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  • 287 Items
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Frye Men's Connor Leather Chelsea BootsMen's Connor Leather Chelsea Boots

FryeMen's Connor Leather Chelsea Boots

Internet Exclusive
Ariat Men's Clean Country Suede Chukka BootsMen's Clean Country Suede Chukka Boots

AriatMen's Clean Country Suede Chukka Boots

Rated 4.381 out of 5 starsRated 4.381 out of 5 starsRated 4.381 out of 5 starsRated 4.381 out of 5 starsRated 4.381 out of 5 stars(21)
Sorel Men's Madson II Moc Toe Waterproof BootsMen's Madson II Moc Toe Waterproof Boots

SorelMen's Madson II Moc Toe Waterproof Boots

Internet Exclusive
Rated 4.6154 out of 5 starsRated 4.6154 out of 5 starsRated 4.6154 out of 5 starsRated 4.6154 out of 5 starsRated 4.6154 out of 5 stars(13)
Dune London Men's Matchin Leather Chelsea BootsMen's Matchin Leather Chelsea Boots

Dune LondonMen's Matchin Leather Chelsea Boots

Internet Exclusive
Marc Nolan Men's Aiden Patent Leather Tortoise Print Combat BootsMen's Aiden Patent Leather Tortoise Print Combat Boots

Marc NolanMen's Aiden Patent Leather Tortoise Print Combat Boots

Internet Exclusive
Extended Sizes
Ariat Men's Spitfire Waterproof Leather BootsMen's Spitfire Waterproof Leather Boots

AriatMen's Spitfire Waterproof Leather Boots

Extended Sizes
Rated 4.4524 out of 5 starsRated 4.4524 out of 5 starsRated 4.4524 out of 5 starsRated 4.4524 out of 5 starsRated 4.4524 out of 5 stars(42)
Blundstone Men's Ant Brn 550 Water Resistant Antique Leather Chelsea BootsMen's Ant Brn 550 Water Resistant Antique Leather Chelsea Boots

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

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)
Ariat Men's Heritage Roper Western BootsMen's Heritage Roper Western Boots

AriatMen's Heritage Roper Western Boots

Internet Exclusive
Extended Sizes
Rated 4.4523 out of 5 starsRated 4.4523 out of 5 starsRated 4.4523 out of 5 starsRated 4.4523 out of 5 starsRated 4.4523 out of 5 stars(283)
Men's Connor Leather Chelsea Boots

PLACEHOLDERMen's Connor Leather Chelsea Boots

Internet Exclusive

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

Extended Sizes
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(3)

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

Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(3)

PLACEHOLDERMen's Connor Leather Chelsea Boots

Internet Exclusive

SorelMen's Slabtown 62 Six Waterproof Boots

Extended Sizes
Rated 4.6471 out of 5 starsRated 4.6471 out of 5 starsRated 4.6471 out of 5 starsRated 4.6471 out of 5 starsRated 4.6471 out of 5 stars(34)

Steve MaddenMen's Hatton Suede Chelsea Boots

Internet Exclusive

PLACEHOLDERMen's Connor Leather Chelsea Boots

Internet Exclusive

Twisted XMen's Moc Toe Leather Lace Up Boots

Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(3)

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

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

PLACEHOLDERMen's Connor Leather Chelsea Boots

Internet Exclusive

SorelMen's Slabtown 62' Stoic Suede Chukka Boots

Internet Exclusive
Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

Steve MaddenMen's Highline Suede Chelsea Boots

Internet Exclusive
Extended Sizes
Rated 4.2 out of 5 starsRated 4.2 out of 5 starsRated 4.2 out of 5 starsRated 4.2 out of 5 starsRated 4.2 out of 5 stars(5)

Cole HaanMen's Chamberlin Water Resistant Nubuck Chelsea Boots

Internet Exclusive

ALDOMen's Zeddy Suede Chelsea Boots

Internet Exclusive
Extended Sizes

TimberlandMen's Redwood Falls Waterproof Boots

Internet Exclusive
Only size 13 available
Rated 4.6186 out of 5 starsRated 4.6186 out of 5 starsRated 4.6186 out of 5 starsRated 4.6186 out of 5 starsRated 4.6186 out of 5 stars(97)

Twisted XMen's Driving Leather Moc Toe Chukka Boots

Extended Sizes

SorelMen's Buxton Lite Lace Plus Waterproof Boots

Extended Sizes
Rated 4 out of 5 starsRated 4 out of 5 starsRated 4 out of 5 starsRated 4 out of 5 starsRated 4 out of 5 stars(7)

SorelMen's CYPRUS Waterproof Suede Chelsea Boots

Internet Exclusive
Extended Sizes

AriatMen's Sonoro Leather Roper Toe Western Boots

Dr. MartensMen's Combs Fold-Down Boots

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

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)

AriatMen's Split Rock Leather Moc Toe Chukka Boots

Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

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

Rated 1 out of 5 starsRated 1 out of 5 starsRated 1 out of 5 starsRated 1 out of 5 starsRated 1 out of 5 stars(1)

TimberlandMen's Redwood Edge Leather Lace Up Boots

Extended Sizes

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)

BornMen's Erik Leather Boots

Extended Sizes

BirkenstockMen's Stalon Nubuck Chelsea Boots

Only size 12, 13 available

Johnston & MurphyMen's Upton Leather Chelsea Boots

Save on Select Items
Orig.
Now
Extended Sizes
Rated 3.4 out of 5 starsRated 3.4 out of 5 starsRated 3.4 out of 5 starsRated 3.4 out of 5 starsRated 3.4 out of 5 stars(5)

Josef SeibelMen's Earl 12 Leather Chelsea Boots

DannerMen's Waterproof Suede Mountain 600 4.5" Boots

Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(2)

AriatMen's Captivate Wide Square Toe Cowboy Boots

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

AriatMen's Barrett Leather Boots

Extended Sizes
Rated 4 out of 5 starsRated 4 out of 5 starsRated 4 out of 5 starsRated 4 out of 5 starsRated 4 out of 5 stars(4)

SorelMen's Slabtown 62 Moc Waterproof Boots

Internet Exclusive
Extended Sizes
Rated 4.4211 out of 5 starsRated 4.4211 out of 5 starsRated 4.4211 out of 5 starsRated 4.4211 out of 5 starsRated 4.4211 out of 5 stars(38)

Twisted XMen's ECO Moc-Toe Lace Up Boot

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

Johnston & MurphyMen's Calder Suede Chelsea Boots

Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 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)

BlundstoneMen's 550 Water Resistant Chelsea Boots

Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

Steve MaddenMen's Brompton Suede Chelsea Boots

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

Extended Sizes

Twisted XMen's Driving Moccasin Chukka Boots

Internet Exclusive
Extended Sizes

Johnston & MurphyCollection Men's Hartford Leather Plain Toe Boots

Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

Marc NolanMen's Sawyer Cow Print Pony Hair Cowboy Boots

Extended Sizes

SorelMen's Madson II Waterproof Leather Chukka Boots

Internet Exclusive
Extended Sizes
Rated 4.3678 out of 5 starsRated 4.3678 out of 5 starsRated 4.3678 out of 5 starsRated 4.3678 out of 5 starsRated 4.3678 out of 5 stars(87)

Dan PostMen's Ka Western Boots

Internet Exclusive
Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(2)

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)

Twisted XMen's Waterproof Driving Moccasins Chukka Boots

Internet Exclusive
Extended Sizes
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(3)

FryeTyler Flex Leather Chelsea Boots

Rated 3 out of 5 starsRated 3 out of 5 starsRated 3 out of 5 starsRated 3 out of 5 starsRated 3 out of 5 stars(3)

Steve MaddenMen's Daviston Lace Up Leather Chukka Boots

Internet Exclusive
Extended Sizes

SorelMen's Cyprus Waterproof Leather Boots

Internet Exclusive
Extended Sizes

FryeMen's Austin Oiled Suede Inside Zip Western 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(18)

Johnston & MurphyMens Barrett Suede Zip Boots

Extended Sizes
Rated 2 out of 5 starsRated 2 out of 5 starsRated 2 out of 5 starsRated 2 out of 5 starsRated 2 out of 5 stars(1)

To Boot New YorkMen's Largo Chelsea Boots

Internet Exclusive

TimberlandMen's Redwood Falls Waterproof Leather Chukka Boots

Internet Exclusive
Extended Sizes
Rated 4.3167 out of 5 starsRated 4.3167 out of 5 starsRated 4.3167 out of 5 starsRated 4.3167 out of 5 starsRated 4.3167 out of 5 stars(60)

Twisted XMen's Chukka Hiker Waterproof Boots

Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

Donald PlinerMen's Ashford Leather Chelsea Boots

Internet Exclusive
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)

BornMen's Nigel Suede Lace-Up Boots

Internet Exclusive
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

L.L.BeanMen's Portland Leather Chelsea Boots

Rated 4.2 out of 5 starsRated 4.2 out of 5 starsRated 4.2 out of 5 starsRated 4.2 out of 5 starsRated 4.2 out of 5 stars(20)

AriatMen's Lookout Leather Chukka Boots

Only size 11 available
Rated 4.1493 out of 5 starsRated 4.1493 out of 5 starsRated 4.1493 out of 5 starsRated 4.1493 out of 5 starsRated 4.1493 out of 5 stars(67)

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

Internet Exclusive

Marc NolanMen's Dante Cow Print Boots

Extended Sizes

FryeMen's Duke Western Roper Leather Boots

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)

Bed StuMen's Protege Distressed Leather Back Zip Combat Boots

Internet Exclusive
Extended Sizes

Dr. MartensMen's Hardie Chelsea Boots

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

Steve MaddenMen's Essen Leather O-Ring Harness Hardware Boots

Bruno MagliMen's Raging Leather Boots

Internet Exclusive

Dan PostMen's Alamosa 11" Full Quill Ostrich Square Toe Western Boots

Internet Exclusive
Extended Sizes

Marc NolanMen's Dax Cow Print Pony Hair Chelsea Boots

Internet Exclusive
Extended Sizes

AriatMen's Classic Cash Wide Square Toe Western Boots

Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(4)

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)

Bed StuMen's Lincoln Lace Up Leather Boots

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

Rated 4.5125 out of 5 starsRated 4.5125 out of 5 starsRated 4.5125 out of 5 starsRated 4.5125 out of 5 starsRated 4.5125 out of 5 stars(80)

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

Internet Exclusive

ALIGNMen's Rangley Suede Chelsea Boots

Internet Exclusive

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

Internet Exclusive

Bed StuMen's Illiad Leather Chukka Boots

Justin BootsJustin Men's Poston 11" Western Boots

Internet Exclusive

SorelMen's Scout 87' XT Waterproof Insulated Winter Boots

Internet Exclusive
Extended Sizes
Rated 3 out of 5 starsRated 3 out of 5 starsRated 3 out of 5 starsRated 3 out of 5 starsRated 3 out of 5 stars(5)

Twisted XMen's Chukka Driving Moccasins

Internet Exclusive
Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

Tony LamaMen's Luciano 13" Western Boots

Internet Exclusive
Extended Sizes

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

Internet Exclusive

FryeMen's Landon Leather Midlace Cap Toe Boots

Internet Exclusive
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

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)

Tony LamaMen's Lenado 12" Western Boots

Extended Sizes

Justin BootsMen's Kilgore 10" Stampede Boots

Extended Sizes

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)

Dune LondonMen's Smoky Leather Casual Ankle Boots

Internet Exclusive

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 Bayou 13" Caiman Square Toe Western Boots

Internet Exclusive

DannerMen's Logger Moc 917 GTX Waterproof Nubuck Leather Boots

Internet Exclusive
Extended Sizes

ALIGNMen's Ryder Weatherproof Suede Boots

Internet Exclusive
Dan Post Men's Abram Western BootsMen's Abram Western Boots

Dan PostMen's Abram Western Boots

Extended Sizes
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