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  • 195 Items
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Sorel Men's Madson II Waterproof Leather Chukka BootsMen's Madson II Waterproof Leather Chukka Boots

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)
Sorel Men's Cyprus Waterproof Leather BootsMen's Cyprus Waterproof Leather Boots

SorelMen's Cyprus Waterproof Leather 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)
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)
Johnston & Murphy Mens Barrett Suede Zip BootsMens Barrett Suede Zip Boots

Johnston & MurphyMens Barrett Suede Zip Boots

Extended Sizes
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)
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 Brutus 11#double; Python Snake Square Toe Western BootsMen's Brutus 11#double; Python Snake Square Toe Western Boots

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

Internet Exclusive
Dan Post Men's Alamosa 11#double; Full Quill Ostrich Square Toe Western BootsMen's Alamosa 11#double; Full Quill Ostrich Square Toe Western Boots

Dan PostMen's Alamosa 11" Full Quill Ostrich Square Toe Western Boots

Internet Exclusive
Extended Sizes
Twisted X Men's Waterproof Driving Moccasins Chukka BootsMen's Waterproof Driving Moccasins Chukka Boots

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)
Men's Madson II Waterproof Leather Chukka Boots

PLACEHOLDERMen'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)

Bed StuMen's Lincoln Lace Up Leather Boots

AriatMen's Spitfire Waterproof Leather 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(48)

PLACEHOLDERMen'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)

ALIGNMen's Rangley Suede Chelsea Boots

PikolinosMen's Vigo Leather Lace Up Zip Ankle Boots

Internet Exclusive
Only size 40(7/7.5) available

PLACEHOLDERMen'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)

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)

ALIGNMen's Rangley Leather Chelsea Boots

PLACEHOLDERMen'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)

Dune LondonMen's Matias Leather Ankle Boots

Internet Exclusive

ALDOMen's Zeddy Suede 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)

Dune LondonMen's Smoky Leather Casual Ankle Boots

Johnston & MurphyCollection Men's Flynch Suede Chelsea Boots

Internet Exclusive
Extended Sizes

AriatMen's Bomber Rambler Recon Western Boots

Internet Exclusive
Only size 11.5 available
Rated 4.5099 out of 5 starsRated 4.5099 out of 5 starsRated 4.5099 out of 5 starsRated 4.5099 out of 5 starsRated 4.5099 out of 5 stars(151)

ALIGNMen's Rivers Weatherproof Oiled Leather Flannel Lined Winter Boots

Internet Exclusive

Dan PostMen's Abram Western Boots

Internet Exclusive
Extended Sizes

ALDOMen's Farrell Leather Lace Up Boots

Extended Sizes

AriatMen's Lookout Leather Chukka Boots

Only size 11 available
Rated 4.1159 out of 5 starsRated 4.1159 out of 5 starsRated 4.1159 out of 5 starsRated 4.1159 out of 5 starsRated 4.1159 out of 5 stars(69)

SorelMen's CYPRUS Waterproof Suede Chelsea Boots

Extended Sizes

Josef SeibelMen's Earl 12 Leather Chelsea Boots

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)

Johnston & MurphyCollection Men's Hartford Suede Plain Toe Boots

Internet Exclusive

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)

TaftMen's Jack Wool Cap Toe Boots

Internet Exclusive
Rated 4.8661 out of 5 starsRated 4.8661 out of 5 starsRated 4.8661 out of 5 starsRated 4.8661 out of 5 starsRated 4.8661 out of 5 stars(1195)

Dan PostMen's Winslow 11" Leather Western Boots

Internet Exclusive
Extended Sizes

Bed StuMen's Michelangelo Rustic Leather Chelsea Boots

Internet Exclusive

Twisted XMen's Driving Moccasin Chukka Boots

Internet Exclusive
Extended Sizes

AriatMen's County Roads Leather and Suede Wide Square Toe Cowboy Boots

AriatMen's Heritage Roper Western Boots

Internet Exclusive
Extended Sizes
Rated 4.4589 out of 5 starsRated 4.4589 out of 5 starsRated 4.4589 out of 5 starsRated 4.4589 out of 5 starsRated 4.4589 out of 5 stars(292)

ALDOMen's Collen Suede Chelsea Boots

Internet Exclusive
Extended Sizes
Only size 7, 7.5 available

FryeMen's Astor Leather Chukka Boots

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 Ryder Weatherproof Suede Boots

Internet Exclusive

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)

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

Internet Exclusive
Extended Sizes

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)

AriatMen's Easton Leather R Toe Western Boots

Internet Exclusive

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

Internet Exclusive
Extended Sizes

Dune LondonMen's Saltwood Leather Cap Toe Chelsea Boots

Internet Exclusive

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

Extended Sizes

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)

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

Internet Exclusive

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

Internet Exclusive

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)

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

Internet Exclusive
Extended Sizes
Only size 9, 14 available

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

Internet Exclusive
Extended Sizes

Twisted XMen's Driving Woven Moccasin Chukka Boots

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)

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)

Twisted XMen's Moc Toe Leather 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(3)

Donald PlinerMen's Ashford Leather Chelsea Boots

Permanently Reduced
Orig.
Now
Extended Sizes

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

Permanently Reduced
Orig.
Now
Extended Sizes
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)

Flag LTD.Men's Garrett Leather Plain Toe Boots

Permanently Reduced
Orig.
Now
Dillard's 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(3)

UGGMen's Classic Mini GTX Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Flag LTD.Men's Garrett Leather Chelsea Dress Boots

Permanently Reduced
Orig.
Now
Dillard's Exclusive

BornMen's Reed Leather Boots

Permanently Reduced
Orig.
Now
Extended Sizes

BornMen's Ethan Distressed Suede Boots

Permanently Reduced
Orig.
Now
Extended Sizes

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)

UGGMen's Neumel High Weather Hybrid Lace Up Boots

Permanently Reduced
Orig.
Now
Extended Sizes

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)

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)

Johnston & MurphyMen's Barret Suede Plain Toe Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
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)

Cole HaanMen's Muir Waterproof Suede Moc Toe Boots

Permanently Reduced
Orig.
Now

Section XMen's Steven Zip Suede Chelsea Boots

Permanently Reduced
Orig.
Now
Dillard's Exclusive

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
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)

Steve MaddenMen's Aben Leather Chelsea Boots

Permanently Reduced
Orig.
Now

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

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

Steve MaddenMen's Hatford Suede Chelsea Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Only size 9.5 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(3)

BirkenstockMen's Highwood Leather Chelsea Boots

Permanently Reduced
Orig.
Now
Only size 8, 9 available

Cole HaanMen's Muir Leather Moc Toe Boots

Permanently Reduced
Orig.
Now

Steve MaddenMen's Walvia Nubuck Lug Sole Work Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Kurt Geiger LondonMen's Chiltern Leather Boots

Permanently Reduced
Orig.
Now

Steve MaddenMen's Jotting Leather Contrast Stitch Cap Toe Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Only size 7 available
Rated 4.8333 out of 5 starsRated 4.8333 out of 5 starsRated 4.8333 out of 5 starsRated 4.8333 out of 5 starsRated 4.8333 out of 5 stars(6)

Steve MaddenMen's Duke Leather Chelsea Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Steve MaddenMen's Highline Suede Chelsea Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
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(5)

UGGMen's Chukka Lug Suede Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
Only size 8 available

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)

Cole HaanMen's Chamberlin Water Resistant Nubuck Cap Toe Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Only size 8, 8.5 available

Polo Ralph LaurenMen's Asher Suede Chukka Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Only size 8.5 available

Johnston & MurphyMen's Larkin Leather Plain Toe Chukka Boots

Permanently Reduced
Orig.
Now
Extended Sizes
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)

ALIGNMen's Rivers Weatherproof Tumbled Leather Boots

Permanently Reduced
Orig.
Now

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

Permanently Reduced
Orig.
Now
Rated 4.4444 out of 5 starsRated 4.4444 out of 5 starsRated 4.4444 out of 5 starsRated 4.4444 out of 5 starsRated 4.4444 out of 5 stars(9)

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

Permanently Reduced
Orig.
Now
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)

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

Permanently Reduced
Orig.
Now
Rated 3.8974 out of 5 starsRated 3.8974 out of 5 starsRated 3.8974 out of 5 starsRated 3.8974 out of 5 starsRated 3.8974 out of 5 stars(39)

COACHMen's Lug Sole Leather Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
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(4)

BornMen's Erik Leather Boots

Permanently Reduced
Orig.
Now
Extended Sizes

BornMen's Brock Distressed Suede Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Only size 9 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(9)

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)

Steve MaddenMen's Salvatore Leather Lug Sole Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
Only size 8, 8.5 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(5)

Steve MaddenMen's Huston Leather Chelsea Dress Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Sorel Men's Scout 87' XT Waterproof Insulated Winter BootsMen's Scout 87' XT Waterproof Insulated Winter Boots

SorelMen's Scout 87' XT Waterproof Insulated Winter Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
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(5)
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