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  • 259 Items
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Flag LTD. Men's Ayden Moc Toe Waterproof Leather Lace Up Chukka BootsMen's Ayden Moc Toe Waterproof Leather Lace Up Chukka Boots

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

Permanently Reduced
Orig.
Now
Dillard's Exclusive
Johnston & Murphy Men's XC+Durham Waterproof Suede Chelsea BootsMen's XC+Durham Waterproof Suede Chelsea Boots

Johnston & MurphyMen's XC+Durham Waterproof Suede Chelsea Boots

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)
Ariat Men's Sport Rambler Western BootsMen's Sport Rambler Western Boots

AriatMen's Sport Rambler Western Boots

Extended Sizes
Rated 4.7879 out of 5 starsRated 4.7879 out of 5 starsRated 4.7879 out of 5 starsRated 4.7879 out of 5 starsRated 4.7879 out of 5 stars(66)
L.L.Bean Men's Allagash Handsewn Leather Chukka BootsMen's Allagash Handsewn Leather Chukka Boots

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

Rated 3.8857 out of 5 starsRated 3.8857 out of 5 starsRated 3.8857 out of 5 starsRated 3.8857 out of 5 starsRated 3.8857 out of 5 stars(35)
Justin Boots Men's Fergus 11" Roughout BootsMen's Fergus 11" Roughout Boots

Justin BootsMen's Fergus 11" Roughout Boots

Internet Exclusive
Extended Sizes
Cole Haan Men's Chamberlin Water Resistant Nubuck Cap Toe BootsMen's Chamberlin Water Resistant Nubuck Cap Toe Boots

Cole HaanMen's Chamberlin Water Resistant Nubuck Cap Toe Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
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)
Cole Haan Men's Muir Waterproof Suede Moc Toe BootsMen's Muir Waterproof Suede Moc Toe Boots

Cole HaanMen's Muir Waterproof Suede Moc Toe Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Men's Ayden Moc Toe Waterproof Leather Lace Up Chukka Boots

PLACEHOLDERMen's Ayden Moc Toe Waterproof Leather Lace Up Chukka Boots

Permanently Reduced
Orig.
Now
Dillard's Exclusive

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)

PikolinosMen's York Leather Lace Up Boots

PLACEHOLDERMen's Ayden Moc Toe Waterproof Leather Lace Up Chukka Boots

Permanently Reduced
Orig.
Now
Dillard's Exclusive

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

Internet Exclusive

Dan PostMen's Bayou 13" Caiman Square Toe Western Boots

Internet Exclusive

PLACEHOLDERMen's Ayden Moc Toe Waterproof Leather Lace Up Chukka Boots

Permanently Reduced
Orig.
Now
Dillard's Exclusive

BornMen's Reed Leather Boots

Permanently Reduced
Orig.
Now
Extended Sizes

ALIGNMen's Rivers Weatherproof Tumbled Leather Boots

Permanently Reduced
Orig.
Now

PLACEHOLDERMen's Ayden Moc Toe Waterproof Leather Lace Up Chukka Boots

Permanently Reduced
Orig.
Now
Dillard's Exclusive

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

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)

Justin BootsJustin Men's Poston 11" Western Boots

Internet Exclusive

Cole HaanMen's ØriginalGrand CitySpectre Leather Chelsea Boots

Internet Exclusive

Josef SeibelMen's Earl 12 Leather Chelsea Boots

Permanently Reduced
Orig.
Now

Johnston & MurphyMen's Barrett Suede Zip Boots

Rated 4.7333 out of 5 starsRated 4.7333 out of 5 starsRated 4.7333 out of 5 starsRated 4.7333 out of 5 starsRated 4.7333 out of 5 stars(15)

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)

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)

Dan PostMen's Ringold 13" Teju Lizard Square Toe Western Boots

Bruno MagliMen's Raging Leather Boots

Internet Exclusive
Only size 8.5, 13 available

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)

Johnston & MurphyMen's Upton Leather Chelsea Boots

Permanently Reduced
Orig.
Now
Extended Sizes
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(6)

Johnston & MurphyMen's Calder Leather Chukka Lace Up 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(52)

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)

SorelMen's Slabtown 62 Six Waterproof Boots

Extended Sizes
Rated 4.6471 out of 5 starsRated 4.6471 out of 5 starsRated 4.6471 out of 5 starsRated 4.6471 out of 5 starsRated 4.6471 out of 5 stars(34)

TaftMen's Rome Bottega Suede Cap Toe Boots

Internet Exclusive

ALIGNMen's Rangley Suede Chelsea Boots

Internet Exclusive

UGGMen's Classic Mini GTX Boots

Extended Sizes

Marc NolanMen's Sawyer Cow Print Pony Hair Cowboy Boots

Extended Sizes

Polo Ralph LaurenMen's Bryson Leather and Wool Cap Toe Boots

Extended Sizes
Rated 4.0476 out of 5 starsRated 4.0476 out of 5 starsRated 4.0476 out of 5 starsRated 4.0476 out of 5 starsRated 4.0476 out of 5 stars(21)

TimberlandMen's Redwood Falls Waterproof Boots

Internet Exclusive
Only size 13 available
Rated 4.6408 out of 5 starsRated 4.6408 out of 5 starsRated 4.6408 out of 5 starsRated 4.6408 out of 5 starsRated 4.6408 out of 5 stars(103)

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)

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)

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

Internet Exclusive
Extended Sizes

TimberlandMen's Redwood Falls Waterproof Leather Chukka Boots

Internet Exclusive
Extended Sizes
Rated 4.3582 out of 5 starsRated 4.3582 out of 5 starsRated 4.3582 out of 5 starsRated 4.3582 out of 5 starsRated 4.3582 out of 5 stars(67)

TimberlandMen's Premium Waterproof Boots

Extended Sizes
Rated 4.6326 out of 5 starsRated 4.6326 out of 5 starsRated 4.6326 out of 5 starsRated 4.6326 out of 5 starsRated 4.6326 out of 5 stars(2678)

L.L.BeanMen's Portland Leather Chelsea Boots

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(20)

Twisted XMen's Moc Toe Leather Lace Up 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(3)

Dr. MartensMen's Hardie Chelsea Boots

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(6)

ALIGNMen's Rangley Leather Chelsea Boots

Internet Exclusive

AriatMen's Split Rock Leather Moc Toe Chukka 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(1)

Twisted XMen's ECO Moc-Toe Lace Up Boot

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)

FryeMen's Connor Suede Chelsea Boots

Internet Exclusive

Johnston & MurphyMen's Reeve Leather Chelsea Dress Boots

Extended Sizes

Johnston & MurphyMen's Calder Suede Chelsea Boots

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)

Polo Ralph LaurenMen's Ranger Suede and Plaid Wool Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
Only size 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)

EastlandMen's Jack Chukka Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Only size 10 available

BirkenstockMen's Uppsala Mid Suede Boots

AriatMen's Booker Ultra Suede Western Chelsea Boots

Extended Sizes
Rated 4.7811 out of 5 starsRated 4.7811 out of 5 starsRated 4.7811 out of 5 starsRated 4.7811 out of 5 starsRated 4.7811 out of 5 stars(676)

AriatMen's Booker Ultra Western Boots

Extended Sizes
Rated 4.787 out of 5 starsRated 4.787 out of 5 starsRated 4.787 out of 5 starsRated 4.787 out of 5 starsRated 4.787 out of 5 stars(676)

FryeMen's Paul Leather Cap Toe Lace Up 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(1)

Dan PostMen's Winslow 11" Leather Western Boots

Internet Exclusive
Extended Sizes

FryeTyler Flex Leather Chelsea Boots

Rated 3 out of 5 starsRated 3 out of 5 starsRated 3 out of 5 starsRated 3 out of 5 starsRated 3 out of 5 stars(3)

BlundstoneMen's Ant Brn 550 Water Resistant Leather Chelsea Boots

Flag LTD.Men's Garrett Leather Chelsea Dress Boots

Permanently Reduced
Orig.
Now
Dillard's Exclusive

Bed StuMen's Protege Distressed Leather Back Zip Combat Boots

Internet Exclusive
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)

AriatMen's Maverick Western Five Row Stitch Boots

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(2)

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

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

Internet Exclusive
Extended Sizes
Only size 10, 11 available

ALIGNMen's Rivers Weatherproof Oiled Leather Flannel Lined Winter Boots

Internet Exclusive

Steve MaddenMen's Brompton Suede Chelsea Boots

Johnston & Murphy Collection Men's Flynch Suede Chelsea BootsCollection Men's Flynch Suede Chelsea Boots

Johnston & MurphyCollection Men's Flynch Suede Chelsea Boots

Internet Exclusive
Extended Sizes
  • 259 Items
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