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  • 176 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)
Born Men's Nigel Suede Lace-Up BootsMen's Nigel Suede Lace-Up Boots

BornMen's Nigel Suede 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)
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)
Sorel Men's CYPRUS Waterproof Suede Chelsea BootsMen's CYPRUS Waterproof Suede Chelsea Boots

SorelMen's CYPRUS Waterproof Suede Chelsea Boots

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
Bed Stu Men's Lincoln Lace Up Leather BootsMen's Lincoln Lace Up Leather Boots

Bed StuMen's Lincoln Lace Up Leather Boots

ALIGN Men's Rangley Leather Chelsea BootsMen's Rangley Leather Chelsea Boots

ALIGNMen's Rangley Leather Chelsea Boots

Dune London Men's Smoky Leather Casual Ankle BootsMen's Smoky Leather Casual Ankle Boots

Dune LondonMen's Smoky Leather Casual Ankle Boots

Internet Exclusive
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)

Johnston & MurphyCollection Men's Hartford Suede Plain Toe Boots

Internet Exclusive

AriatMen's Wexford Waterproof Chelsea Boots

Rated 4.5294 out of 5 starsRated 4.5294 out of 5 starsRated 4.5294 out of 5 starsRated 4.5294 out of 5 starsRated 4.5294 out of 5 stars(255)

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)

Bruno MagliMen's Raging Leather Boots

Internet Exclusive
Only size 8.5, 13 available

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)

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)

ALDOMen's Walton Leather Lace Up Booties

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)

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)

ALIGNMen's Rangley Suede Chelsea Boots

ALIGNMen's Ryder Weatherproof Suede Boots

Internet Exclusive

ALDOMen's Farrell Leather Lace Up Boots

Extended Sizes

Bed StuMen's Michelangelo Rustic Leather Chelsea Boots

Internet Exclusive

ALDOMen's Zeddy Suede Chelsea Boots

Internet Exclusive
Extended Sizes

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

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

Internet Exclusive

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)

Dune LondonMen's Saltwood Leather Cap Toe Chelsea Boots

Internet Exclusive

Johnston & MurphyCollection Men's Flynch Suede Chelsea Boots

Internet Exclusive
Extended Sizes

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

Internet Exclusive
Extended Sizes

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)

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)

BornMen's Reed Leather Boots

Permanently Reduced
Orig.
Now
Extended Sizes

UGGMen's Classic Mini GTX Boots

Permanently Reduced
Orig.
Now
Extended Sizes

BornMen's Ethan Distressed Suede Boots

Permanently Reduced
Orig.
Now
Extended Sizes

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(2)

Donald PlinerMen's Ashford Leather Chelsea Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes

Cole HaanMen's Muir Waterproof Suede Moc Toe Boots

Permanently Reduced
Orig.
Now

BornMen's Erik Leather Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Johnston & MurphyMen's Upton Leather Chukka Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Flag LTD.Men's Garrett Leather Chelsea Dress Boots

Permanently Reduced
Orig.
Now
Dillard's Exclusive

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 Brock Distressed Suede 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(9)

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)

SkechersMen's Slip-ins Relaxed Fit: Respected 2.0 - Hagler Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Only size 8, 10 available

BirkenstockMen's Highwood Leather Chelsea Boots

Permanently Reduced
Orig.
Now

Steve MaddenMen's Hatford Leather Chelsea 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)

ALIGNMen's Rivers Weatherproof Tumbled Leather Boots

Permanently Reduced
Orig.
Now

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)

Flag LTD.Men's Marsen Cap Toe Leather Lace-Up Hiker Boots

Permanently Reduced
Orig.
Now
Dillard's Exclusive
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(17)

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)

UGGMen's Neumel High Weather Hybrid Lace Up Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Kurt Geiger LondonMen's Chiltern Leather Boots

Permanently Reduced
Orig.
Now

Steve MaddenMen's Hatford Suede Chelsea 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(3)

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)

TimberlandMen's Redwood Falls Waterproof Leather Chukka Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
Only size 11.5 available
Rated 4.3768 out of 5 starsRated 4.3768 out of 5 starsRated 4.3768 out of 5 starsRated 4.3768 out of 5 starsRated 4.3768 out of 5 stars(69)

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)

Section XMen's Steven Zip Suede Chelsea Boots

Permanently Reduced
Orig.
Now
Dillard's Exclusive

Steve MaddenMen's Montreux Leather Chelsea 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 Walvia Nubuck Lug Sole Work Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Cole HaanMen's Chamberlin Water Resistant Nubuck Cap Toe Boots

Permanently Reduced
Orig.
Now
Internet Exclusive

UGGMen's Chelsea Lug Leather 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)

UGGMen's Lug Chukka Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
Only size 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(1)

Polo Ralph LaurenMen's Asher Suede Chukka Boots

Permanently Reduced
Orig.
Now
Only size 8.5, 11 available

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)

Cole HaanMen's American Classics Plain Toe Waterproof Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Rated 4.4118 out of 5 starsRated 4.4118 out of 5 starsRated 4.4118 out of 5 starsRated 4.4118 out of 5 starsRated 4.4118 out of 5 stars(34)

MerrellMen's Moab 3 Vista Mid Waterproof Mid Hikers

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
Only size 15 available
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(21)

Steve MaddenMen's Aben Leather Chelsea Boots

Permanently Reduced
Orig.
Now

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

Permanently Reduced
Orig.
Now
Dillard's Exclusive

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)

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)

SorelMen's Scout 87' XT Waterproof Insulated Winter Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
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)

Cole HaanMen's Muir Leather Moc Toe Boots

Permanently Reduced
Orig.
Now
Internet Exclusive

EastlandMen's Ethan 1955 Leather Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
Only size 9 available

SorelMen's Carson Storm Waterproof Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Only size 8.5, 9 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)

Steve MaddenMen's Tabriz Lace Up Leather Chukka Boots

Permanently Reduced
Orig.
Now
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)

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)

Cole HaanMen's Chamberlin Water Resistant Suede Cap Toe Boots

Permanently Reduced
Orig.
Now
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 Duke Leather Chelsea Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Polo Ralph LaurenMen's Asher Leather Chelsea Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Only size 9, 10 available

Polo Ralph LaurenMen's Ranger Suede Patch Detail Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Only size 8.5, 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(2)

Steve MaddenMen's Salvatore Leather Lug Sole 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(5)
Steve Madden Men's Huston Leather Chelsea Dress BootsMen's Huston Leather Chelsea Dress Boots

Steve MaddenMen's Huston Leather Chelsea Dress Boots

Permanently Reduced
Orig.
Now
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