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  • 214 Items
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Birkenstock Men's Highwood Leather Chelsea BootsMen's Highwood Leather Chelsea Boots

BirkenstockMen's Highwood Leather Chelsea Boots

Johnston & Murphy Mens Barrett Suede Zip BootsMens Barrett Suede Zip Boots

Johnston & MurphyMens Barrett Suede Zip Boots

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

AriatMen's Spitfire Boots

Extended Sizes
Rated 4.7053 out of 5 starsRated 4.7053 out of 5 starsRated 4.7053 out of 5 starsRated 4.7053 out of 5 starsRated 4.7053 out of 5 stars(302)
Marc Nolan Men's Dax Cow Print Pony Hair Chelsea BootsMen's Dax Cow Print Pony Hair Chelsea Boots

Marc NolanMen's Dax Cow Print Pony Hair Chelsea Boots

Internet Exclusive
Extended Sizes
Johnston & Murphy Men's Upton Leather Chelsea BootsMen's Upton Leather Chelsea Boots

Johnston & MurphyMen's Upton Leather Chelsea 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(4)
Sorel Men's Slabtown 62 Moc Waterproof BootsMen's Slabtown 62 Moc Waterproof Boots

SorelMen's Slabtown 62 Moc Waterproof Boots

Internet Exclusive
Extended Sizes
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(35)
Marc Nolan Men's Dante Cow Print BootsMen's Dante Cow Print Boots

Marc NolanMen's Dante Cow Print Boots

Extended Sizes
Johnston & Murphy Men's Calder Suede Chelsea BootsMen's Calder Suede Chelsea Boots

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)
Men's Highwood Leather Chelsea Boots

PLACEHOLDERMen's Highwood Leather Chelsea Boots

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)

Marc NolanMen's Aiden Patent Leather Tortoise Print Combat Boots

Internet Exclusive
Extended Sizes

PLACEHOLDERMen's Highwood Leather Chelsea Boots

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)

Twisted XMen's Waterproof Driving Moccasins Chukka 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)

PLACEHOLDERMen's Highwood Leather Chelsea Boots

Johnston & MurphyMen's Upton Leather Chukka Boots

Extended Sizes

Johnston & MurphyMen's Reeve Leather Chelsea Dress Boots

Extended Sizes

PLACEHOLDERMen's Highwood Leather Chelsea Boots

Cole HaanMen's Chamberlin Water Resistant Nubuck Chukka Boots

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)

SorelMen's Cyprus Waterproof Leather Boots

Extended Sizes

TimberlandMen's Redwood Falls Waterproof Leather Chukka Boots

Internet Exclusive
Extended Sizes
Rated 4.3051 out of 5 starsRated 4.3051 out of 5 starsRated 4.3051 out of 5 starsRated 4.3051 out of 5 starsRated 4.3051 out of 5 stars(59)

SorelMen's CYPRUS Waterproof Suede Chelsea Boots

Internet Exclusive
Extended Sizes

Dr. MartensMen's Combs Tech II Utility Boots

Internet Exclusive
Extended Sizes

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)

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)

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)

SorelMen's Scout 87' XT Waterproof 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)

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)

TimberlandMen's Redwood Falls Waterproof Cold Weather Boots

Internet Exclusive
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)

Marc NolanMen's Dax Patent 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)

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

Extended Sizes
Rated 4.7526 out of 5 starsRated 4.7526 out of 5 starsRated 4.7526 out of 5 starsRated 4.7526 out of 5 starsRated 4.7526 out of 5 stars(97)

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)

AriatMen's Wexford Waterproof Chelsea Boots

Rated 4.5556 out of 5 starsRated 4.5556 out of 5 starsRated 4.5556 out of 5 starsRated 4.5556 out of 5 starsRated 4.5556 out of 5 stars(243)

ALIGNMen's Ryder Weatherproof Leather Boots

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)

TimberlandMen's Redwood Edge Leather Lace Up Boots

Extended Sizes

Dr. MartensMen's Hardie 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(6)

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)

ALIGNMen's Rivers Weatherproof Tumbled Leather Boots

BornMen's Erik Leather Boots

Extended Sizes

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)

FryeTyler Flex Leather Chelsea Boots

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)

Johnston & MurphyCollection Men's Hartford Leather Plain Toe Boots

Internet Exclusive

Cole HaanMen's Chamberlin Water Resistant Nubuck Cap Toe Boots

Internet Exclusive

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)

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

Extended Sizes

Cole HaanMen's Chamberlin Water Resistant Suede Cap Toe Boots

Internet Exclusive

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)

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)

SorelMen's Slabtown 62' Stoic Suede Chukka 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)

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)

BirkenstockMen's Stalon Nubuck Chelsea Boots

Only size 12, 13 available

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)

To Boot New YorkMen's Largo Chelsea Boots

Internet Exclusive

BornMen's Nigel Suede Lace-Up 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)

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

Dillard's Exclusive

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)

Cole HaanMen's ØriginalGrand CitySpectre Leather Chelsea Boots

Internet Exclusive

Dune LondonMen's Matchin Leather Chelsea Boots

Internet Exclusive

ALDOMen's Collen Suede Chelsea Boots

Internet Exclusive
Extended Sizes

Bruno MagliMen's Raging Leather Boots

Internet Exclusive

Cole HaanMen's Muir Waterproof Suede Moc Toe Boots

Internet Exclusive

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

MerrellMen's Moab 3 Mid Waterproof Hiking Boots

Extended Sizes
Rated 4.3493 out of 5 starsRated 4.3493 out of 5 starsRated 4.3493 out of 5 starsRated 4.3493 out of 5 starsRated 4.3493 out of 5 stars(418)

Kurt Geiger LondonMen's Chiltern Leather Boots

FryeMen's Connor Leather Chelsea Boots

Internet Exclusive

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)

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)

DannerMen's Waterproof Suede Mountain 600 4.5" 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)

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

Bed StuMen's Lincoln Lace Up Leather Boots

Donald PlinerMen's Ashford Leather Chelsea Boots

Internet Exclusive
Extended Sizes

Ted Baker LondonMen's Norwich Leather Chelsea Ankle Boots

Internet Exclusive
Extended Sizes

Johnston & MurphyCollection Men's Hartford Waxed Suede Chelsea Boots

ALIGNMen's Ryder Weatherproof Suede Boots

Internet Exclusive

Bed StuMen's Protege Distressed Leather Back Zip Combat Boots

Internet Exclusive
Extended Sizes

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)

ALDOMen's Zeddy Suede 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)

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

ALDOMen's Farrell Leather Lace Up Boots

Internet Exclusive
Extended Sizes

Cole HaanMen's Muir Leather Moc Toe Boots

Internet Exclusive

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)

COACHMen's Connor Signature Logo Coated Canvas and Leather Lace Up Boots

Internet Exclusive

Bed StuMen's Illiad Leather Chukka Boots

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(2)

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

Dune LondonMen's Smoky Leather Casual Ankle Boots

Internet Exclusive

Dune LondonMen's Saltwood Leather Cap Toe Chelsea Boots

Internet Exclusive

Johnston & MurphyCollection Men's Hartford Suede Plain Toe Boots

Internet Exclusive

Ted Baker LondonMen's Blackburn Leather Brogue Wingtip Boots

Extended Sizes

FryeMen's Barrett Leather Lace Up Boots

Internet Exclusive

Johnston & MurphyCollection Men's Flynch Suede Chelsea Boots

Internet Exclusive
Extended Sizes

ALDOMen's Walton Leather Lace Up Booties

Internet Exclusive
Extended Sizes

FryeMen's Connor Suede Chelsea Boots

Internet Exclusive

MerrellMen's Moab 3 Vista Mid Waterproof Mid Hikers

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(21)
Frye Men's Connor Waxed Suede Chelsea BootsMen's Connor Waxed Suede Chelsea Boots

FryeMen's Connor Waxed Suede Chelsea Boots

Internet Exclusive
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