)

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)

BirkenstockMen's Highwood Chelsea Boots

Internet Exclusive

Justin BootsMen's Jackson 10" Western Roper Boots

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)

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

Extended Sizes
Rated 4.2853 out of 5 starsRated 4.2853 out of 5 starsRated 4.2853 out of 5 starsRated 4.2853 out of 5 starsRated 4.2853 out of 5 stars(354)

AriatMen's Spitfire Boots

Extended Sizes
Rated 4.7588 out of 5 starsRated 4.7588 out of 5 starsRated 4.7588 out of 5 starsRated 4.7588 out of 5 starsRated 4.7588 out of 5 stars(369)

Sam EdelmanMen's Elliott Leather Lace-Up Boots

Justin BootsMen's Elmer Western Boots

Internet Exclusive
Extended Sizes

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

Internet Exclusive

Dan PostMen's Pershing Full Quill Ostrich 13" Western 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)

AriatMen's Heritage R Toe Western Boots

Extended Sizes
Rated 4.6564 out of 5 starsRated 4.6564 out of 5 starsRated 4.6564 out of 5 starsRated 4.6564 out of 5 starsRated 4.6564 out of 5 stars(454)

DannerMen's Mountain 600 4.5" Leather Hiking Boots

Internet Exclusive
Extended Sizes

ALIGNMen's Eddy Waterproof Leather Lace Up Boots

Internet Exclusive

BelvedereMen's Axel Deerskin Men's Axel Deerskin Leather Lace-Up Dress Boots

Internet Exclusive

FryeMen's Duke Western Roper Leather Boots

Internet Exclusive
Extended Sizes
Rated 3.725 out of 5 starsRated 3.725 out of 5 starsRated 3.725 out of 5 starsRated 3.725 out of 5 starsRated 3.725 out of 5 stars(40)

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)

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)

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)

Marc NolanMen's Logan Cowhide Chukka Boots

Internet Exclusive
Extended Sizes

UGGMen's Classic Ultra Mini Western Boots

Internet Exclusive
Extended Sizes

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

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)

ALIGNMen's Ryder Weatherproof Leather Boots

Internet Exclusive

TecovasMen's The Doc Goat Leather Square Toe Cowboy Boots

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)

DingoMen's Serpico Snake Embossed Leather Western Booties

Internet Exclusive

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)

AriatMen's Wexford Waterproof Chelsea Boots

Rated 4.5424 out of 5 starsRated 4.5424 out of 5 starsRated 4.5424 out of 5 starsRated 4.5424 out of 5 starsRated 4.5424 out of 5 stars(295)

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)

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)

Johnston & MurphyMen's Reeve Leather Chelsea Dress Boots

Extended Sizes

Tony LamaMen's Amado 12" Suede Western Boots

Internet Exclusive
Extended Sizes

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)

Sam EdelmanMen's Elliott Suede Lace Up Boots

Internet Exclusive
Extended Sizes

ALIGNMen's Rangley Leather Chelsea Boots

Internet Exclusive

Twisted XMen's Driving CellStretch Leather Moc Toe Chukka Boots

Extended Sizes
Rated 2.0 out of 5 starsRated 2.0 out of 5 starsRated 2.0 out of 5 starsRated 2.0 out of 5 starsRated 2.0 out of 5 stars(1)

Dan PostMen's Abram Western Boots

Internet Exclusive
Extended Sizes

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)

Tony LamaMen's Avett Western 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)

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)

Tony LamaMen's Houston Leather Western Chelsea Boots

Internet Exclusive

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)

Tony LamaMen's Tiberius Western 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(3)

L.L.BeanL.L. Bean Men's Bean Boot 6.5 Chelsea Boots

Rated 3.4133 out of 5 starsRated 3.4133 out of 5 starsRated 3.4133 out of 5 starsRated 3.4133 out of 5 starsRated 3.4133 out of 5 stars(150)

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)

Steve MaddenMen's Avenue Suede Chelsea 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)

Justin BootsMen's Driller 11" Waterproof Work Boots

Internet Exclusive

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)

FryeMen's Landon Leather Midlace Cap Toe 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)

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)

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)

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)

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)

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

Internet Exclusive
Extended Sizes
Rated 4.4103 out of 5 starsRated 4.4103 out of 5 starsRated 4.4103 out of 5 starsRated 4.4103 out of 5 starsRated 4.4103 out of 5 stars(39)

Chippewa Est. 1901Men's Edge Walker Waterproof Lace-Up Work Boots

Internet Exclusive

ECCOMen's Track 30 Waterproof Nubuck Boots

Internet Exclusive

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)

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)

AriatMen's Captivate Wide Square Toe Cowboy Boots

Internet Exclusive
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(9)

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

Internet Exclusive

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

Internet Exclusive

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

Internet Exclusive
Extended Sizes

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

Internet Exclusive
Extended Sizes

DannerMen's Bull Run Leather 6" Chelsea Boots

Extended Sizes

Sam EdelmanMen's Taylor Suede Lace Up Wing Tip Boots

Internet Exclusive

Sam EdelmanMen's Cameron Suede Chukka Boots

Timberland PRO® Men's Boondock Ultralight 8#double; Composite Toe Waterproof Insulated Work BootsPRO® Men's Boondock Ultralight 8#double; Composite Toe Waterproof Insulated Work Boots

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

Internet Exclusive
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(6)
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