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  • 253 Items
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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)
Johnston & Murphy Men's Calder 175th Anniversary Leather Chelsea BootsMen's Calder 175th Anniversary Leather Chelsea Boots

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)
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 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)
Born Men's Ryker Leather BootsMen's Ryker Leather Boots

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)
Timberland Men's Redwood Edge Leather Lace Up BootsMen's Redwood Edge Leather Lace Up Boots

TimberlandMen's Redwood Edge Leather Lace Up Boots

Extended Sizes
Birkenstock Men's Stalon Nubuck Chelsea BootsMen's Stalon Nubuck Chelsea Boots

BirkenstockMen's Stalon Nubuck Chelsea Boots

Only size 12, 13 available
Born Men's Erik Leather BootsMen's Erik Leather Boots

BornMen's Erik Leather Boots

Extended Sizes
L.L.Bean Men's Allagash Handsewn Leather Chukka BootsMen's Allagash Handsewn Leather Chukka Boots

L.L.BeanMen's Allagash Handsewn Leather Chukka Boots

Rated 3.9118 out of 5 starsRated 3.9118 out of 5 starsRated 3.9118 out of 5 starsRated 3.9118 out of 5 starsRated 3.9118 out of 5 stars(34)
Men's Clean Country Suede Chukka Boots

PLACEHOLDERMen'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)

Josef SeibelMen's Earl 12 Leather Chelsea Boots

BlundstoneMen's Water-Resistant Leather Chelsea Boots

PLACEHOLDERMen'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)

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)

ALIGNMen's Ryder Weatherproof Leather Boots

PLACEHOLDERMen'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)

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)

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)

PLACEHOLDERMen'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)

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)

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)

Cole HaanMen's Chamberlin Water Resistant Nubuck Chelsea Boots

Internet Exclusive

Steve MaddenMen's Brompton Suede Chelsea Boots

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 & 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)

Dune LondonMen's Matchin 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)

SorelMen's Madson II Waterproof Leather Chukka Boots

Internet Exclusive
Extended Sizes
Rated 4.375 out of 5 starsRated 4.375 out of 5 starsRated 4.375 out of 5 starsRated 4.375 out of 5 starsRated 4.375 out of 5 stars(88)

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 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)

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)

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)

To Boot New YorkMen's Largo Chelsea Boots

Internet Exclusive

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)

SorelMen's Cyprus Waterproof Leather Boots

Internet Exclusive
Extended Sizes

Steve MaddenMen's Daviston Lace Up Leather Chukka Boots

Internet Exclusive
Extended Sizes

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)

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)

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)

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)

Donald PlinerMen's Ashford Leather Chelsea Boots

Internet Exclusive
Extended Sizes

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

Internet Exclusive

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)

DannerMen's Bull Run Leather 6" Chelsea Boots

Extended Sizes

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

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

Internet Exclusive

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)

Bruno MagliMen's Raging Leather Boots

Internet Exclusive

Bed StuMen's Protege Distressed Leather Back Zip Combat Boots

Internet Exclusive
Extended Sizes

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)

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)

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)

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

Internet Exclusive

ALIGNMen's Rangley Suede Chelsea Boots

Internet Exclusive

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)

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

Justin BootsJustin Men's Poston 11" Western Boots

Internet Exclusive

Bed StuMen's Illiad Leather Chukka Boots

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)

Steve MaddenMen's Harros Leather 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(2)

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)

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)

Justin BootsMen's Tobias 12" Leather Western Boots

ALIGNMen's Rangley Leather Chelsea Boots

Internet Exclusive

Dan PostMen's Abram Western Boots

Extended Sizes

Dune LondonMen's Smoky Leather Casual Ankle Boots

Internet Exclusive

Tony LamaMen's Lenado 12" Western Boots

Extended Sizes

Tony LamaMen's Luciano 13" Western Boots

Internet Exclusive
Extended Sizes

Tony LamaMen's Amado 12" Suede Western Boots

Internet Exclusive
Extended Sizes

Justin BootsMen's Kilgore 10" Stampede Boots

Extended Sizes

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 Camarillo 13" Western Boots

Internet Exclusive
Extended Sizes

ALDOMen's Walton Leather Lace Up Booties

Internet Exclusive
Extended Sizes

AriatMen's Bomber Rambler Recon Western Boots

Internet Exclusive
Only size 11.5 available
Rated 4.4932 out of 5 starsRated 4.4932 out of 5 starsRated 4.4932 out of 5 starsRated 4.4932 out of 5 starsRated 4.4932 out of 5 stars(146)

Johnston & MurphyCollection Men's Hartford Waxed Suede Chelsea Boots

ALIGNMen's Ryder Weatherproof Suede Boots

Internet Exclusive

Dune LondonMen's Matias Leather Ankle Boots

Internet Exclusive

Johnston & MurphyCollection Men's Hartford Suede Plain Toe Boots

Internet Exclusive

DannerMen's Logger Moc 917 GTX Waterproof Nubuck Leather Boots

Internet Exclusive
Extended Sizes

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

Internet Exclusive

TaftMen's Jack Wool Calfskin Cap Toe Braided Welt Detail 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(7)

Dan PostMen's Milwaukee 13" Leather Round Toe Western Boots

Internet Exclusive
Extended Sizes

ALIGNMen's Rivers Weatherproof Oiled Leather Flannel Lined Winter Boots

Internet Exclusive

Dune LondonMen's Saltwood Leather Cap Toe Chelsea Boots

Internet Exclusive

Ted Baker LondonMen's Blackburn Leather Brogue Wingtip Boots

Extended Sizes

FryeMen's Paul Leather Cap Toe 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(1)

Dan PostMen's Sire 11" Waterproof Leather Steel Toe Work Boots

Extended Sizes

Marc NolanMen's Sawyer Leather Cowboy Boots

Internet Exclusive
Extended Sizes

Twisted XMen's Slip-On Chukka Leather Driving Moccasin Boots

Internet Exclusive
Extended Sizes
Only size 10.5, 13 available
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)

Dan PostMen's Wade 13" Leather Square Toe Western Boots

Internet Exclusive

FryeMen's Connor Suede Chelsea Boots

Internet Exclusive

FryeMen's Connor Waxed Suede Chelsea Boots

Internet Exclusive

Johnston & MurphyCollection Men's Flynch Suede Chelsea Boots

Internet Exclusive
Extended Sizes

Justin BootsMen's Canter Western Boots

Internet Exclusive

Dan PostMen's Winslow 11" Leather Western Boots

Internet Exclusive
Extended Sizes

Dan PostMen's Storms Eye 11" Waterproof Leather Composite Toe Work Boots

Extended Sizes

Dan PostMen's Cottonwood 13" Leather Round Toe Western Boots

Internet Exclusive

AriatMen's Stoney Creek Distressed Leather Western Boots

Internet Exclusive

Justin BootsMen's Alamo 11" Roughout Boots

Internet Exclusive
Extended Sizes
Taft Men's Rome Bottega Suede Cap Toe BootsMen's Rome Bottega Suede Cap Toe Boots

TaftMen's Rome Bottega Suede Cap Toe Boots

Internet Exclusive
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