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  • 198 Items
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Twisted X Men's Driving Woven Leather Moccasin Chukka BootsMen's Driving Woven Leather Moccasin Chukka Boots

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)
Steve Madden Men's Daviston Lace Up Leather Chukka BootsMen's Daviston Lace Up Leather Chukka Boots

Steve MaddenMen's Daviston Lace Up Leather Chukka Boots

Internet Exclusive
Extended Sizes
Timberland Men's Redwood Falls Waterproof Leather Chukka BootsMen's Redwood Falls Waterproof Leather Chukka Boots

TimberlandMen's Redwood Falls Waterproof Leather Chukka Boots

Internet Exclusive
Extended Sizes
Rated 4.3167 out of 5 starsRated 4.3167 out of 5 starsRated 4.3167 out of 5 starsRated 4.3167 out of 5 starsRated 4.3167 out of 5 stars(60)
Sorel Men's Metro II Waterproof Winter BootsMen's Metro II Waterproof Winter Boots

SorelMen's Metro II Waterproof Winter Boots

Extended Sizes
Rated 2.1429 out of 5 starsRated 2.1429 out of 5 starsRated 2.1429 out of 5 starsRated 2.1429 out of 5 starsRated 2.1429 out of 5 stars(7)
Twisted X Men's Chukka Hiker Waterproof BootsMen's Chukka Hiker Waterproof Boots

Twisted XMen's Chukka Hiker Waterproof Boots

Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)
Sorel Men's Cyprus Waterproof Leather BootsMen's Cyprus Waterproof Leather Boots

SorelMen's Cyprus Waterproof Leather Boots

Internet Exclusive
Extended Sizes
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 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)
Taft Rome Leather Cap Toe Dress BootsRome Leather Cap Toe Dress Boots

TaftRome Leather Cap Toe Dress Boots

Extended Sizes
Rated 4.8297 out of 5 starsRated 4.8297 out of 5 starsRated 4.8297 out of 5 starsRated 4.8297 out of 5 starsRated 4.8297 out of 5 stars(998)
Men's Driving Woven Leather Moccasin Chukka Boots

PLACEHOLDERMen'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)

FryeMen's Paul Leather Chukka Boots

Internet Exclusive
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

BelvedereMen's Alvaro Hand Painted Multi Color Ostrich Chukka Boots

Internet Exclusive

PLACEHOLDERMen'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)

BelvedereMen's Greco Colorblock Boots

Internet Exclusive

Marc NolanMen's Dante Cow Print Boots

Extended Sizes

PLACEHOLDERMen'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)

PikolinosMen's Vigo Leather Lace Up Zip Ankle Boots

Internet Exclusive

TaftMen's Jack Dragonfly Jacquard Calfskin Cap Toe Dress Boots

Internet Exclusive
Extended Sizes
Rated 4.6515 out of 5 starsRated 4.6515 out of 5 starsRated 4.6515 out of 5 starsRated 4.6515 out of 5 starsRated 4.6515 out of 5 stars(66)

PLACEHOLDERMen'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)

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)

Bed StuMen's Lincoln Lace Up Leather Boots

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

Extended Sizes

DannerMen's Mountain 600 4.5" Leather Hiking Boots

Internet Exclusive
Extended Sizes

Twisted XMen's Chukka Driving Moccasins

Internet Exclusive
Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

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

Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(2)

Bed StuMen's Illiad Leather Chukka Boots

To Boot New YorkMen's Vista Chukka Boots

Internet Exclusive
Extended Sizes

Dune LondonMen's Smoky Leather Casual Ankle Boots

Internet Exclusive

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

Internet Exclusive

DannerMen's Logger Moc 917 GTX Waterproof Nubuck Leather Boots

Internet Exclusive
Extended Sizes

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)

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)

ALIGNMen's Ryder Weatherproof Suede Boots

Internet Exclusive

Johnston & MurphyCollection Men's Hartford Suede Plain Toe Boots

Internet Exclusive

TaftMen's Jack Wool Calfskin Cap Toe Braided Welt Detail Boots

Internet Exclusive
Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(7)

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

Extended Sizes

ALDOMen's Walton Leather Lace Up Booties

Internet Exclusive
Extended Sizes

FryeMen's Paul Leather Cap Toe Lace Up Boots

Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

Dune LondonMen's Matias Leather Ankle Boots

Internet Exclusive

Ted Baker LondonMen's Blackburn Leather Brogue Wingtip Boots

Extended Sizes

TaftMen's Rome Leather Cap Toe Boots

Internet Exclusive
Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

ALIGNMen's Rivers Weatherproof Oiled Leather Flannel Lined Winter Boots

Internet Exclusive

TaftMen's Jack Floral Jacquard Cap Toe Dress Boots

Internet Exclusive
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(4)

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)

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

Internet Exclusive

Steve MaddenMen's Harros Leather Chukka Boots

Internet Exclusive
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(2)

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

Internet Exclusive
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

TaftMen's Rome Bottega Suede Cap Toe Boots

Internet Exclusive

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

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

CarolinaMen's Elm 8" Waterproof Logger Work Boots

Internet Exclusive
Extended Sizes

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

Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(2)

CarolinaMen's Birch Composite Toe Logger Work Boots

Internet Exclusive
Extended Sizes

CarolinaMen's Bruno Lo 6" Waterproof Work Boots

Internet Exclusive
Extended Sizes

CarolinaMen's Spruce Waterproof Leather Kiltie Steel Toe Logger Work Boots

Internet Exclusive
Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

CarolinaMen's Bruno Lo Waterproof Composite Toe Work Boots

Extended Sizes

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

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

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)

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)

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

Internet Exclusive
Extended Sizes

CarolinaMen's Foreman 6" Internal MetGuard Work Boots

Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(2)

CarolinaMen's Elm 8" Logger Work Boots

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

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)

CarolinaMen's Birch 8" Leather Kiltie Logger Work Boots

Internet Exclusive
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)

UGGMen's Chukka Lug Suede Boots

Permanently Reduced
Orig.
Now
Extended Sizes

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

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 3 out of 5 starsRated 3 out of 5 starsRated 3 out of 5 starsRated 3 out of 5 starsRated 3 out of 5 stars(4)

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

Permanently Reduced
Orig.
Now
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(9)

Johnston & MurphyMen's Connelly Leather Wingtip Lace Up Boots

Permanently Reduced
Orig.
Now
Rated 4.3036 out of 5 starsRated 4.3036 out of 5 starsRated 4.3036 out of 5 starsRated 4.3036 out of 5 starsRated 4.3036 out of 5 stars(56)

Steve MaddenMen's Tabriz Lace Up Leather Chukka Boots

Permanently Reduced
Orig.
Now
Extended Sizes

UGGMen's Lug Chukka Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

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)

Polo Ralph LaurenMen's Ranger Work Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(8)

Steve MaddenMen's Jotting Leather Contrast Stitch Cap Toe Boots

Permanently Reduced
Orig.
Now
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)

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

Permanently Reduced
Orig.
Now
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)

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

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 4.5556 out of 5 starsRated 4.5556 out of 5 starsRated 4.5556 out of 5 starsRated 4.5556 out of 5 starsRated 4.5556 out of 5 stars(45)

Flag LTD.Men's Garrett Leather Plain Toe Boots

Permanently Reduced
Orig.
Now
Dillard's Exclusive
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

Polo Ralph LaurenMen's Logan Leather and Plaid Wool Boots

Permanently Reduced
Orig.
Now
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(2)

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 out of 5 starsRated 4 out of 5 starsRated 4 out of 5 starsRated 4 out of 5 starsRated 4 out of 5 stars(6)

Polo Ralph LaurenMen's Ranger Suede and Plaid Wool Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
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)

Cole HaanMen's Muir Waterproof Suede Moc Toe Boots

Permanently Reduced
Orig.
Now
Internet Exclusive

Twisted XMen's Leather Lace-Up Chukka Driving Moccasins

Permanently Reduced
Orig.
Now
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)

BornMen's Brock Distressed Suede Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(9)

Polo Ralph LaurenMen's Ranger Suede Multi Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(3)

Polo Ralph LaurenMen's Ranger Suede Patch Detail Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

Johnston & MurphyCollection Men's Hartley Wingtip Boots

Permanently Reduced
Orig.
Now
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(4)

Polo Ralph LaurenMen's Asher Suede Chukka Boots

Permanently Reduced
Orig.
Now

Steve MaddenMen's Salvatore Leather Lug Sole Boots

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

Cole HaanMen's American Classics Plain Toe Waterproof Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Rated 3.9231 out of 5 starsRated 3.9231 out of 5 starsRated 3.9231 out of 5 starsRated 3.9231 out of 5 starsRated 3.9231 out of 5 stars(13)

Cole HaanMen's 2.ZERØGRAND Suede Chukka Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

Johnston & MurphyMen's Larkin Leather Plain Toe Chukka Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 4 out of 5 starsRated 4 out of 5 starsRated 4 out of 5 starsRated 4 out of 5 starsRated 4 out of 5 stars(3)

Johnston & MurphyMen's Barret Suede Plain Toe Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 3.5714 out of 5 starsRated 3.5714 out of 5 starsRated 3.5714 out of 5 starsRated 3.5714 out of 5 starsRated 3.5714 out of 5 stars(7)

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

Permanently Reduced
Orig.
Now
Dillard's Exclusive

ALIGNMen's Rivers Weatherproof Tumbled Leather Boots

Permanently Reduced
Orig.
Now

Johnston & MurphyMen's Braxton Oiled Leather Chukka Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

UGGMen's Shasta Waterproof Cold Weather Mid Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Only size 8, 9 available

Kurt Geiger LondonMen's Chiltern Leather Boots

Permanently Reduced
Orig.
Now

COACHMen's Lug Sole Leather Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

Cole HaanMen's Chamberlin Water Resistant Suede Cap Toe Boots

Permanently Reduced
Orig.
Now

Cole HaanMen's Chamberlin Water Resistant Nubuck Cap Toe Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Steve Madden Men's Walvia Nubuck Lug Sole Work BootsMen's Walvia Nubuck Lug Sole Work Boots

Steve MaddenMen's Walvia Nubuck Lug Sole Work Boots

Permanently Reduced
Orig.
Now
Extended Sizes
  • 198 Items
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