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  • 182 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)
ALDO Men's Farrell Leather Lace Up BootsMen's Farrell Leather Lace Up Boots

ALDOMen's Farrell Leather Lace Up Boots

Extended Sizes
Taft Men's Paris BootsMen's Paris Boots

TaftMen's Paris Boots

Internet Exclusive
Extended Sizes
Rated 4.6713 out of 5 starsRated 4.6713 out of 5 starsRated 4.6713 out of 5 starsRated 4.6713 out of 5 starsRated 4.6713 out of 5 stars(286)
ALIGN Men's Ryder Weatherproof Suede BootsMen's Ryder Weatherproof Suede Boots

ALIGNMen's Ryder Weatherproof Suede Boots

Internet Exclusive
ALIGN Men's Rivers Weatherproof Oiled Leather Flannel Lined Winter BootsMen's Rivers Weatherproof Oiled Leather Flannel Lined Winter Boots

ALIGNMen's Rivers Weatherproof Oiled Leather Flannel Lined Winter Boots

Internet Exclusive
Taft Men's Jack Wool Calfskin Cap Toe Braided Welt Detail BootsMen's Jack Wool Calfskin Cap Toe Braided Welt Detail Boots

TaftMen's Jack Wool Calfskin Cap Toe Braided Welt Detail 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(7)
Bed Stu Men's Illiad Leather Chukka BootsMen's Illiad Leather Chukka Boots

Bed StuMen's Illiad Leather Chukka Boots

Sorel Men's Cyprus Waterproof Leather BootsMen's Cyprus Waterproof Leather Boots

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)
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)

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

Internet Exclusive

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)

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 Paul Leather 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(2)

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)

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)

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

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 Matias Leather Ankle Boots

Internet Exclusive

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)

Twisted XMen's Driving Moccasin Chukka Boots

Internet Exclusive
Extended Sizes

DannerMen's Tachyon 8" Military Boots

Extended Sizes

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

Internet Exclusive
Extended Sizes
Rated 4.0909 out of 5 starsRated 4.0909 out of 5 starsRated 4.0909 out of 5 starsRated 4.0909 out of 5 starsRated 4.0909 out of 5 stars(55)

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)

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

Internet Exclusive
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)

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

Internet Exclusive
Extended Sizes

TimberlandPRO Men's Boondock Ultralight 8" Composite Toe Waterproof 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(4)

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)

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)

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

Internet Exclusive
Extended Sizes
Rated 4.0445 out of 5 starsRated 4.0445 out of 5 starsRated 4.0445 out of 5 starsRated 4.0445 out of 5 starsRated 4.0445 out of 5 stars(382)

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)

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

Internet Exclusive
Extended Sizes

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

Internet Exclusive
Extended Sizes
Only size 7.5, 8 available
Rated 4.0588 out of 5 starsRated 4.0588 out of 5 starsRated 4.0588 out of 5 starsRated 4.0588 out of 5 starsRated 4.0588 out of 5 stars(17)

TimberlandPRO® Men's Direct Attach 6" Steel Toe Waterproof Work Boots

Internet Exclusive
Extended Sizes
Rated 4.2824 out of 5 starsRated 4.2824 out of 5 starsRated 4.2824 out of 5 starsRated 4.2824 out of 5 starsRated 4.2824 out of 5 stars(347)

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

Internet Exclusive
Extended Sizes
Rated 4.0492 out of 5 starsRated 4.0492 out of 5 starsRated 4.0492 out of 5 starsRated 4.0492 out of 5 starsRated 4.0492 out of 5 stars(325)

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)

CarolinaMen's Birch Composite Toe Logger Work Boots

Internet Exclusive
Extended Sizes

CarolinaMen's Circuit 6" Waterproof Composite Toe Work Boots

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" 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 Birch 8" Leather Kiltie Logger Work Boots

Internet Exclusive
Extended Sizes

Twisted XMen's Driving Woven Moccasin Chukka Boots

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)

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 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)

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 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 Bruno Lo Waterproof Composite Toe Work Boots

Extended Sizes

CarolinaMen's Foreman 6" Internal MetGuard 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 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 Bruno Lo 6" Waterproof Work Boots

Internet Exclusive
Extended Sizes

Johnston & MurphyMen's Upton Leather Chukka Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Johnston & MurphyMen's Connelly Leather Wingtip Lace Up Boots

Permanently Reduced
Orig.
Now
Rated 4.3143 out of 5 starsRated 4.3143 out of 5 starsRated 4.3143 out of 5 starsRated 4.3143 out of 5 starsRated 4.3143 out of 5 stars(70)

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)

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(3)

To Boot New YorkMen's Vista 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)

Cole HaanMen's Muir Waterproof Suede Moc Toe Boots

Permanently Reduced
Orig.
Now

BornMen's Ethan Distressed Suede Boots

Permanently Reduced
Orig.
Now
Extended Sizes

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

Permanently Reduced
Orig.
Now
Dillard's Exclusive

Polo Ralph LaurenMen's Ranger Suede and Twill Patch Detail Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Only size 8, 8.5 available
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)

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)

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)

BornMen's Brock Distressed Suede 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(9)

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

Permanently Reduced
Orig.
Now
Only size 8, 8.5 available
Rated 3.8974 out of 5 starsRated 3.8974 out of 5 starsRated 3.8974 out of 5 starsRated 3.8974 out of 5 starsRated 3.8974 out of 5 stars(39)

BornMen's Erik Leather Boots

Permanently Reduced
Orig.
Now
Extended Sizes

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)

Kurt Geiger LondonMen's Chiltern Leather Boots

Permanently Reduced
Orig.
Now

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)

ALIGNMen's Rivers Weatherproof Tumbled Leather Boots

Permanently Reduced
Orig.
Now

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

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 4.549 out of 5 starsRated 4.549 out of 5 starsRated 4.549 out of 5 starsRated 4.549 out of 5 starsRated 4.549 out of 5 stars(51)

UGGMen's Neumel High Weather Hybrid Lace Up Boots

Permanently Reduced
Orig.
Now
Extended Sizes

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 Muir Leather Moc Toe Boots

Permanently Reduced
Orig.
Now
Internet Exclusive

Polo Ralph LaurenMen's Asher Suede Chukka Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Only size 8.5, 11 available

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)

Polo Ralph LaurenMen's Ranger Work Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
Rated 4.9 out of 5 starsRated 4.9 out of 5 starsRated 4.9 out of 5 starsRated 4.9 out of 5 starsRated 4.9 out of 5 stars(10)

Steve MaddenMen's Tabriz Lace Up Leather Chukka Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Only size 9 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(1)

Johnston & MurphyCollection Men's Dudley Leather Brogue Wingtip Lug Sole Boots

Permanently Reduced
Orig.
Now
Only size 10 available
Rated 4.3182 out of 5 starsRated 4.3182 out of 5 starsRated 4.3182 out of 5 starsRated 4.3182 out of 5 starsRated 4.3182 out of 5 stars(22)

UGGMen's Chukka Lug Suede Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Only size 11 available

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)

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)

Steve MaddenMen's Walvia Nubuck Lug Sole Work Boots

Permanently Reduced
Orig.
Now
Extended Sizes

TimberlandMen's Redwood Falls Waterproof Leather Chukka Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Only size 11.5 available
Rated 4.3521 out of 5 starsRated 4.3521 out of 5 starsRated 4.3521 out of 5 starsRated 4.3521 out of 5 starsRated 4.3521 out of 5 stars(71)

Johnston & MurphyMens XC Flex Connelly Leather Brogue Detail Shearling Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
Only size 8 available
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(16)

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 Carson Storm Waterproof Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Only size 8.5 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)

Cole HaanMen's Chamberlin Water Resistant Nubuck Cap Toe Boots

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

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)

TaftMen's Jack Atlantis Floral Jacquard Calfskin Cap Toe Dress Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Only size 9.5 available
Rated 4.8889 out of 5 starsRated 4.8889 out of 5 starsRated 4.8889 out of 5 starsRated 4.8889 out of 5 starsRated 4.8889 out of 5 stars(18)
Eastland Men's Ethan 1955 Leather BootsMen's Ethan 1955 Leather Boots

EastlandMen's Ethan 1955 Leather Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
Only size 9 available
  • 182 Items
  • First
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