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  • 193 Items
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Sorel Men's Slabtown 62' Stoic Suede Chukka BootsMen's Slabtown 62' Stoic Suede Chukka Boots

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)
Cole Haan Men's ØriginalGrand CitySpectre Leather Chelsea BootsMen's ØriginalGrand CitySpectre Leather Chelsea Boots

Cole HaanMen's ØriginalGrand CitySpectre Leather Chelsea Boots

Internet Exclusive
Rated 4.7188 out of 5 starsRated 4.7188 out of 5 starsRated 4.7188 out of 5 starsRated 4.7188 out of 5 starsRated 4.7188 out of 5 stars(32)
Bruno Magli Men's Raging Leather BootsMen's Raging Leather Boots

Bruno MagliMen's Raging Leather 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
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
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(2)
Taft Men's Rome Leather Cap Toe BootsMen's Rome Leather Cap Toe Boots

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)
ALIGN Men's Rangley Suede Chelsea BootsMen's Rangley Suede Chelsea Boots

ALIGNMen's Rangley Suede Chelsea Boots

Men's Slabtown 62' Stoic Suede Chukka Boots

PLACEHOLDERMen'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)

Dune LondonMen's Smoky Leather Casual Ankle Boots

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

PLACEHOLDERMen'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)

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)

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

Internet Exclusive

PLACEHOLDERMen'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)

SorelMen's CYPRUS Waterproof Suede Chelsea Boots

Extended Sizes

ALIGNMen's Rangley Leather Chelsea Boots

PLACEHOLDERMen'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)

ALDOMen's Zeddy Suede Chelsea Boots

Extended Sizes

Twisted XMen's Chukka Hiker Waterproof 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 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)

SorelMen's Cyprus Waterproof Leather Boots

Internet Exclusive
Extended Sizes

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)

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)

Dan PostMen's Abram Western Boots

Internet Exclusive
Extended Sizes

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)

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)

ALIGNMen's Rivers Weatherproof Oiled Leather Flannel Lined Winter 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)

Dune LondonMen's Matias Leather Ankle Boots

Internet Exclusive

AriatMen's Bomber Rambler Recon Western Boots

Internet Exclusive
Only size 11.5 available
Rated 4.5066 out of 5 starsRated 4.5066 out of 5 starsRated 4.5066 out of 5 starsRated 4.5066 out of 5 starsRated 4.5066 out of 5 stars(152)

Dan PostMen's Winslow 11" Leather Western Boots

Internet Exclusive
Extended Sizes

ALIGNMen's Ryder Weatherproof Suede Boots

Internet Exclusive

Johnston & MurphyCollection Men's Flynch Suede Chelsea Boots

Internet Exclusive
Extended Sizes

Johnston & MurphyCollection Men's Hartford Suede Plain Toe Boots

Internet Exclusive

Twisted XMen's Driving Moccasin Chukka Boots

Internet Exclusive
Extended Sizes

Bed StuMen's Michelangelo Rustic Leather Chelsea Boots

Internet Exclusive

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

Extended Sizes

ALDOMen's Farrell Leather Lace Up Boots

Extended Sizes

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

Internet Exclusive
Extended Sizes

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

Internet Exclusive
Extended Sizes

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)

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 Saltwood Leather Cap Toe Chelsea Boots

Internet Exclusive

ALDOMen's Collen Suede Chelsea Boots

Internet Exclusive
Extended Sizes
Only size 7, 7.5 available

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

Internet Exclusive

Dan PostMen's Cottonwood 13" Leather Round 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)

AriatMen's Heritage Roper Western Boots

Internet Exclusive
Extended Sizes
Rated 4.4592 out of 5 starsRated 4.4592 out of 5 starsRated 4.4592 out of 5 starsRated 4.4592 out of 5 starsRated 4.4592 out of 5 stars(294)

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 Saddlebred 11" Waterproof Leather Steel Toe Work Boots

Internet Exclusive
Extended Sizes

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)

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

Internet Exclusive
Extended Sizes
Only size 9, 14 available

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 4.75 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 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 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 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)

BornMen's Ethan Distressed Suede Boots

Permanently Reduced
Orig.
Now
Extended Sizes

UGGMen's Classic Mini GTX Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Flag LTD.Men's Garrett Leather Plain Toe Boots

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

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

Permanently Reduced
Orig.
Now
Extended Sizes
Only size 8, 8.5 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)

Cole HaanMen's Muir Waterproof Suede Moc Toe Boots

Permanently Reduced
Orig.
Now

UGGMen's Neumel High Weather Hybrid Lace Up 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

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 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)

Steve MaddenMen's Walvia Nubuck Lug Sole Work Boots

Permanently Reduced
Orig.
Now
Extended Sizes

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)

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)

Cole HaanMen's Muir Leather Moc Toe Boots

Permanently Reduced
Orig.
Now

BirkenstockMen's Highwood Leather Chelsea Boots

Permanently Reduced
Orig.
Now
Only size 8, 9 available

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

Permanently Reduced
Orig.
Now
Dillard's Exclusive

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)

Steve MaddenMen's Aben Leather Chelsea Boots

Permanently Reduced
Orig.
Now

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)

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)

Kurt Geiger LondonMen's Chiltern Leather Boots

Permanently Reduced
Orig.
Now

Section XMen's Steven Zip Suede Chelsea Boots

Permanently Reduced
Orig.
Now
Dillard's Exclusive

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

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)

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)

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)

Steve MaddenMen's Duke Leather Chelsea Boots

Permanently Reduced
Orig.
Now
Extended Sizes

ALIGNMen's Rivers Weatherproof Tumbled Leather Boots

Permanently Reduced
Orig.
Now

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)

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

Permanently Reduced
Orig.
Now
Rated 3.925 out of 5 starsRated 3.925 out of 5 starsRated 3.925 out of 5 starsRated 3.925 out of 5 starsRated 3.925 out of 5 stars(40)

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)

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)

Steve MaddenMen's Huston Leather Chelsea Dress Boots

Permanently Reduced
Orig.
Now

Cole HaanMen's Chamberlin Water Resistant Nubuck Cap Toe Boots

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

SorelMen's Carson Storm Waterproof Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Only size 8.5 available
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)
Cole Haan Men's American Classics Plain Toe Waterproof BootsMen's American Classics Plain Toe Waterproof Boots

Cole HaanMen's American Classics Plain Toe Waterproof Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Rated 4.3448 out of 5 starsRated 4.3448 out of 5 starsRated 4.3448 out of 5 starsRated 4.3448 out of 5 starsRated 4.3448 out of 5 stars(58)
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