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  • 198 Items
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Frye Tyler Flex Leather Chelsea BootsTyler Flex Leather Chelsea Boots

FryeTyler Flex Leather Chelsea 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(4)
Ariat Men's Renegade Leather Narrow Cutter Toe Cowboy BootsMen's Renegade Leather Narrow Cutter Toe Cowboy Boots

AriatMen's Renegade Leather Narrow Cutter Toe Cowboy Boots

Internet Exclusive
Rated 4.8649 out of 5 starsRated 4.8649 out of 5 starsRated 4.8649 out of 5 starsRated 4.8649 out of 5 starsRated 4.8649 out of 5 stars(37)
Johnston & Murphy Collection Men's Hartford Suede Plain Toe BootsCollection Men's Hartford Suede Plain Toe Boots

Johnston & MurphyCollection Men's Hartford Suede Plain Toe Boots

Internet Exclusive
ALDO Men's Collen Suede Chelsea BootsMen's Collen Suede Chelsea Boots

ALDOMen's Collen Suede Chelsea Boots

Internet Exclusive
Extended Sizes
Only size 7 available
Frye Men's Paul Leather Cap Toe Lace Up BootsMen's Paul Leather Cap Toe Lace Up Boots

FryeMen's Paul Leather Cap Toe Lace Up 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)
Bed Stu Men's Protege Distressed Leather Back Zip Combat BootsMen's Protege Distressed Leather Back Zip Combat Boots

Bed StuMen's Protege Distressed Leather Back Zip Combat Boots

Internet Exclusive
Extended Sizes
Dan Post Men's Ka Western BootsMen's Ka Western Boots

Dan PostMen's Ka Western 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)
Blundstone Men's Ant Brn 550 Water Resistant Leather Chelsea BootsMen's Ant Brn 550 Water Resistant Leather Chelsea Boots

BlundstoneMen's Ant Brn 550 Water Resistant Leather Chelsea Boots

Tyler Flex Leather Chelsea Boots

PLACEHOLDERTyler Flex Leather Chelsea 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(4)

AriatMen's Plano Western Boots

Internet Exclusive
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(18)

Dune LondonMen's Matias Leather Ankle Boots

Internet Exclusive

PLACEHOLDERTyler Flex Leather Chelsea 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(4)

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

PLACEHOLDERTyler Flex Leather Chelsea 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(4)

Justin BootsJustin Men's Poston 11" Western Boots

Internet Exclusive

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)

PLACEHOLDERTyler Flex Leather Chelsea 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(4)

Dune LondonMen's Saltwood Leather Cap Toe Chelsea Boots

Internet Exclusive

Dan PostMen's Abram Western Boots

Internet Exclusive
Extended Sizes

Bed StuMen's Illiad Leather Chukka Boots

FryeMen's Connor Leather Chelsea 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)

AriatMen's Sport Cool VentTEK Western Boots

Extended Sizes
Rated 4.55 out of 5 starsRated 4.55 out of 5 starsRated 4.55 out of 5 starsRated 4.55 out of 5 starsRated 4.55 out of 5 stars(60)

AriatMen's Hustler Leather Narrow Cutter Toe Cowboy Boots

Internet Exclusive
Rated 4.875 out of 5 starsRated 4.875 out of 5 starsRated 4.875 out of 5 starsRated 4.875 out of 5 starsRated 4.875 out of 5 stars(16)

Johnston & MurphyMen's XC+Durham Waterproof 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(3)

Dune LondonMen's Smoky Leather Casual Ankle Boots

Bed StuMen's Lincoln Lace Up Leather Boots

Internet Exclusive

ALDOMen's Walton Leather Lace Up Booties

Internet Exclusive
Extended Sizes

TaftMen's Rome Bottega Suede Cap Toe Boots

Internet Exclusive
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(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)

Josef SeibelMen's Earl 12 Leather Chelsea Boots

Marc NolanMen's Sawyer Leather Cowboy 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)

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

Internet Exclusive

ALIGNMen's Ryder Weatherproof Suede Boots

Internet Exclusive

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

Internet Exclusive

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

Bed StuMen's Michelangelo Rustic Leather Chelsea Boots

Internet Exclusive

FryeMen's Barrett Leather 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)

ALDOMen's Farrell Leather Lace Up Boots

Internet Exclusive
Extended Sizes

Justin BootsMen's Tobias 12" Leather Western Boots

Internet Exclusive

AriatMen's Maverick Western Five Row Stitch Boots

Rated 4.25 out of 5 starsRated 4.25 out of 5 starsRated 4.25 out of 5 starsRated 4.25 out of 5 starsRated 4.25 out of 5 stars(4)

Bruno MagliMen's Raging Leather Boots

Internet Exclusive

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

Internet Exclusive

Twisted XMen's Driving Moccasin Chukka Boots

Internet Exclusive
Extended Sizes

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

Internet Exclusive

AriatMen's Stoney Creek Distressed Leather Western Boots

Internet Exclusive
Rated 4.5714 out of 5 starsRated 4.5714 out of 5 starsRated 4.5714 out of 5 starsRated 4.5714 out of 5 starsRated 4.5714 out of 5 stars(7)

Justin BootsMen's Jackpot 11" Pull On Western Boots

Internet Exclusive

ALIGNMen's Rangley Suede Chelsea Boots

AriatMen's Lookout Leather Chukka Boots

Only size 11 available
Rated 4.1286 out of 5 starsRated 4.1286 out of 5 starsRated 4.1286 out of 5 starsRated 4.1286 out of 5 starsRated 4.1286 out of 5 stars(70)

ALDOMen's Zeddy Suede Chelsea Boots

Extended Sizes

ALIGNMen's Rangley Leather Chelsea Boots

Justin BootsMen's Alamo 11" Roughout Boots

Internet Exclusive
Extended Sizes

DingoMen's Road Trip Suede O-Ring Harness Hardware Lug Sole Boots

Internet Exclusive
Extended Sizes

Justin BootsMen's Fergus 11" Roughout Boots

Internet Exclusive
Extended Sizes

FryeMen's Connor Suede Chelsea Boots

Internet Exclusive

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)

FryeMen's Connor Waxed Suede Chelsea Boots

Internet Exclusive
Rated 2.0 out of 5 starsRated 2.0 out of 5 starsRated 2.0 out of 5 starsRated 2.0 out of 5 starsRated 2.0 out of 5 stars(1)

Johnston & MurphyCollection Men's Flynch Suede Chelsea Boots

Internet Exclusive
Extended Sizes

BornMen's Harrison Leather Chukka Boots

Internet Exclusive
Extended Sizes
Rated 4.7059 out of 5 starsRated 4.7059 out of 5 starsRated 4.7059 out of 5 starsRated 4.7059 out of 5 starsRated 4.7059 out of 5 stars(34)

Twisted XMen's ECO Moc-Toe Lace Up Boot

Only size 8, 10.5 available
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)

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)

Twisted XMen's Driving Woven Moccasin Chukka 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)

Twisted XMen's Pull-On Moc Toe 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(6)

UGGMen's Classic Suede Family Matching Short 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(6)

FryeMen's Austin Inside Zip Western Boots

FryeMen's Paul Chukka Lite Boots

FryeMen's Campus Inside Zip Boots

Johnston & MurphyMen's XC+Parker Waterproof Leather Chukka Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 4.7273 out of 5 starsRated 4.7273 out of 5 starsRated 4.7273 out of 5 starsRated 4.7273 out of 5 starsRated 4.7273 out of 5 stars(11)

UGGMen's Classic Mini GTX Boots

Permanently Reduced
Orig.
Now
Extended Sizes

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

Permanently Reduced
Orig.
Now
Rated 4.1 out of 5 starsRated 4.1 out of 5 starsRated 4.1 out of 5 starsRated 4.1 out of 5 starsRated 4.1 out of 5 stars(10)

BornMen's Ethan Distressed Suede Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Steve MaddenMen's Duke Leather Chelsea Boots

Permanently Reduced
Orig.
Now
Extended Sizes

BirkenstockMen's Highwood Leather Chelsea Boots

Permanently Reduced
Orig.
Now
Only size 8, 9 available

Johnston & MurphyMen's Upton Leather Chelsea Boots

Permanently Reduced
Orig.
Now
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(8)

Johnston & MurphyMen's Braxton Oiled Leather Chukka Boots

Permanently Reduced
Orig.
Now
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)

Flag LTD.Men's Garrett Leather Chelsea Dress Boots

Permanently Reduced
Orig.
Now
Dillard's Exclusive

Steve MaddenMen's Aben Leather Chelsea Boots

Permanently Reduced
Orig.
Now

Johnston & MurphyMen's Larkin Leather Plain Toe Chukka Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
Only size 8, 12 available
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(10)

Johnston & MurphyMen's Upton Leather Chukka Boots

Permanently Reduced
Orig.
Now
Extended Sizes

BornMen's Reed Leather Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Section XMen's Steven Zip Suede Chelsea Boots

Permanently Reduced
Orig.
Now
Dillard's Exclusive

Cole HaanMen's Muir Waterproof Suede Moc Toe Boots

Permanently Reduced
Orig.
Now

Flag LTD.Men's Garrett Leather Plain Toe Boots

Permanently Reduced
Orig.
Now
Dillard's Exclusive
Only size 9.5, 10 available
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(4)

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)

COACHMen's Lug Sole Leather Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
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(5)

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

Permanently Reduced
Orig.
Now
Extended Sizes
Only size 8 available
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(6)

Johnston & MurphyMen's Barret Leather Plain Toe Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 4.1429 out of 5 starsRated 4.1429 out of 5 starsRated 4.1429 out of 5 starsRated 4.1429 out of 5 starsRated 4.1429 out of 5 stars(7)

UGGMen's Neumel High Weather Hybrid Lace Up Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Only size 9 available

Johnston & MurphyMen's Barret Suede Plain Toe Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 3.75 out of 5 starsRated 3.75 out of 5 starsRated 3.75 out of 5 starsRated 3.75 out of 5 starsRated 3.75 out of 5 stars(8)

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

Permanently Reduced
Orig.
Now
Dillard's Exclusive

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

Permanently Reduced
Orig.
Now
Only size 10, 10.5 available
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)

ALIGNMen's Rivers Weatherproof Tumbled Leather Boots

Permanently Reduced
Orig.
Now

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

Permanently Reduced
Orig.
Now
Rated 3.9268 out of 5 starsRated 3.9268 out of 5 starsRated 3.9268 out of 5 starsRated 3.9268 out of 5 starsRated 3.9268 out of 5 stars(41)

Kurt Geiger LondonMen's Chiltern Leather Boots

Permanently Reduced
Orig.
Now

SorelMen's Slabtown 62 Moc Waterproof Boots

Permanently Reduced
Orig.
Now
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)

BornMen's Erik Leather Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Cole HaanMen's Chamberlin Water Resistant Nubuck Cap Toe Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Only size 8, 8.5 available
L.L.Bean Men's Eco Bay Nubuck Chukka BootsMen's Eco Bay Nubuck Chukka Boots

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

Permanently Reduced
Orig.
Now
Rated 3.875 out of 5 starsRated 3.875 out of 5 starsRated 3.875 out of 5 starsRated 3.875 out of 5 starsRated 3.875 out of 5 stars(8)
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