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  • 207 Items
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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
Sorel Men's Cyprus Waterproof Leather BootsMen's Cyprus Waterproof Leather Boots

SorelMen's Cyprus Waterproof Leather Boots

Internet Exclusive
Extended Sizes
Merrell Men's Tempo Sol Waterproof Multi BootsMen's Tempo Sol Waterproof Multi Boots

MerrellMen's Tempo Sol Waterproof Multi Boots

Extended Sizes
Rated 4.2727 out of 5 starsRated 4.2727 out of 5 starsRated 4.2727 out of 5 starsRated 4.2727 out of 5 starsRated 4.2727 out of 5 stars(11)
Taft Men's Rome Floral Embossed Genuine Leather Cap Toe BootsMen's Rome Floral Embossed Genuine Leather Cap Toe Boots

TaftMen's Rome Floral Embossed Genuine Leather Cap Toe Boots

Internet Exclusive
Extended Sizes
Dune London Men's Call Leather Cap Toe Zip Buckle Hardware BootsMen's Call Leather Cap Toe Zip Buckle Hardware Boots

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

Internet Exclusive
ECCO Men's Track 30 Waterproof Nubuck BootsMen's Track 30 Waterproof Nubuck Boots

ECCOMen's Track 30 Waterproof Nubuck Boots

Internet Exclusive
Sorel Men's Carson Storm Waterproof BootsMen's Carson Storm Waterproof Boots

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)
Frye Men's Paul Leather Chukka BootsMen's Paul Leather Chukka Boots

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)
Men's Daviston Lace Up Leather Chukka Boots

PLACEHOLDERMen's Daviston Lace Up Leather Chukka Boots

Internet Exclusive
Extended Sizes

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)

SorelMen's Slabtown 62 Moc Waterproof Boots

Internet Exclusive
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)

PLACEHOLDERMen's Daviston Lace Up Leather Chukka Boots

Internet Exclusive
Extended Sizes

FryeMen's Hudson Leather Wedge 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)

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)

PLACEHOLDERMen's Daviston Lace Up Leather Chukka Boots

Internet Exclusive
Extended Sizes

FryeMen's Hudson Leather Plain Toe Work Boots

Internet Exclusive

BelvedereMen's Greco Colorblock Boots

Internet Exclusive

PLACEHOLDERMen's Daviston Lace Up Leather Chukka Boots

Internet Exclusive
Extended Sizes

BelvedereMen's Alvaro Hand Painted Multi Color Ostrich Chukka Boots

Internet Exclusive

ALIGNMen's Ryder Weatherproof Suede Boots

Internet Exclusive

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)

DannerMen's Mountain 600 Leaf GTX Waterproof Leather 4.5" Hiking Boots

Internet Exclusive
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)

FryeMen's Landon Leather Midlace Cap Toe 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)

DannerMen's Logger Moc 917 GTX Waterproof Nubuck Leather Boots

Internet Exclusive
Extended Sizes

To Boot New YorkMen's Vista Chukka Boots

Internet Exclusive
Extended Sizes

TaftMen's Jack Dragonfly Jacquard Calfskin Cap Toe Dress Boots

Internet Exclusive
Extended Sizes
Rated 4.6119 out of 5 starsRated 4.6119 out of 5 starsRated 4.6119 out of 5 starsRated 4.6119 out of 5 starsRated 4.6119 out of 5 stars(67)

DannerMen's Waterproof Suede Mountain 600 4.5" 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)

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)

Bed StuMen's Lincoln Lace Up Leather Boots

Johnston & MurphyCollection Men's Hartford Suede Plain Toe Boots

Internet Exclusive

Dune LondonMen's Matias Leather Ankle Boots

Internet Exclusive

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)

Bed StuMen's Illiad Leather Chukka Boots

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)

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)

Chippewa Est. 1901Men's Paladin 8" Waterproof 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)

TaftMen's Jack Wool Cap Toe Boots

Internet Exclusive
Rated 4.8685 out of 5 starsRated 4.8685 out of 5 starsRated 4.8685 out of 5 starsRated 4.8685 out of 5 starsRated 4.8685 out of 5 stars(1194)

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)

Ted Baker LondonMen's Blackburn Leather Brogue Wingtip Boots

Extended Sizes

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)

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

Dune LondonMen's Smoky Leather Casual Ankle Boots

Internet Exclusive

TaftMen's Rome Bottega Suede Cap Toe Boots

Internet Exclusive

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)

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

Internet Exclusive

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

Internet Exclusive
Extended Sizes

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 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)

ALIGNMen's Rivers Weatherproof Oiled Leather Flannel Lined Winter Boots

Internet Exclusive

DannerMen's Mountain 600 4.5" Leather Hiking Boots

Internet Exclusive
Extended Sizes

FryeMen's Barrett Leather 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)

Chippewa Est. 1901Men's Baldor 8" Steel Toe Logger 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 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)

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)

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" 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)

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 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)

Dr. MartensMen's Combs Fold-Down 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(8)

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 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 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 Elm 8" Waterproof Logger Work Boots

Internet Exclusive
Extended Sizes

CarolinaMen's Birch 8" Leather Kiltie 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 Bruno Lo 6" Waterproof Work Boots

Internet Exclusive
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)

UGGMen's Chukka Lug Suede Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Steve MaddenMen's Jotting Leather Contrast Stitch Cap Toe Boots

Permanently Reduced
Orig.
Now
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)

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)

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)

Johnston & MurphyMen's Connelly Leather Wingtip Lace Up Boots

Permanently Reduced
Orig.
Now
Rated 4.3158 out of 5 starsRated 4.3158 out of 5 starsRated 4.3158 out of 5 starsRated 4.3158 out of 5 starsRated 4.3158 out of 5 stars(57)

MerrellMen's Moab 3 Mid Waterproof Hiking Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 4.3513 out of 5 starsRated 4.3513 out of 5 starsRated 4.3513 out of 5 starsRated 4.3513 out of 5 starsRated 4.3513 out of 5 stars(427)

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)

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 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)

Johnston & MurphyMen's Upton Leather Chukka Boots

Permanently Reduced
Orig.
Now
Extended Sizes

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)

Cole HaanMen's Muir Waterproof Suede Moc Toe Boots

Permanently Reduced
Orig.
Now
Internet Exclusive

Steve MaddenMen's Tabriz Lace Up 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)

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 & 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 Logan Leather and Plaid Wool Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
Only size 9 available
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)

Cole HaanMen's Chamberlin Water Resistant Suede Cap Toe Boots

Permanently Reduced
Orig.
Now

Kurt Geiger LondonMen's Chiltern Leather Boots

Permanently Reduced
Orig.
Now

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 & 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)

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)

Polo Ralph LaurenMen's Ranger Leather Buckle Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Only size 7, 8 available
Rated 4.7875 out of 5 starsRated 4.7875 out of 5 starsRated 4.7875 out of 5 starsRated 4.7875 out of 5 starsRated 4.7875 out of 5 stars(80)

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)

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

Permanently Reduced
Orig.
Now
Dillard's Exclusive

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(2)

Polo Ralph LaurenMen's Asher Suede Chukka Boots

Permanently Reduced
Orig.
Now
Polo Ralph Lauren Men's Ranger Suede Multi BootsMen's Ranger Suede Multi Boots

Polo Ralph LaurenMen's Ranger Suede Multi Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Only size 8, 10 available
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)
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