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  • 185 Items
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Twisted X Men's Waterproof Driving Moccasins Chukka BootsMen's Waterproof Driving Moccasins 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)
Frye Men's Paul Leather Chukka BootsMen's Paul Leather Chukka Boots

FryeMen's Paul Leather Chukka Boots

Internet Exclusive
Twisted X Men's Work 4#double; Steel Toe Leather Wedge Sole BootMen's Work 4#double; Steel Toe Leather Wedge Sole Boot

Twisted XMen's Work 4" Steel Toe Leather Wedge Sole Boot

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)
Frye Men's Hudson Leather Wedge Work BootsMen's Hudson Leather Wedge Work Boots

FryeMen's Hudson Leather Wedge Work Boots

Internet Exclusive
Extended Sizes
Steve Madden Men's Garno Suede Lug Sole Hiker BootsMen's Garno Suede Lug Sole Hiker Boots

Steve MaddenMen's Garno Suede Lug Sole Hiker Boots

Internet Exclusive
Johnston & Murphy Mens Calder Suede Chukka BootMens Calder Suede Chukka Boot

Johnston & MurphyMens Calder Suede Chukka Boot

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)
Dr. Martens Men's Combs Leather BootsMen's Combs Leather Boots

Dr. MartensMen's Combs Leather Boots

Internet Exclusive
Only size 8, 12 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(33)
Marc Nolan Men's Aiden Croco Embossed Leather BootsMen's Aiden Croco Embossed Leather Boots

Marc NolanMen's Aiden Croco Embossed Leather Boots

Internet Exclusive
Extended Sizes
Men's Waterproof Driving Moccasins Chukka Boots

PLACEHOLDERMen'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)

SorelMen's Daystorm Horizon GTX Waterproof Winter Boots

Internet Exclusive
Extended Sizes

AriatMen's Spitfire Waterproof Leather Boots

Extended Sizes
Rated 4.5147 out of 5 starsRated 4.5147 out of 5 starsRated 4.5147 out of 5 starsRated 4.5147 out of 5 starsRated 4.5147 out of 5 stars(68)

PLACEHOLDERMen'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)

FryeMen's Landon Leather Midlace Cap Toe Boots

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

Internet Exclusive
Extended Sizes
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)

PLACEHOLDERMen'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)

TimberlandPRO® Men's Direct Attach 8" Steel Toe Waterproof Work 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)

Twisted XMen's Driving CellStretch Leather Moc Toe Chukka 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)

PLACEHOLDERMen'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)

Marc NolanMen's Belmont Cow Print Wingtip Brogue Detail Combat 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)

FryeMen's Paul Leather Cap Toe Lace Up Boots

Internet Exclusive

Twisted XMen's Driving Moccasin Chukka Boots

Internet Exclusive
Extended Sizes

BelvedereMen's Axel Deerskin Men's Axel Deerskin Leather Lace-Up Dress Boots

Internet Exclusive

Marc NolanMen's Dante Leather Chelsea Boots

Extended Sizes

Marc NolanMen's Belmont Leather and Denim Brogue Detail Wingtip Combat Boots

Internet Exclusive
Extended Sizes

TimberlandPRO® Men's 6" Ambridge Waterproof Leather Composite Toe Work Boots

Internet Exclusive

PikolinosMen's Vigo Leather Lace Up Zip Ankle Boots

SorelMen's Buxton Lite Lace Plus Waterproof Boots

Extended Sizes
Rated 4.125 out of 5 starsRated 4.125 out of 5 starsRated 4.125 out of 5 starsRated 4.125 out of 5 starsRated 4.125 out of 5 stars(8)

Sam EdelmanMen's Elliott Suede Lace Up Boots

Internet Exclusive
Extended Sizes

ALIGNMen's Ryder Weatherproof Leather Boots

Internet Exclusive

Johnston & MurphyMens Ripley Suede Chukka Boot

Internet Exclusive

Dune LondonMen's Smoky Leather Casual Ankle Boots

Internet Exclusive

Marc NolanMen's Logan Cowhide Chukka Boots

Internet Exclusive
Extended Sizes

Johnston & MurphyCollection Men's Hartford Moc Toe Lace-Up Boots

Internet Exclusive

DannerMen's Tachyon 8" Military Boots

Internet Exclusive
Extended Sizes

FryeMen's Lowell Mid Lace Boots

Internet Exclusive

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

Internet Exclusive
Extended Sizes
Rated 4.1356 out of 5 starsRated 4.1356 out of 5 starsRated 4.1356 out of 5 starsRated 4.1356 out of 5 starsRated 4.1356 out of 5 stars(59)

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

Internet Exclusive
Extended Sizes

FryeMen's Paul Leather Chukka 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)

Polo Ralph LaurenMen's Alpine Leather Lite 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(1)

Dr. MartensMen's Lowell Chukka Boots

Internet Exclusive

BornMen's Rex Distressed Suede Leather Boots

Internet Exclusive

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

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

Internet Exclusive

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)

SorelMen's Ambler Fireside Waterproof Chukka Boots

Internet Exclusive
Extended Sizes

ALIGNMen's Rivers Weatherproof Oiled Leather Flannel Lined Winter Boots

Internet Exclusive

Josef SeibelMen's Erroll 52 Chukka 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
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)

ObozMen's Katabatic Light Mid GTX Hiking Boots

Internet Exclusive

MerrellMen's Speed Strike 2 Leather Mid Waterproof Boots

Rated 4.3429 out of 5 starsRated 4.3429 out of 5 starsRated 4.3429 out of 5 starsRated 4.3429 out of 5 starsRated 4.3429 out of 5 stars(35)

Chippewa Est. 1901Men's Paladin 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)

FryeMen's Paul Waxed Suede Chukka Boots

Internet Exclusive

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

Johnston & MurphyCollection Men's Hartford Suede Plain 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)

ECCOMen's Metropole Milan Suede Chukka Boots

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

Internet Exclusive

TimberlandMen's Euro Hiker Boots

Internet Exclusive

Chippewa Est. 1901Men's Serious Plus 6" Waterproof Work Boots

Internet Exclusive
Extended Sizes

FryeMen's Barrett Leather Lace Up Boots

Internet Exclusive

FryeMen's Lowell Mid Lace Boots

Internet Exclusive

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)

Johnston & MurphyMen's Britton Suede Boots

Internet Exclusive

Sam EdelmanMen's Cameron Suede Cozy Chukka Boots

Internet Exclusive

ECCOMen's Byway 2.0 Waterproof Boots

Internet Exclusive

SorelMen's Outing NW Mid Waterproof Boots

Extended Sizes

CarolinaMen's Bruno Lo Waterproof Composite Toe Work Boots

Extended Sizes

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

CarolinaMen's 28 Series 8" Waterproof Leather Kiltie 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)

ECCOMen's Metropole Prague Chukka Boots

Internet Exclusive

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" 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)

Twisted XMen's ECO Moc-Toe Lace Up Boot

Only size 8, 10.5 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(2)

CarolinaMen's Circuit 6" Waterproof Composite Toe Work Boots

Internet Exclusive
Extended Sizes
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)

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 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)

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)

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 8" Leather Kiltie Logger Work Boots

Internet Exclusive
Extended Sizes

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 Birch Composite Toe Logger Work Boots

Internet Exclusive
Extended Sizes

Marc NolanMen's Aiden Pebble Leather and Suede Combat Boots

Limited Time Offer
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(4)

Johnston & MurphyMen's Upton 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)

BornMen's Ethan Distressed Suede Boots

Permanently Reduced
Orig.
Now
Extended Sizes

SorelMen's Slabtown 62 Six Waterproof Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
Only size 7 available
Rated 4.6571 out of 5 starsRated 4.6571 out of 5 starsRated 4.6571 out of 5 starsRated 4.6571 out of 5 starsRated 4.6571 out of 5 stars(35)

Johnston & MurphyMen's XC+Parker Waterproof Leather Chukka Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
Only size 9.5 available
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(14)

Cole HaanMen's Morse Leather Chukka Boots

Permanently Reduced
Orig.
Now
Internet Exclusive

SorelMen's Slabtown 62 Caribou Leather Waterproof Winter Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
Only size 7.5 available
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(2)

SorelMen's Slabtown 62 Moc Waterproof Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
Only size 7 available
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)

SorelMen's Slabtown 62' Stoic Suede Chukka Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
Only size 7 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)

Cole HaanMen's American Classics Plain Toe Waterproof Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Only size 7 available
Timberland Men's Redwood Edge Leather Lace Up BootsMen's Redwood Edge Leather Lace Up Boots

TimberlandMen's Redwood Edge Leather Lace Up 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(1)
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