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  • 259 Items
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Steve Madden Men's Harros Leather Chukka BootsMen's Harros Leather Chukka Boots

Steve MaddenMen's Harros Leather Chukka Boots

Internet Exclusive
Only size 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)
Ariat Men's Booker Ultra Suede Western Chelsea BootsMen's Booker Ultra Suede Western Chelsea Boots

AriatMen's Booker Ultra Suede Western Chelsea Boots

Extended Sizes
Rated 4.7811 out of 5 starsRated 4.7811 out of 5 starsRated 4.7811 out of 5 starsRated 4.7811 out of 5 starsRated 4.7811 out of 5 stars(676)
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

Internet Exclusive
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)
Birkenstock Men's Stalon Nubuck Chelsea BootsMen's Stalon Nubuck Chelsea Boots

BirkenstockMen's Stalon Nubuck Chelsea Boots

Only size 12, 13 available
Timberland Men's Redwood Falls Waterproof BootsMen's Redwood Falls Waterproof Boots

TimberlandMen's Redwood Falls Waterproof Boots

Internet Exclusive
Only size 13 available
Rated 4.6263 out of 5 starsRated 4.6263 out of 5 starsRated 4.6263 out of 5 starsRated 4.6263 out of 5 starsRated 4.6263 out of 5 stars(99)
Dan Post Men's Ringold 13" Teju Lizard Square Toe Western BootsMen's Ringold 13" Teju Lizard Square Toe Western Boots

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

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
Men's Harros Leather Chukka Boots

PLACEHOLDERMen's Harros Leather Chukka Boots

Internet Exclusive
Only size 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)

Twisted XMen's Driving Moccasin Chukka Boots

Internet Exclusive
Extended Sizes

UGGMen's Classic Suede Family Matching Mini Booties

Extended Sizes
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(8)

PLACEHOLDERMen's Harros Leather Chukka Boots

Internet Exclusive
Only size 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)

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)

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)

PLACEHOLDERMen's Harros Leather Chukka Boots

Internet Exclusive
Only size 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)

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)

ALIGNMen's Eddy Waterproof Leather Lace Up Boots

PLACEHOLDERMen's Harros Leather Chukka Boots

Internet Exclusive
Only size 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)

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

Extended Sizes

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)

Marc NolanMen's Sawyer Cow Print Pony Hair Cowboy Boots

Extended Sizes

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)

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)

PikolinosMen's Vigo Leather Lace Up Zip Ankle Boots

Internet Exclusive

To Boot New YorkMen's Largo Chelsea 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)

Cole HaanMen's ØriginalGrand CitySpectre Leather Chelsea Boots

Internet Exclusive

Steve MaddenMen's Daviston Lace Up Leather Chukka Boots

Internet Exclusive
Extended Sizes

TimberlandMen's Redwood Falls Waterproof Leather Chukka Boots

Internet Exclusive
Extended Sizes
Rated 4.3387 out of 5 starsRated 4.3387 out of 5 starsRated 4.3387 out of 5 starsRated 4.3387 out of 5 starsRated 4.3387 out of 5 stars(62)

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)

TaftMen's Rome Leather Cap Toe 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)

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)

DannerMen's Bull Run Leather 6" Chelsea Boots

Extended Sizes

AriatMen's Sport Freedom Western Boots

Internet Exclusive
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(6)

Donald PlinerMen's Ashford Leather Chelsea Boots

Internet Exclusive
Extended Sizes

SorelMen's Cyprus Waterproof Leather Boots

Internet Exclusive
Extended Sizes

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 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)

Steve MaddenMen's Hatton Suede Chelsea Boots

Internet Exclusive

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 Call Leather Cap Toe Zip Buckle Hardware Boots

Internet Exclusive

Twisted XMen's Driving Leather Moc Toe Chukka Boots

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)

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)

Johnston & MurphyCollection Men's Hartford Waxed Suede Chelsea Boots

Bruno MagliMen's Raging Leather Boots

Internet Exclusive
Only size 8.5, 13 available

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)

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)

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 Michelangelo Rustic Leather Chelsea Boots

Internet Exclusive

ALIGNMen's Ryder Weatherproof Suede Boots

Internet Exclusive

Justin BootsMen's Kilgore 10" Stampede Boots

Extended Sizes

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)

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)

Dune LondonMen's Matias Leather Ankle Boots

Internet Exclusive

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

ALIGNMen's Rangley Leather Chelsea Boots

Internet Exclusive

Tony LamaMen's Lenado 12" Western Boots

Extended Sizes

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

Internet Exclusive

Johnston & MurphyCollection Men's Hartford Suede Plain Toe 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)

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)

ALDOMen's Farrell Leather Lace Up Boots

Extended Sizes

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

Internet Exclusive

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 Astor Leather Chukka Boots

Internet Exclusive
Rated 4.2308 out of 5 starsRated 4.2308 out of 5 starsRated 4.2308 out of 5 starsRated 4.2308 out of 5 starsRated 4.2308 out of 5 stars(13)

ALIGNMen's Rangley Suede Chelsea Boots

Internet Exclusive

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)

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)

Dan PostMen's Abram Western Boots

Extended Sizes

FryeMen's Connor Waxed Suede Chelsea Boots

Internet Exclusive

Tony LamaMen's Camarillo 13" Western Boots

Internet Exclusive
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 Alamosa 11" Full Quill Ostrich Square Toe Western Boots

Internet Exclusive
Extended Sizes

Johnston & MurphyCollection Men's Flynch Suede Chelsea Boots

Internet Exclusive
Extended Sizes

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

Internet Exclusive

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

Internet Exclusive

FryeMen's Connor Leather Chelsea Boots

Internet Exclusive

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

Internet Exclusive
Extended Sizes

Dan PostMen's Bayou 13" Caiman Square Toe Western Boots

Internet Exclusive

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 Maverick Western Five Row Stitch Boots

Internet Exclusive
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(2)

Ted Baker LondonMen's Blackburn Leather Brogue Wingtip Boots

Extended Sizes

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

Internet Exclusive

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)

Dune LondonMen's Saltwood Leather Cap Toe Chelsea Boots

Internet Exclusive

Dan PostMen's Winslow 11" Leather Western Boots

Internet Exclusive
Extended Sizes

Justin BootsMen's Tobias 12" Leather Western Boots

ALIGNMen's Rivers Weatherproof Oiled Leather Flannel Lined Winter Boots

Internet Exclusive

ALDOMen's Zeddy Suede Chelsea Boots

Internet Exclusive
Extended Sizes

Bed StuMen's Illiad Leather Chukka Boots

AriatMen's Stoney Creek Distressed Leather Western Boots

Internet Exclusive

AriatMen's Lookout Leather Chukka Boots

Only size 11 available
Rated 4.1324 out of 5 starsRated 4.1324 out of 5 starsRated 4.1324 out of 5 starsRated 4.1324 out of 5 starsRated 4.1324 out of 5 stars(68)

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)

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 Makara 13" Caiman Round Toe Western Boots

ALDOMen's Walton Leather Lace Up Booties

Internet Exclusive
Extended Sizes

Dune LondonMen's Smoky Leather Casual Ankle Boots

Internet Exclusive

TaftMen's Rome Bottega Suede Cap Toe Boots

Internet Exclusive
Justin Boots Men's Fergus 11" Roughout BootsMen's Fergus 11" Roughout Boots

Justin BootsMen's Fergus 11" Roughout Boots

Internet Exclusive
Extended Sizes
  • 259 Items
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