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  • 207 Items
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Born Men's Harrison Leather Chukka BootsMen's Harrison Leather Chukka Boots

BornMen's Harrison Leather Chukka Boots

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)
Merrell Men's Tempo Sol Waterproof Multi BootsMen's Tempo Sol Waterproof Multi Boots

MerrellMen's Tempo Sol Waterproof Multi Boots

Extended Sizes
Rated 4.4 out of 5 starsRated 4.4 out of 5 starsRated 4.4 out of 5 starsRated 4.4 out of 5 starsRated 4.4 out of 5 stars(10)
Carolina Men's Foreman 6#double; Internal MetGuard Work BootsMen's Foreman 6#double; Internal MetGuard Work Boots

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)
Ariat Men's Clean Country Suede Chukka BootsMen's Clean Country Suede Chukka Boots

AriatMen's Clean Country Suede Chukka Boots

Rated 4.35 out of 5 starsRated 4.35 out of 5 starsRated 4.35 out of 5 starsRated 4.35 out of 5 starsRated 4.35 out of 5 stars(20)
Polo Ralph Lauren Men's Ranger Suede and Plaid Wool BootsMen's Ranger Suede and Plaid Wool Boots

Polo Ralph LaurenMen's Ranger Suede and Plaid Wool Boots

Internet Exclusive
Extended Sizes
Rated 1.0 out of 5 starsRated 1.0 out of 5 starsRated 1.0 out of 5 starsRated 1.0 out of 5 starsRated 1.0 out of 5 stars(2)
Skechers Men's Slip-ins Relaxed Fit: Respected 2.0 - Hagler BootsMen's Slip-ins Relaxed Fit: Respected 2.0 - Hagler Boots

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

Extended Sizes
Rated 4.7526 out of 5 starsRated 4.7526 out of 5 starsRated 4.7526 out of 5 starsRated 4.7526 out of 5 starsRated 4.7526 out of 5 stars(97)
Timberland Men's Redwood Falls Waterproof Cold Weather BootsMen's Redwood Falls Waterproof Cold Weather Boots

TimberlandMen's Redwood Falls Waterproof Cold Weather Boots

Internet Exclusive
Rated 4.6186 out of 5 starsRated 4.6186 out of 5 starsRated 4.6186 out of 5 starsRated 4.6186 out of 5 starsRated 4.6186 out of 5 stars(97)
Dune London Men's Matias Leather Ankle BootsMen's Matias Leather Ankle Boots

Dune LondonMen's Matias Leather Ankle Boots

Internet Exclusive
Men's Harrison Leather Chukka Boots

PLACEHOLDERMen's Harrison Leather Chukka Boots

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)

ALIGNMen's Ryder Weatherproof Leather Boots

ECCOMen's Metropole Milan Suede Chukka Boots

PLACEHOLDERMen's Harrison Leather Chukka Boots

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)

ObozMen's Bridger 8" Waterproof Leather Insulated Boots

Extended Sizes

ALIGNMen's Rivers Weatherproof Tumbled Leather Boots

PLACEHOLDERMen's Harrison Leather Chukka Boots

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)

BornMen's Erik Leather 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)

PLACEHOLDERMen's Harrison Leather Chukka Boots

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)

TimberlandMen's Redwood Edge Leather Lace Up Boots

Extended Sizes

AriatMen's Lookout Leather Chukka Boots

Only size 11 available
Rated 4.1493 out of 5 starsRated 4.1493 out of 5 starsRated 4.1493 out of 5 starsRated 4.1493 out of 5 starsRated 4.1493 out of 5 stars(67)

Polo Ralph LaurenMen's Ranger Suede Patch Detail 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)

TimberlandMen's Newmarket Chukka Leather 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(15)

Johnston & MurphyCollection Men's Hartford Leather Plain Toe Boots

Internet Exclusive

Marc NolanMen's Belmont Appaloosa Cow Print Brogue Wingtip Combat Boots

Extended Sizes

SorelMen's Buxton Lite Lace Plus Waterproof 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(7)

Twisted XMen's ECO Moc-Toe Lace Up Boot

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)

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

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(1)

SorelMen's Slabtown 62 Caribou Leather Waterproof Boots

Internet Exclusive
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(2)

FryeMen's Hudson Leather Lug Work Boots

Rated 4.2222 out of 5 starsRated 4.2222 out of 5 starsRated 4.2222 out of 5 starsRated 4.2222 out of 5 starsRated 4.2222 out of 5 stars(9)

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

Dillard's Exclusive

COACHMen's Lug Sole Leather 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)

BelvedereMen's Alvaro Hand Painted Multi Color Ostrich Chukka Boots

Internet Exclusive

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)

SorelMen's Madson II Moc Toe Waterproof Boots

Internet Exclusive
Rated 4.6154 out of 5 starsRated 4.6154 out of 5 starsRated 4.6154 out of 5 starsRated 4.6154 out of 5 starsRated 4.6154 out of 5 stars(13)

Johnston & MurphyMens XC+ Durham Embossed Leather Brogue Detail Wingtip Shearling Waterproof Boots

Internet Exclusive
Extended Sizes

Cole HaanMen's Chamberlin Water Resistant Nubuck Cap Toe Boots

Internet Exclusive

Cole HaanMen's Muir Waterproof Suede Moc Toe Boots

Internet Exclusive

MerrellMen's Moab 3 Mid Waterproof Hiking Boots

Extended Sizes
Rated 4.3493 out of 5 starsRated 4.3493 out of 5 starsRated 4.3493 out of 5 starsRated 4.3493 out of 5 starsRated 4.3493 out of 5 stars(418)

To Boot New YorkMen's Vista Chukka Boots

Internet Exclusive
Extended Sizes

BelvedereMen's Greco Colorblock 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)

L.L.BeanMen's Eco Bay Nubuck Chukka Boots

TaftMen's Rome Floral Embossed Genuine Leather Cap Toe Boots

Internet Exclusive
Extended Sizes

DannerMen's Waterproof Suede Mountain 600 4.5" 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 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)

FryeMen's Hudson Leather Plain Toe Work Boots

Internet Exclusive

SorelMen's Carson Storm Waterproof Boots

Internet Exclusive
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)

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

Internet Exclusive

Bed StuMen's Lincoln Lace Up Leather Boots

Kurt Geiger LondonMen's Chiltern Leather Boots

ALIGNMen's Ryder Weatherproof Suede Boots

Internet Exclusive

ALDOMen's Farrell Leather Lace Up Boots

Internet Exclusive
Extended Sizes

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)

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)

Twisted XMen's Driving Woven Leather Moccasin Chukka 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(2)

Twisted XMen's Driving Moccasin Chukka Boots

Internet Exclusive
Extended Sizes

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

Internet Exclusive

FryeMen's Hudson Leather Wedge 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)

Cole HaanMen's Muir Leather Moc Toe Boots

Internet Exclusive

TaftMen's Jack Paisley Jacquard Cap Toe Dress Boots

TaftMen's Jack Exotic Bird Jacquard Calfskin Dress Boots

Internet Exclusive
Extended Sizes
Rated 4.875 out of 5 starsRated 4.875 out of 5 starsRated 4.875 out of 5 starsRated 4.875 out of 5 starsRated 4.875 out of 5 stars(152)

Bed StuMen's Protege Distressed Leather Back Zip Combat Boots

Internet Exclusive
Extended Sizes

COACHMen's Connor Signature Logo Coated Canvas and Leather Lace Up Boots

Internet Exclusive

ALDOMen's Walton Leather Lace Up Booties

Internet Exclusive
Extended Sizes

Bed StuMen's Illiad Leather Chukka Boots

FryeMen's Astor Leather Chukka Boots

Internet Exclusive
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)

TaftMen's Saint Woven Leather Brogue Wingtip Boots

Internet Exclusive
Only size 7 available
Rated 4.8731 out of 5 starsRated 4.8731 out of 5 starsRated 4.8731 out of 5 starsRated 4.8731 out of 5 starsRated 4.8731 out of 5 stars(520)

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)

Chippewa Est. 1901Men's Edge Walker Steel Toe Lace-Up Wedge Work Boots

Extended Sizes

Johnston & MurphyCollection Men's Hartford Suede Plain Toe 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)

ObozMen's Katabatic Light Mid GTX Hiking Boots

Ted Baker LondonMen's Blackburn Leather Brogue Wingtip Boots

Extended Sizes

TaftMen's Jack Floral Print Cotton Jacquard Calfskin Cap Toe Dress Boots

Internet Exclusive
Extended Sizes
Rated 4.8374 out of 5 starsRated 4.8374 out of 5 starsRated 4.8374 out of 5 starsRated 4.8374 out of 5 starsRated 4.8374 out of 5 stars(1310)

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

Extended Sizes

Dune LondonMen's Smoky Leather Casual Ankle Boots

Internet Exclusive

FryeMen's Barrett Leather Lace Up Boots

Internet Exclusive

MerrellMen's Moab 3 Vista Mid Waterproof Mid Hikers

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(21)

TaftMen's Rome Bottega Suede Cap Toe Boots

Internet Exclusive

TaftMen's Jack Floral Jacquard Cap Toe 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)

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)

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)

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

Internet Exclusive

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

Internet Exclusive
Extended Sizes

EastlandMen's Ethan 1955 Leather Boots

Internet Exclusive
Extended Sizes
Only size 9, 12 available

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" 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 Birch 8" Leather Kiltie Logger Work Boots

Internet Exclusive
Extended Sizes

CarolinaMen's Bruno Lo Waterproof Composite Toe Work Boots

Extended Sizes

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

Internet Exclusive
Extended Sizes

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 Composite Toe Logger Work Boots

Internet Exclusive
Extended Sizes

EastlandMen's Jack Chukka Boots

Internet Exclusive
Only size 10 available

CarolinaMen's Elm 8" Waterproof Logger Work Boots

Internet Exclusive
Extended Sizes

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 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 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)

KeenMen's Targhee III Mid Waterproof Boots

Internet Exclusive
Extended Sizes
Rated 4.1733 out of 5 starsRated 4.1733 out of 5 starsRated 4.1733 out of 5 starsRated 4.1733 out of 5 starsRated 4.1733 out of 5 stars(75)
Twisted X Men's Moc Toe Leather Lace Up BootsMen's Moc Toe Leather Lace Up Boots

Twisted XMen's Moc Toe Leather 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(3)
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