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8.5 : Flat Men's Boots

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  • 285 Items
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Timberland PRO® Men's Boondock Ultralight 8#double; Composite Toe Waterproof Insulated Work BootsPRO® Men's Boondock Ultralight 8#double; Composite Toe Waterproof Insulated Work Boots

TimberlandPRO® Men's Boondock Ultralight 8" Composite Toe Waterproof Insulated Work Boots

Internet Exclusive
Extended Sizes
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(3)
Dan Post Men's Winslow 11#double; Leather Western BootsMen's Winslow 11#double; Leather Western Boots

Dan PostMen's Winslow 11" Leather Western Boots

Internet Exclusive
Extended Sizes
Chippewa Est. 1901 Men's Paladin 8#double; Waterproof Steel Toe Logger Work BootsMen's Paladin 8#double; Waterproof Steel Toe Logger Work Boots

Chippewa Est. 1901Men's Paladin 8" Waterproof Steel Toe Logger Work Boots

Internet Exclusive
Extended Sizes
Tony Lama Men's Sealy Western BootsMen's Sealy Western Boots

Tony LamaMen's Sealy Western Boots

Internet Exclusive
Extended Sizes
Dan Post Men's Blayde 11#double; Waterproof Leather Square Toe Work BootsMen's Blayde 11#double; Waterproof Leather Square Toe Work Boots

Dan PostMen's Blayde 11" Waterproof Leather Square Toe Work Boots

Internet Exclusive
Extended Sizes
Dan Post Men's Wade 13#double; Leather Square Toe Western BootsMen's Wade 13#double; Leather Square Toe Western Boots

Dan PostMen's Wade 13" Leather Square Toe Western Boots

Internet Exclusive
Chippewa Est. 1901 Men's Valdor 8#double; Waterproof Composite Toe Logger BootsMen's Valdor 8#double; Waterproof Composite Toe Logger Boots

Chippewa Est. 1901Men's Valdor 8" Waterproof Composite Toe Logger Boots

Internet Exclusive
Chippewa Est. 1901 Men's Baldor 8#double; Steel Toe Logger BootsMen's Baldor 8#double; Steel Toe Logger Boots

Chippewa Est. 1901Men's Baldor 8" Steel Toe Logger 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)
PRO® Men's Boondock Ultralight 8#double; Composite Toe Waterproof Insulated Work Boots

PLACEHOLDERPRO® Men's Boondock Ultralight 8" Composite Toe Waterproof Insulated Work Boots

Internet Exclusive
Extended Sizes
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(3)

Dan PostMen's Albuquerque 12" Waterproof Western Work Boots

Internet Exclusive
Extended Sizes

AriatMen's Sport Wide Square Toe Western Boots

Internet Exclusive
Extended Sizes
Rated 4.7594 out of 5 starsRated 4.7594 out of 5 starsRated 4.7594 out of 5 starsRated 4.7594 out of 5 starsRated 4.7594 out of 5 stars(424)

PLACEHOLDERPRO® Men's Boondock Ultralight 8" Composite Toe Waterproof Insulated Work Boots

Internet Exclusive
Extended Sizes
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(3)

Bed StuMen's Michelangelo Rustic Leather Chelsea Boots

Internet Exclusive

Twisted XMen's Driving Moccasin Chukka Boots

Internet Exclusive
Extended Sizes

PLACEHOLDERPRO® Men's Boondock Ultralight 8" Composite Toe Waterproof Insulated Work Boots

Internet Exclusive
Extended Sizes
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(3)

Tony LamaMen's Tiberius Western 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(3)

AriatMen's Stoney Creek Distressed Leather Western Boots

Internet Exclusive
Rated 4.5714 out of 5 starsRated 4.5714 out of 5 starsRated 4.5714 out of 5 starsRated 4.5714 out of 5 starsRated 4.5714 out of 5 stars(7)

PLACEHOLDERPRO® Men's Boondock Ultralight 8" Composite Toe Waterproof Insulated Work Boots

Internet Exclusive
Extended Sizes
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(3)

AriatMen's Sport Rustler Leather Western 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)

Dan PostMen's Milwaukee 13" Western 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)

Chippewa Est. 1901Men's Sador 6" Waterproof Composite Toe Work 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)

Chippewa Est. 1901Men's Edge Walker Waterproof Lace-Up Work Boots

Internet Exclusive

AriatMen's Sport Big Country Leather Cowboy Boots

Rated 4.7183 out of 5 starsRated 4.7183 out of 5 starsRated 4.7183 out of 5 starsRated 4.7183 out of 5 starsRated 4.7183 out of 5 stars(71)

TaftMen's Glen Leather Printed Goring 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(1)

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

Internet Exclusive

Bruno MagliMen's Raging Leather Boots

Internet Exclusive

ALIGNMen's Rangley Leather Chelsea Boots

Justin BootsMen's Big News 11" Western Boots

Internet Exclusive
Extended Sizes

Dan PostMen's Blayde 11" Waterproof Western Work Boots

Internet Exclusive
Extended Sizes

LaCrosseMen's Cold Snap II 9" Waterproof Cold Weather Hunting Boots

Internet Exclusive
Extended Sizes

Justin BootsMen's Jackpot 11" Pull On Western Boots

Internet Exclusive

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

Internet Exclusive
Extended Sizes

Josef SeibelMen's Earl 12 Leather Chelsea Boots

Dan PostMen's Renegade 13" Leather Western Boots

Internet Exclusive
Extended Sizes

AriatMen's Plano Square Toe Western 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(18)

TaftMen's Glen Suede Printed Goring Chelsea Boots

Internet Exclusive
Extended Sizes

Justin BootsMen's Buster III 11" Western Boots

Internet Exclusive
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)

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

Internet Exclusive
Extended Sizes

AriatMen's Maverick Western Five Row Stitch Boots

Rated 4.25 out of 5 starsRated 4.25 out of 5 starsRated 4.25 out of 5 starsRated 4.25 out of 5 starsRated 4.25 out of 5 stars(4)

Justin BootsMen's Trekker 11" Camo Waterproof Work Boots

Internet Exclusive

Johnston & MurphyCollection Men's Flynch Suede Chelsea Boots

Internet Exclusive
Extended Sizes

FryeMen's Connor Suede Chelsea Boots

Internet Exclusive

Chippewa Est. 1901Men's Graeme 6" Waterproof Composite Toe Work Hiking 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)

AriatMen's Brush Creek Leather Wide Square Toe Cowboy Boots

Internet Exclusive
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(4)

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)

Justin BootsMen's Big Bucks 11" Western Boots

Internet Exclusive

Dan PostMen's Journeyman 11" Waterproof Leather Round Toe Work Boots

Internet Exclusive
Extended Sizes

Justin BootsMen's Leather Canter Square Toe Western Boots

Internet Exclusive

AriatMen's Arena Rebound Western Boots

Internet Exclusive
Only size 8.5, 9 available
Rated 4.16 out of 5 starsRated 4.16 out of 5 starsRated 4.16 out of 5 starsRated 4.16 out of 5 starsRated 4.16 out of 5 stars(100)

Dan PostMen's Journeyman 11" Waterproof Leather Round Composite Toe Work Boots

Internet Exclusive
Extended Sizes

TimberlandPRO® Men's Boondock 6" Waterproof Work Boots

Internet Exclusive
Extended Sizes
Rated 4.4545 out of 5 starsRated 4.4545 out of 5 starsRated 4.4545 out of 5 starsRated 4.4545 out of 5 starsRated 4.4545 out of 5 stars(22)

CarolinaMen's Bruno Lo 6" Waterproof Work Boots

Internet Exclusive
Extended Sizes

CarolinaMen's 28 Series 8" Waterproof Leather Kiltie Work 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)

CarolinaMen's Forman 6" Waterproof Steel Toe Work 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(6)

CarolinaMen's Birch Composite Toe Logger Work Boots

Internet Exclusive
Extended Sizes

CarolinaMen's 28 Series Waterproof Leather Kiltie Composite Toe Work 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)

CarolinaMen's Elm 8" Waterproof Logger Work 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 Pull-On Moc Toe 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(6)

CarolinaMen's Spruce Waterproof Leather Kiltie Steel Toe Logger Work 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 Driving Woven Moccasin Chukka Boots

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)

CarolinaMen's Elm 8" Logger Work 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)

CarolinaMen's Spruce 8" Waterproof Leather Kiltie Detail Logger Work Boots

Internet Exclusive
Extended Sizes
Rated 2.5 out of 5 starsRated 2.5 out of 5 starsRated 2.5 out of 5 starsRated 2.5 out of 5 starsRated 2.5 out of 5 stars(2)

CarolinaMen's Elm 8" Waterproof Steel Toe Logger Work Boots

Internet Exclusive
Extended Sizes

AriatMen's Tycoon Western Boots

Rated 3.913 out of 5 starsRated 3.913 out of 5 starsRated 3.913 out of 5 starsRated 3.913 out of 5 starsRated 3.913 out of 5 stars(23)

CarolinaMen's Bruno Lo Waterproof Composite Toe Work Boots

Extended Sizes

CarolinaMen's Elm 8" Steel Toe Logger Work 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)

CarolinaMen's 10" Anchor Waterproof Composite Roper Work Boots

Extended Sizes
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(5)

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)

CarolinaMen's Foreman 6" Internal MetGuard Work 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)

Flag LTD.Men's Nathan Leather Zip Boots

Permanently Reduced
Orig.
Now
Dillard's Exclusive
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(2)

Johnston & MurphyMen's Connelly Leather Wingtip Lace Up Boots

Permanently Reduced
Orig.
Now
Rated 4.2933 out of 5 starsRated 4.2933 out of 5 starsRated 4.2933 out of 5 starsRated 4.2933 out of 5 starsRated 4.2933 out of 5 stars(75)

Johnston & MurphyMen's Connelly Leather Plain Toe Brogue Detail Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 4.566 out of 5 starsRated 4.566 out of 5 starsRated 4.566 out of 5 starsRated 4.566 out of 5 starsRated 4.566 out of 5 stars(53)

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

Permanently Reduced
Orig.
Now
Rated 4.1 out of 5 starsRated 4.1 out of 5 starsRated 4.1 out of 5 starsRated 4.1 out of 5 starsRated 4.1 out of 5 stars(10)

BornMen's Reed Leather 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)

BornMen's Ethan Distressed Suede Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Flag LTD.Men's Garrett Leather Chelsea Dress Boots

Permanently Reduced
Orig.
Now
Dillard's Exclusive

Cole HaanMen's Muir Waterproof Suede Moc Toe Boots

Permanently Reduced
Orig.
Now

Steve MaddenMen's Aben Leather Chelsea Boots

Permanently Reduced
Orig.
Now

Johnston & MurphyCollection Men's Hartley Wingtip 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(5)

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)

Johnston & MurphyMen's Barret Suede Plain Toe Boots

Permanently Reduced
Orig.
Now
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)

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

Permanently Reduced
Orig.
Now
Dillard's Exclusive

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

Permanently Reduced
Orig.
Now
Rated 3.9268 out of 5 starsRated 3.9268 out of 5 starsRated 3.9268 out of 5 starsRated 3.9268 out of 5 starsRated 3.9268 out of 5 stars(41)

Kurt Geiger LondonMen's Chiltern Leather Boots

Permanently Reduced
Orig.
Now

BornMen's Erik Leather Boots

Permanently Reduced
Orig.
Now
Extended Sizes

COACHMen's Lug Sole Leather Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
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(5)

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 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)

Cole HaanMen's Chamberlin Water Resistant Nubuck Cap Toe Boots

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

Steve MaddenMen's Walvia Nubuck Lug Sole Work Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes

Polo Ralph LaurenMen's Asher Suede Chukka Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Only size 8.5 available

Cole HaanMen's Muir Leather Moc Toe Boots

Permanently Reduced
Orig.
Now
To Boot New York Men's Vista Chukka BootsMen's Vista Chukka Boots

To Boot New YorkMen's Vista Chukka Boots

Permanently Reduced
Orig.
Now
Extended Sizes
  • 285 Items
  • First
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