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  • 195 Items
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Twisted X Men's Driving Leather Moc Toe Chukka BootsMen's Driving Leather Moc Toe Chukka Boots

Twisted XMen's Driving Leather Moc Toe Chukka Boots

Extended Sizes
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)
Frye Men's Engineer 12R Leather Buckle Hardware BootsMen's Engineer 12R Leather Buckle Hardware Boots

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)
Dune London Men's Matchin Leather Chelsea BootsMen's Matchin Leather Chelsea Boots

Dune LondonMen's Matchin Leather Chelsea Boots

Internet Exclusive
Donald Pliner Men's Ashford Leather Chelsea BootsMen's Ashford Leather Chelsea Boots

Donald PlinerMen's Ashford Leather Chelsea Boots

Internet Exclusive
Extended Sizes
Danner Men's Logger Moc 917 GTX Waterproof Nubuck Leather BootsMen's Logger Moc 917 GTX Waterproof Nubuck Leather Boots

DannerMen's Logger Moc 917 GTX Waterproof Nubuck Leather Boots

Internet Exclusive
Extended Sizes
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 4.4211 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)
Sorel Men's Cyprus Waterproof Leather BootsMen's Cyprus Waterproof Leather Boots

SorelMen's Cyprus Waterproof Leather Boots

Internet Exclusive
Extended Sizes
Men's Driving Leather Moc Toe Chukka Boots

PLACEHOLDERMen's Driving Leather Moc Toe Chukka Boots

Extended Sizes

DannerMen's Bull Run Leather 6" Chelsea Boots

Extended Sizes

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)

PLACEHOLDERMen's Driving Leather Moc Toe Chukka Boots

Extended Sizes

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)

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)

PLACEHOLDERMen's Driving Leather Moc Toe Chukka Boots

Extended Sizes

ALIGNMen's Ryder Weatherproof Leather Boots

Bruno MagliMen's Raging Leather Boots

Internet Exclusive
Only size 8.5, 13 available

PLACEHOLDERMen's Driving Leather Moc Toe Chukka Boots

Extended Sizes

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

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

Internet Exclusive

Johnston & MurphyCollection Men's Hartford Waxed Suede Chelsea Boots

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)

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 Abram Western Boots

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(5)

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)

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)

ALDOMen's Zeddy Suede Chelsea Boots

Internet Exclusive
Extended Sizes

Steve MaddenMen's Hatton Suede Chelsea Boots

Internet Exclusive

Johnston & MurphyCollection Men's Hartford Suede Plain Toe 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)

ALIGNMen's Rangley Suede Chelsea Boots

Internet Exclusive

FryeMen's Connor Waxed Suede Chelsea 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)

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)

ALIGNMen's Ryder Weatherproof Suede Boots

Internet Exclusive

Dune LondonMen's Matias Leather Ankle Boots

Internet Exclusive

FryeMen's Connor Leather Chelsea Boots

Internet Exclusive

Dune LondonMen's Saltwood Leather Cap Toe Chelsea Boots

Internet Exclusive

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)

ALDOMen's Farrell Leather Lace Up Boots

Extended Sizes

Johnston & MurphyCollection Men's Flynch Suede Chelsea Boots

Internet Exclusive
Extended Sizes

ALIGNMen's Rivers Weatherproof Oiled Leather Flannel Lined Winter Boots

Internet Exclusive

Justin BootsMen's Jeb 10" Western Roper Leather Boots

Extended Sizes

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)

ALIGNMen's Rangley Leather Chelsea Boots

Internet Exclusive

ALDOMen's Walton Leather Lace Up Booties

Internet Exclusive
Extended Sizes

Ted Baker LondonMen's Blackburn Leather Brogue Wingtip Boots

Extended Sizes

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)

To Boot New YorkMen's Colton Leather Lace-Up Sneakers

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)

To Boot New YorkMen's Forza Loafers

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 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)

FryeMen's Barrett Leather 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)

AriatMen's Stoney Creek Distressed Leather Western Boots

Internet Exclusive

To Boot New YorkMen's Suede Driver Penny Loafers

Internet Exclusive
Extended Sizes

Marc NolanMen's Sawyer Leather Cowboy Boots

Internet Exclusive
Extended Sizes

FryeMen's Connor Suede Chelsea Boots

Internet Exclusive

Bed StuMen's Illiad Leather Chukka Boots

AriatMen's Sport Rustler Leather Western 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(2)

BornMen's Harrison Leather Chukka Boots

Internet Exclusive
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)

MinnetonkaMen's Sheepskin Lined Moose Slippers

Internet Exclusive
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)

Polo Ralph LaurenMen's Ranger Suede and Twill Patch Detail Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 2.6 out of 5 starsRated 2.6 out of 5 starsRated 2.6 out of 5 starsRated 2.6 out of 5 starsRated 2.6 out of 5 stars(5)

UGGMen's Chukka Lug Suede Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Johnston & MurphyMen's XC Flex Raleigh Leather Chelsea Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 4.6842 out of 5 starsRated 4.6842 out of 5 starsRated 4.6842 out of 5 starsRated 4.6842 out of 5 starsRated 4.6842 out of 5 stars(57)

Cole HaanMen's Muir Waterproof Suede Moc Toe Boots

Permanently Reduced
Orig.
Now
Internet Exclusive

UGGMen's Lug Chukka Boots

Permanently Reduced
Orig.
Now
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 & MurphyMen's XC+Parker Waterproof Leather Chukka Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 4.7143 out of 5 starsRated 4.7143 out of 5 starsRated 4.7143 out of 5 starsRated 4.7143 out of 5 starsRated 4.7143 out of 5 stars(7)

Flag LTD.Men's Garrett Leather Plain Toe Boots

Permanently Reduced
Orig.
Now
Dillard's 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)

Steve MaddenMen's Hatford Leather Chelsea Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Steve MaddenMen's Tabriz Lace Up Leather Chukka Boots

Permanently Reduced
Orig.
Now
Extended Sizes

UGGMen's Classic Ultra Mini Wrap Tech Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Steve MaddenMen's Hatford Suede Chelsea Boots

Permanently Reduced
Orig.
Now
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)

Flag LTD.Men's Garrett Leather Chelsea Dress Boots

Permanently Reduced
Orig.
Now
Dillard's Exclusive

Cole HaanMen's Chamberlin Water Resistant Suede Cap Toe Boots

Permanently Reduced
Orig.
Now
Internet Exclusive

Polo Ralph LaurenMen's Asher Suede Chukka Boots

Permanently Reduced
Orig.
Now

Steve MaddenMen's Montreux Leather Chelsea Boots

Permanently Reduced
Orig.
Now
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)

Polo Ralph LaurenMen's Ranger Suede and Plaid Wool Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
Only size 10, 11 available
Rated 2.3333 out of 5 starsRated 2.3333 out of 5 starsRated 2.3333 out of 5 starsRated 2.3333 out of 5 starsRated 2.3333 out of 5 stars(3)

Polo Ralph LaurenMen's Asher Leather Chelsea Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Only size 9, 10 available

Johnston & MurphyMen's Upton Leather Chukka Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Johnston & MurphyMen's Braxton Oiled Leather Chukka Boots

Permanently Reduced
Orig.
Now
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)

Polo Ralph LaurenMen's Ranger Suede Patch Detail Boots

Permanently Reduced
Orig.
Now
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 & MurphyMen's Barret Leather Plain Toe Boots

Permanently Reduced
Orig.
Now
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(6)

BornMen's Brock Distressed Suede Boots

Permanently Reduced
Orig.
Now
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(9)

ALIGNMen's Rivers Weatherproof Tumbled Leather Boots

Permanently Reduced
Orig.
Now

Section XMen's Steven Zip Suede Chelsea Boots

Permanently Reduced
Orig.
Now

Cole HaanMen's Muir Leather Moc Toe Boots

Permanently Reduced
Orig.
Now
Internet Exclusive

Johnston & MurphyMen's Barret Suede Plain Toe Boots

Permanently Reduced
Orig.
Now
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)

UGGMen's Neumel Crafted Regenerate Boots

Permanently Reduced
Orig.
Now
Only size 9 available

Cole HaanMen's Chamberlin Water Resistant Nubuck Cap Toe Boots

Permanently Reduced
Orig.
Now
Internet Exclusive

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

Permanently Reduced
Orig.
Now
Extended Sizes

Steve MaddenMen's Duke Leather Chelsea Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Kurt Geiger LondonMen's Chiltern Leather Boots

Permanently Reduced
Orig.
Now

Polo Ralph LaurenMen's Ranger Suede Multi Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Only size 8 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(3)

UGGMen's Chelsea Lug Suede Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
Only size 11.5 available

Johnston & MurphyMen's Larkin Leather Plain Toe Chukka Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 3.8571 out of 5 starsRated 3.8571 out of 5 starsRated 3.8571 out of 5 starsRated 3.8571 out of 5 starsRated 3.8571 out of 5 stars(7)

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

Permanently Reduced
Orig.
Now
Dillard's Exclusive

COACHMen's Lug Sole Leather Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
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)

Cole HaanMen's American Classics Plain Toe Waterproof Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Rated 3.9231 out of 5 starsRated 3.9231 out of 5 starsRated 3.9231 out of 5 starsRated 3.9231 out of 5 starsRated 3.9231 out of 5 stars(13)

Twisted XMen's Leather Lace-Up Chukka Driving Moccasins

Permanently Reduced
Orig.
Now
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 Madden Men's Aben Leather Chelsea BootsMen's Aben Leather Chelsea Boots

Steve MaddenMen's Aben Leather Chelsea Boots

Permanently Reduced
Orig.
Now
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