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  • 256 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)
Cole Haan Men's Chamberlin Water Resistant Nubuck Chelsea BootsMen's Chamberlin Water Resistant Nubuck Chelsea Boots

Cole HaanMen's Chamberlin Water Resistant Nubuck Chelsea Boots

Internet Exclusive
Johnston & Murphy Collection Men's Hartford Suede Plain Toe BootsCollection Men's Hartford Suede Plain Toe Boots

Johnston & MurphyCollection Men's Hartford Suede Plain Toe Boots

Internet Exclusive
Ariat Men's Maverick Western Five Row Stitch BootsMen's Maverick Western Five Row Stitch Boots

AriatMen's Maverick Western Five Row Stitch 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)
Frye Men's Landon Leather Midlace Cap Toe BootsMen's Landon Leather Midlace Cap Toe Boots

FryeMen's Landon Leather Midlace Cap 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)
L.L. Bean Men's Allagash Handsewn Leather Chukka BootsL.L. Bean Men's Allagash Handsewn Leather Chukka Boots

L.L.BeanL.L. Bean Men's Allagash Handsewn Leather Chukka 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(33)
Cole Haan Men's ØriginalGrand CitySpectre Leather Chelsea BootsMen's ØriginalGrand CitySpectre Leather Chelsea Boots

Cole HaanMen's ØriginalGrand CitySpectre Leather Chelsea Boots

Internet Exclusive
Pikolinos Men's Vigo Leather Lace Up Zip Ankle BootsMen's Vigo Leather Lace Up Zip Ankle Boots

PikolinosMen's Vigo Leather Lace Up Zip Ankle Boots

Internet Exclusive
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)

ALIGNMen's Rivers Weatherproof Oiled Leather Flannel Lined Winter Boots

Internet Exclusive

AriatMen's Split Rock Leather Moc Toe 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(1)

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 Muir Waterproof Suede Moc Toe Boots

Internet Exclusive

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)

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)

SorelMen's Carson Storm Waterproof Boots

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)

Steve MaddenMen's Daviston Lace Up Leather Chukka Boots

Internet Exclusive
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)

Johnston & MurphyMen's Calder 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 Barret Suede Plain Toe Boots

Extended Sizes
Rated 3.5714 out of 5 starsRated 3.5714 out of 5 starsRated 3.5714 out of 5 starsRated 3.5714 out of 5 starsRated 3.5714 out of 5 stars(7)

Marc NolanMen's Aiden Patent Leather Tortoise Print Combat Boots

Internet Exclusive
Extended Sizes

Justin BootsMen's Jeb 10" Western Roper Leather Boots

Extended Sizes

SorelMen's Scout 87' XT Waterproof Insulated Winter Boots

Internet Exclusive
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(5)

Dr. MartensMen's Combs Leather Boots

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)

Steve MaddenMen's Brompton Suede Chelsea Boots

Twisted XMen's Driving Moccasin Chukka Boots

Internet Exclusive
Extended Sizes

AriatMen's Sport Rambler Western Boots

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(66)

AriatMen's Clean Country Suede Chukka Boots

Rated 4.35 out of 5 starsRated 4.35 out of 5 starsRated 4.35 out of 5 starsRated 4.35 out of 5 starsRated 4.35 out of 5 stars(20)

BornMen's Ryker Leather Boots

Rated 3.5 out of 5 starsRated 3.5 out of 5 starsRated 3.5 out of 5 starsRated 3.5 out of 5 starsRated 3.5 out of 5 stars(2)

Twisted XMen's Driving Leather Moc Toe Chukka Boots

Internet Exclusive
Extended Sizes

SorelMen's Buxton Lite Lace Plus Waterproof 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(7)

Twisted XMen's Chelsea Driving Moc Boots

Cole HaanMen's Chamberlin Water Resistant Suede Cap Toe Boots

Internet Exclusive

Polo Ralph LaurenMen's Ranger Leather Buckle 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(80)

BornMen's Harrison Leather Chukka Boots

Extended Sizes
Rated 4.697 out of 5 starsRated 4.697 out of 5 starsRated 4.697 out of 5 starsRated 4.697 out of 5 starsRated 4.697 out of 5 stars(33)

Johnston & MurphyMen's Calder 175th Anniversary Leather Chelsea Boots

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)

ALIGNMen's Rivers Weatherproof Tumbled Leather Boots

AriatMen's Sonoro Leather Roper Toe Western Boots

Marc NolanMen's Aiden Pebble Leather and Suede Combat Boots

Extended Sizes

Dr. MartensMen's 2976 Leather Family Matching Chelsea Boots

Rated 4.9 out of 5 starsRated 4.9 out of 5 starsRated 4.9 out of 5 starsRated 4.9 out of 5 starsRated 4.9 out of 5 stars(10)

SkechersMen's Slip-ins Relaxed Fit: Respected 2.0 - Hagler Boots

Extended Sizes

BornMen's Erik Leather Boots

Extended Sizes

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)

Polo Ralph LaurenMen's Ranger Suede and Plaid Wool Boots

Internet Exclusive
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(2)

TaftMen's Jack Wool Cap Toe Boots

Internet Exclusive
Rated 4.8685 out of 5 starsRated 4.8685 out of 5 starsRated 4.8685 out of 5 starsRated 4.8685 out of 5 starsRated 4.8685 out of 5 stars(1194)

AriatMen's Captivate Wide Square Toe Cowboy 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)

ALIGNMen's Ryder Weatherproof Leather Boots

Twisted XMen's ECO Moc-Toe Lace Up Boot

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)

Flag LTD.Men's Ayden Moc Toe Waterproof Leather Lace Up Chukka Boots

Dillard's Exclusive

Justin BootsMen's Chisolm 13" Full Quill Ostrich Western Boots

Extended Sizes

COACHMen's Dalton Leather Chelsea Boots

Internet Exclusive

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)

TimberlandMen's Newmarket Chukka Leather Boots

Extended Sizes
Rated 4.8 out of 5 starsRated 4.8 out of 5 starsRated 4.8 out of 5 starsRated 4.8 out of 5 starsRated 4.8 out of 5 stars(15)

To Boot New YorkMen's Largo Chelsea Boots

Internet Exclusive

Johnston & MurphyCollection Men's Hartford Leather Chelsea Dress 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)

Marc NolanMen's Sawyer Cow Print Pony Hair Cowboy Boots

Internet Exclusive
Extended Sizes

Dan PostMen's Ka Western 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)

Polo Ralph LaurenMen's Ranger Suede Patch Detail 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)

FryeMen's Paul Leather Zip 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)

Marc NolanMen's Belmont Cow Print Wingtip Brogue Detail Combat 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)

Dune LondonMen's Matchin Leather Chelsea Boots

Internet Exclusive

FryeTyler Flex Leather Chelsea Boots

Internet Exclusive
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)

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

Internet Exclusive

MerrellMen's Moab 3 Mid Waterproof Hiking Boots

Extended Sizes
Rated 4.3524 out of 5 starsRated 4.3524 out of 5 starsRated 4.3524 out of 5 starsRated 4.3524 out of 5 starsRated 4.3524 out of 5 stars(420)

Marc NolanMen's Belmont Appaloosa Cow Print Brogue Wingtip Combat Boots

Extended Sizes

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

Internet Exclusive
Extended Sizes

AriatMen's Classic Cash Wide Square Toe Western 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(3)

Cole HaanMen's Chamberlin Water Resistant Nubuck Cap Toe Boots

Internet Exclusive

FryeMen's Duke Western Roper Leather Boots

Internet Exclusive
Extended Sizes
Rated 3.6216 out of 5 starsRated 3.6216 out of 5 starsRated 3.6216 out of 5 starsRated 3.6216 out of 5 starsRated 3.6216 out of 5 stars(37)

TimberlandMen's Redwood Edge Leather Lace Up Boots

Extended Sizes

COACHMen's Lug Sole Leather 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)

Tony LamaMen's Lenado 12" Western Boots

Extended Sizes

FryeMen's Engineer 12R Leather Buckle Hardware Boots

Internet Exclusive
Extended Sizes
Rated 4.1333 out of 5 starsRated 4.1333 out of 5 starsRated 4.1333 out of 5 starsRated 4.1333 out of 5 starsRated 4.1333 out of 5 stars(45)

AriatMen's Sport Cool VentTEK Western Boots

Extended Sizes
Rated 4.5263 out of 5 starsRated 4.5263 out of 5 starsRated 4.5263 out of 5 starsRated 4.5263 out of 5 starsRated 4.5263 out of 5 stars(57)

FryeMen's Hudson Suede Chelsea Work Boots

Internet Exclusive
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)

Donald PlinerMen's Ashford Leather Chelsea Boots

Internet Exclusive
Extended Sizes

Twisted XMen's Chukka Driving Moccasins

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)

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

Internet Exclusive

FryeMen's Paul Leather Cap Toe Lace Up Boots

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

Internet Exclusive

TaftMen's Rome Leather Cap Toe 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)

L.L.BeanMen's Eco Bay Nubuck Chukka Boots

AriatMen's Plano Square Toe Western Boots

Rated 3.9412 out of 5 starsRated 3.9412 out of 5 starsRated 3.9412 out of 5 starsRated 3.9412 out of 5 starsRated 3.9412 out of 5 stars(17)

Bed StuMen's Michelangelo Rustic Leather Chelsea Boots

Tony LamaMen's Amado 12" Suede Western Boots

Internet Exclusive
Extended Sizes

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

Rated 4.5063 out of 5 starsRated 4.5063 out of 5 starsRated 4.5063 out of 5 starsRated 4.5063 out of 5 starsRated 4.5063 out of 5 stars(79)

ALDOMen's Collen Suede Chelsea Boots

Internet Exclusive
Extended Sizes

Bed StuMen's Protege Distressed Leather Back Zip Combat Boots

Internet Exclusive
Extended Sizes

Bed StuMen's Lincoln Lace Up Leather Boots

Dune LondonMen's Matias Leather Ankle Boots

Internet Exclusive

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

Internet Exclusive

FryeMen's Austin Leather Western Boots

Rated 2.75 out of 5 starsRated 2.75 out of 5 starsRated 2.75 out of 5 starsRated 2.75 out of 5 starsRated 2.75 out of 5 stars(8)

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

Internet Exclusive

Johnston & MurphyCollection Men's Hartford Waxed Suede Chelsea Boots

Tony LamaMen's Luciano 13" Western Boots

Internet Exclusive
Extended Sizes

Tony LamaMen's Camarillo 13" Western Boots

Internet Exclusive
Extended Sizes

AriatMen's Plano Western Boots

Internet Exclusive
Rated 3.9412 out of 5 starsRated 3.9412 out of 5 starsRated 3.9412 out of 5 starsRated 3.9412 out of 5 starsRated 3.9412 out of 5 stars(17)

Dan PostMen's Tempe 12" Full Quill Ostrich Western Boots

Internet Exclusive

FryeMen's Connor Leather Chelsea Boots

Internet Exclusive
Dune London Men's Call Leather Cap Toe Zip Buckle Hardware BootsMen's Call Leather Cap Toe Zip Buckle Hardware Boots

Dune LondonMen's Call Leather Cap Toe Zip Buckle Hardware Boots

Internet Exclusive
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