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  • 95 Items
Born Men's Hemlock Leather Chelsea BootsMen's Hemlock Leather Chelsea Boots

BornMen's Hemlock Leather Chelsea Boots

Extended Sizes
Rated 4.6977 out of 5 starsRated 4.6977 out of 5 starsRated 4.6977 out of 5 starsRated 4.6977 out of 5 starsRated 4.6977 out of 5 stars(43)
Frye Men's Campus Leather Inside Zip BootsMen's Campus Leather Inside Zip Boots

FryeMen's Campus Leather Inside Zip Boots

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(10)
Polo Ralph Lauren Men's Ranger Tumbled Leather Buckle Lug Sole BootsMen's Ranger Tumbled Leather Buckle Lug Sole Boots

Polo Ralph LaurenMen's Ranger Tumbled Leather Buckle Lug Sole Boots

Extended Sizes
Rated 4.6522 out of 5 starsRated 4.6522 out of 5 starsRated 4.6522 out of 5 starsRated 4.6522 out of 5 starsRated 4.6522 out of 5 stars(46)
Marc Nolan Men's Commander Leather BootsMen's Commander Leather Boots

Marc NolanMen's Commander Leather Boots

Internet Exclusive
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(1)
Section X Men's Steven Leather Zip Chelsea BootsMen's Steven Leather Zip Chelsea Boots

Section XMen's Steven Leather Zip Chelsea Boots

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)
Blundstone Men's Water-Resistant Leather Chelsea BootsMen's Water-Resistant Leather Chelsea Boots

BlundstoneMen's Water-Resistant Leather Chelsea Boots

Josef Seibel Men's Earl 04 Leather Lace Up Chukka BootsMen's Earl 04 Leather Lace Up Chukka Boots

Josef SeibelMen's Earl 04 Leather Lace Up Chukka 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(6)
ALDO Men's Farrell Leather Lace Up BootsMen's Farrell Leather Lace Up Boots

ALDOMen's Farrell Leather Lace Up Boots

Internet Exclusive
Extended Sizes
Men's Hemlock Leather Chelsea Boots

PLACEHOLDERMen's Hemlock Leather Chelsea Boots

Extended Sizes
Rated 4.6977 out of 5 starsRated 4.6977 out of 5 starsRated 4.6977 out of 5 starsRated 4.6977 out of 5 starsRated 4.6977 out of 5 stars(43)

Johnston & MurphyMen's Calder Leather Chelsea Boots

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(21)

AriatMen's Rambler Chelsea Boots

Rated 4.5979 out of 5 starsRated 4.5979 out of 5 starsRated 4.5979 out of 5 starsRated 4.5979 out of 5 starsRated 4.5979 out of 5 stars(291)

PLACEHOLDERMen's Hemlock Leather Chelsea Boots

Extended Sizes
Rated 4.6977 out of 5 starsRated 4.6977 out of 5 starsRated 4.6977 out of 5 starsRated 4.6977 out of 5 starsRated 4.6977 out of 5 stars(43)

AriatMen's Spitfire Waterproof Leather Boots

Extended Sizes
Rated 4.5636 out of 5 starsRated 4.5636 out of 5 starsRated 4.5636 out of 5 starsRated 4.5636 out of 5 starsRated 4.5636 out of 5 stars(55)

Marc NolanMen's Dax Leather Western Chelsea Boots

Extended Sizes

PLACEHOLDERMen's Hemlock Leather Chelsea Boots

Extended Sizes
Rated 4.6977 out of 5 starsRated 4.6977 out of 5 starsRated 4.6977 out of 5 starsRated 4.6977 out of 5 starsRated 4.6977 out of 5 stars(43)

Dr. MartensMen's 1460 Crazy Horse Leather Lace-Up Boots

Internet Exclusive
Extended Sizes
Rated 4.96 out of 5 starsRated 4.96 out of 5 starsRated 4.96 out of 5 starsRated 4.96 out of 5 starsRated 4.96 out of 5 stars(25)

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)

PLACEHOLDERMen's Hemlock Leather Chelsea Boots

Extended Sizes
Rated 4.6977 out of 5 starsRated 4.6977 out of 5 starsRated 4.6977 out of 5 starsRated 4.6977 out of 5 starsRated 4.6977 out of 5 stars(43)

BornMen's Nigel Leather Lace Up 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(3)

AriatMen's Spitfire Boots

Extended Sizes
Rated 4.7335 out of 5 starsRated 4.7335 out of 5 starsRated 4.7335 out of 5 starsRated 4.7335 out of 5 starsRated 4.7335 out of 5 stars(334)

UGGMen's Neumel Suede Chelsea Boots

Extended Sizes
Rated 4.8947 out of 5 starsRated 4.8947 out of 5 starsRated 4.8947 out of 5 starsRated 4.8947 out of 5 starsRated 4.8947 out of 5 stars(19)

AriatMen's Sport Wide Square Toe Four-Row Stitch Western Boots

Extended Sizes
Rated 4.7546 out of 5 starsRated 4.7546 out of 5 starsRated 4.7546 out of 5 starsRated 4.7546 out of 5 starsRated 4.7546 out of 5 stars(432)

AriatMen's Split Rock Leather Moc Toe Chukka 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(9)

UGGMen's Idyllwild Leather Lace 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(1)

Johnston & MurphyMen's Reeve Leather Chelsea Dress Boots

Extended Sizes

UGGMen's Classic Ultra Mini Weather Hybrid Boots

Save on Select Items
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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)

Johnston & MurphyMen's Barrett Suede Zip Boots

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(20)

Johnston & MurphyCollection Men's Hartford Leather Plain Toe Boots

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)

Polo Ralph LaurenMen's Alpine Leather Lite Boots

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(1)

To Boot New YorkMen's Largo Chelsea Boots

Cole HaanMen's Chamberlin Water Resistant Nubuck Chukka Boots

SorelMen's Madson II Waterproof Leather Chukka Boots

Internet Exclusive
Extended Sizes
Only size 7, 7.5 available
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)

FryeMen's Paul Leather Zip Boots

Rated 4.2857 out of 5 starsRated 4.2857 out of 5 starsRated 4.2857 out of 5 starsRated 4.2857 out of 5 starsRated 4.2857 out of 5 stars(7)

FryeMen's Austin Oiled Suede Inside Zip Western Boots

Internet Exclusive
Rated 3.7368 out of 5 starsRated 3.7368 out of 5 starsRated 3.7368 out of 5 starsRated 3.7368 out of 5 starsRated 3.7368 out of 5 stars(19)

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(2)

UGGMen's Classic Ultra Mini Family Matching Booties

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(10)

Johnston & MurphyCollection Men's Hartford Leather Chelsea Dress 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(2)

TimberlandMen's Redwood Edge Leather Lace Up Boots

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(4)

Cole HaanMen's ØriginalGrand CitySpectre Leather Chelsea Boots

Internet Exclusive
Rated 4.7429 out of 5 starsRated 4.7429 out of 5 starsRated 4.7429 out of 5 starsRated 4.7429 out of 5 starsRated 4.7429 out of 5 stars(35)

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)

Dune LondonMen's Matchin Leather Chelsea Boots

FryeMen's Paul Chukka Lite Boots

Internet Exclusive

BornMen's Brody Destressed Leather Chelsea 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(19)

BlundstoneMen's 550 Water Resistant 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)

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)

Bed StuMen's Protege Distressed Leather Back Zip Combat Boots

Internet Exclusive
Extended Sizes

AriatMen's Booker Ultra Suede Western Chelsea Boots

Extended Sizes
Rated 4.7949 out of 5 starsRated 4.7949 out of 5 starsRated 4.7949 out of 5 starsRated 4.7949 out of 5 starsRated 4.7949 out of 5 stars(751)

Dune LondonMen's Matias Leather Ankle Boots

Internet Exclusive

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)

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)

UGGMen's Neumel Cold Weather Waterproof Hybrid Boots

Extended Sizes

Johnston & MurphyCollection Men's Hartford Suede Plain Toe Boots

Internet Exclusive

Bed StuMen's Illiad Leather 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)

PikolinosMen's York Leather Lace Up Boots

FryeMen's Campus Inside Zip 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)

L.L.BeanMen's Portland Leather Chelsea Boots

Rated 4.1071 out of 5 starsRated 4.1071 out of 5 starsRated 4.1071 out of 5 starsRated 4.1071 out of 5 starsRated 4.1071 out of 5 stars(28)

ALIGNMen's Ryder Weatherproof Leather Boots

Internet Exclusive

FryeMen's Austin Inside Zip Western Boots

Internet Exclusive

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)

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)

ALIGNMen's Ryder Weatherproof Suede Boots

Internet Exclusive

DannerMen's Bull Run Leather 6" Chelsea Boots

Extended Sizes

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)

Johnston & MurphyCollection Men's Flynch Suede Chelsea Boots

Internet Exclusive
Extended Sizes

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 Zeddy Suede Chelsea Boots

Extended Sizes

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)

Dune LondonMen's Smoky Leather Casual Ankle Boots

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)

Dune LondonMen's Saltwood Leather Cap Toe Chelsea Boots

Internet Exclusive

FryeMen's Connor Suede Chelsea Boots

Internet Exclusive

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)

ALIGNMen's Rangley Leather Chelsea Boots

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)

AriatMen's Sport Big Country Leather Cowboy Boots

Rated 4.726 out of 5 starsRated 4.726 out of 5 starsRated 4.726 out of 5 starsRated 4.726 out of 5 starsRated 4.726 out of 5 stars(73)

MinnetonkaMen's Double Bottom Fleece Lined Slippers

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)

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)

UGGMen's Neumel Classic Fur Lined Suede Lace Up Chukka Boots

Extended Sizes
Rated 4.8817 out of 5 starsRated 4.8817 out of 5 starsRated 4.8817 out of 5 starsRated 4.8817 out of 5 starsRated 4.8817 out of 5 stars(355)

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 4.7273 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)

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(2)

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

Permanently Reduced
Orig.
Now
Dillard's Exclusive

Section XMen's Steven Zip Suede Chelsea Boots

Permanently Reduced
Orig.
Now
Dillard's Exclusive
Only size 11, 13 available

Johnston & MurphyMen's Upton Leather Chukka 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)

Flag LTD.Men's Garrett Leather Chelsea Dress Boots

Permanently Reduced
Orig.
Now
Dillard's Exclusive
Only size 11, 11.5 available

BornMen's Erik Leather Boots

Permanently Reduced
Orig.
Now
Extended Sizes

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)

Steve MaddenMen's Duke Leather Chelsea 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 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)

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)

UGGMen's Classic Mini GTX Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Only size 9, 13 available

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)

Cole HaanMen's Muir Waterproof Suede Moc Toe Boots

Permanently Reduced
Orig.
Now

Cole HaanMen's American Classics Plain Toe Waterproof Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Rated 4.3559 out of 5 starsRated 4.3559 out of 5 starsRated 4.3559 out of 5 starsRated 4.3559 out of 5 starsRated 4.3559 out of 5 stars(59)
ALIGN Men's Rivers Weatherproof Tumbled Leather BootsMen's Rivers Weatherproof Tumbled Leather Boots

ALIGNMen's Rivers Weatherproof Tumbled Leather Boots

Permanently Reduced
Orig.
Now
  • 95 Items

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