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  • 110 Items
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UGG Men's Neumel Classic Fur Lined Suede Lace Up Chukka BootsMen's Neumel Classic Fur Lined Suede Lace Up Chukka Boots

UGGMen's Neumel Classic Fur Lined Suede Lace Up Chukka Boots

Extended Sizes
Rated 4.8817 out of 5 starsRated 4.8817 out of 5 starsRated 4.8817 out of 5 starsRated 4.8817 out of 5 starsRated 4.8817 out of 5 stars(355)
UGG Men's Idyllwild Leather Lace BootsMen's Idyllwild Leather Lace Boots

UGGMen's Idyllwild Leather Lace Boots

Extended Sizes
Merrell Men's Moab Speed 2 Hiking SneakersMen's Moab Speed 2 Hiking Sneakers

MerrellMen's Moab Speed 2 Hiking Sneakers

Save on Select Items
Orig.
Now
Extended Sizes
Rated 4.4841 out of 5 starsRated 4.4841 out of 5 starsRated 4.4841 out of 5 starsRated 4.4841 out of 5 starsRated 4.4841 out of 5 stars(157)
Johnston & Murphy Men's Calder Leather Chukka Lace Up BootsMen's Calder Leather Chukka Lace Up Boots

Johnston & MurphyMen's Calder Leather Chukka Lace Up Boots

Extended Sizes
Rated 4.5185 out of 5 starsRated 4.5185 out of 5 starsRated 4.5185 out of 5 starsRated 4.5185 out of 5 starsRated 4.5185 out of 5 stars(54)
Timberland Men's Field Leather BootsMen's Field Leather Boots

TimberlandMen's Field Leather Boots

Rated 4.2836 out of 5 starsRated 4.2836 out of 5 starsRated 4.2836 out of 5 starsRated 4.2836 out of 5 starsRated 4.2836 out of 5 stars(134)
Timberland Men's #double;Euro Hiker#double; Hiking BootsMen's #double;Euro Hiker#double; Hiking Boots

TimberlandMen's "Euro Hiker" Hiking Boots

Extended Sizes
Rated 4.5625 out of 5 starsRated 4.5625 out of 5 starsRated 4.5625 out of 5 starsRated 4.5625 out of 5 starsRated 4.5625 out of 5 stars(240)
Polo Ralph Lauren Men's Ranger Tumbled Leather Buckle Lug Sole BootsMen's Ranger Tumbled Leather Buckle Lug Sole Boots

Polo Ralph LaurenMen's Ranger Tumbled Leather Buckle Lug Sole Boots

Extended Sizes
Rated 4.6522 out of 5 starsRated 4.6522 out of 5 starsRated 4.6522 out of 5 starsRated 4.6522 out of 5 starsRated 4.6522 out of 5 stars(46)
Timberland Men's Mt. Maddsen Waterproof Leather Hiking BootsMen's Mt. Maddsen Waterproof Leather Hiking Boots

TimberlandMen's Mt. Maddsen Waterproof Leather Hiking Boots

Rated 4.6008 out of 5 starsRated 4.6008 out of 5 starsRated 4.6008 out of 5 starsRated 4.6008 out of 5 starsRated 4.6008 out of 5 stars(526)
Men's Neumel Classic Fur Lined Suede Lace Up Chukka Boots

PLACEHOLDERMen's Neumel Classic Fur Lined Suede Lace Up Chukka Boots

Extended Sizes
Rated 4.8817 out of 5 starsRated 4.8817 out of 5 starsRated 4.8817 out of 5 starsRated 4.8817 out of 5 starsRated 4.8817 out of 5 stars(355)

Dune LondonMen's Smoky Leather Casual Ankle Boots

Internet Exclusive

ObozMen's Katabatic Wind Hiking Sneakers

PLACEHOLDERMen's Neumel Classic Fur Lined Suede Lace Up Chukka Boots

Extended Sizes
Rated 4.8817 out of 5 starsRated 4.8817 out of 5 starsRated 4.8817 out of 5 starsRated 4.8817 out of 5 starsRated 4.8817 out of 5 stars(355)

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)

L.L.BeanMen's Stonington Leather Moc Toe Boots

Extended Sizes
Rated 4.6378 out of 5 starsRated 4.6378 out of 5 starsRated 4.6378 out of 5 starsRated 4.6378 out of 5 starsRated 4.6378 out of 5 stars(450)

PLACEHOLDERMen's Neumel Classic Fur Lined Suede Lace Up Chukka Boots

Extended Sizes
Rated 4.8817 out of 5 starsRated 4.8817 out of 5 starsRated 4.8817 out of 5 starsRated 4.8817 out of 5 starsRated 4.8817 out of 5 stars(355)

Twisted XMen's Chukka Hiker Waterproof 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(1)

UGGMen's Neumel Cold Weather Waterproof Hybrid Boots

Save on Select Items
Orig.
Now
Extended Sizes

PLACEHOLDERMen's Neumel Classic Fur Lined Suede Lace Up Chukka Boots

Extended Sizes
Rated 4.8817 out of 5 starsRated 4.8817 out of 5 starsRated 4.8817 out of 5 starsRated 4.8817 out of 5 starsRated 4.8817 out of 5 stars(355)

Twisted XMen's Driving Leather Moc Toe Chukka Boots

Extended Sizes

BirkenstockMen's Utti Lace Up Chukkas

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)

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)

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

Internet Exclusive
Extended Sizes

Johnston & MurphyMen's XC+ Durham Waterproof 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(6)

DannerMen's Trail 2650 GTX 4" Waterpoof Hiking Sneakers

Internet Exclusive
Extended Sizes

MerrellMen's Moab 3 Vent Hiking Sneakers

Rated 4.5765 out of 5 starsRated 4.5765 out of 5 starsRated 4.5765 out of 5 starsRated 4.5765 out of 5 starsRated 4.5765 out of 5 stars(621)

ALDOMen's Farrell Leather Lace Up Boots

Extended Sizes

BirkenstockMen's Uppsala Mid Suede Boots

Twisted XMen's Chukka Driving Mocs

Internet Exclusive
Extended Sizes

Cole HaanMen's Morse Leather Chukka Boots

Cole HaanMen's Chamberlin Water Resistant Nubuck Chukka Boots

Internet Exclusive

AriatMen's Spitfire Boots

Extended Sizes
Rated 4.7236 out of 5 starsRated 4.7236 out of 5 starsRated 4.7236 out of 5 starsRated 4.7236 out of 5 starsRated 4.7236 out of 5 stars(322)

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)

Josef SeibelMen's Earl 04 Leather Lace Up 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(6)

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)

DannerMen's Trail 2650 Suede Low Hiking Sneakers

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)

ObozMen's Katabatic Light Mid GTX Hiking Boots

AriatMen's Split Rock Leather Moc Toe 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(5)

BornMen's Nigel Leather Lace Up 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(3)

MerrellMen's Speed Strike 2 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(27)

TimberlandMen's Redwood Edge Leather Lace Up 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)

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)

ObozMen's Katabatic Low Hiking Sneakers

AriatMen's Clean Country Suede Chukka Boots

Rated 4.4091 out of 5 starsRated 4.4091 out of 5 starsRated 4.4091 out of 5 starsRated 4.4091 out of 5 starsRated 4.4091 out of 5 stars(22)

SorelMen's Buxton Lite Lace Plus Waterproof Boots

Extended Sizes

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)

Twisted XMen's Cellstretch® Wedge Sole 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)

MerrellMen's Moab 3 Mid Waterproof Hiking Boots

Extended Sizes
Rated 4.3423 out of 5 starsRated 4.3423 out of 5 starsRated 4.3423 out of 5 starsRated 4.3423 out of 5 starsRated 4.3423 out of 5 stars(447)

SorelMen's Madson II Waterproof Leather Chukka 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 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 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)

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)

TimberlandMen's Euro Hiker Boots

Internet Exclusive
Rated 4.7422 out of 5 starsRated 4.7422 out of 5 starsRated 4.7422 out of 5 starsRated 4.7422 out of 5 starsRated 4.7422 out of 5 stars(128)

Steve MaddenMen's Noby Leather Boots

Internet Exclusive
Extended Sizes
Only size 11 available

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(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)

DannerMen's Logger Moc 917 GTX Waterproof Nubuck Leather Boots

Internet Exclusive
Extended Sizes

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)

Twisted XMen's Chukka Driving CellStretch Mocs

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 Chukka Driving Mocs

Internet Exclusive
Extended Sizes

ECCOMen's Metropole Milan Suede Chukka Boots

MerrellMen's Moab Speed 2 Leather Waterproof Hiking Shoes

Extended Sizes
Rated 3.6957 out of 5 starsRated 3.6957 out of 5 starsRated 3.6957 out of 5 starsRated 3.6957 out of 5 starsRated 3.6957 out of 5 stars(23)

Twisted XMen's Driving Leather Moccasin 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(8)

MerrellMen's Speed Strike 2 Suede Leather Hiking Sneakers

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)

AriatMen's Spitfire Waterproof Leather 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(48)

Bed StuMen's Lincoln Lace Up Leather Boots

Bed StuMen's Illiad Leather Chukka Boots

Twisted XMen's Work Composite Toe Slip On Driving Moccasins

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(1)

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)

ALIGNMen's Rivers Weatherproof Oiled Leather Flannel Lined Winter Boots

Internet Exclusive

Twisted XMen's Driving Moccasin Chukka Boots

Internet Exclusive
Extended Sizes

DannerMen's Mountain 600 4.5" Leather Hiking Boots

Extended Sizes

Twisted XMen's Work Steel Toe Leather Chukka Driving Moccasins

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 Chukka Driving Mocs

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 Chukka Driving Mocs

Internet Exclusive
Extended Sizes

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)

MerrellMen's Moab Ventilator 2 Suede and Mesh Lace Up Hiking Sneakers

Internet Exclusive
Rated 4.4744 out of 5 starsRated 4.4744 out of 5 starsRated 4.4744 out of 5 starsRated 4.4744 out of 5 starsRated 4.4744 out of 5 stars(900)

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)

BornMen's Ethan Distressed Suede Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Johnston & MurphyMen's Upton Leather Chukka Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Johnston & MurphyMen's Calder 175th Anniversary Leather Chukka Boots

Permanently Reduced
Orig.
Now
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)

Cole HaanMen's Muir Waterproof Suede Moc Toe 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)

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

Permanently Reduced
Orig.
Now
Rated 3.9474 out of 5 starsRated 3.9474 out of 5 starsRated 3.9474 out of 5 starsRated 3.9474 out of 5 starsRated 3.9474 out of 5 stars(38)

ObozMen's Katabatic LT Low GTX Waterproof Hiking Sneakers

Permanently Reduced
Orig.
Now
Extended Sizes

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)

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)

MerrellIndigo Men's Maipo Explorer Aerosport Sneakers

Permanently Reduced
Orig.
Now
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(18)

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)

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

Permanently Reduced
Orig.
Now
Dillard's Exclusive

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

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

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)

Cole HaanMen's Muir Leather Moc Toe Boots

Permanently Reduced
Orig.
Now
Internet Exclusive

KeenMen's Targhee III Mid Waterproof Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
Only size 8 available
Rated 4.1447 out of 5 starsRated 4.1447 out of 5 starsRated 4.1447 out of 5 starsRated 4.1447 out of 5 starsRated 4.1447 out of 5 stars(76)

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)

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)

ObozMen's Bozeman Low Leather Hiking Sneakers

Permanently Reduced
Orig.
Now
Extended Sizes
Only size 8.5, 9 available
Rated 4.4231 out of 5 starsRated 4.4231 out of 5 starsRated 4.4231 out of 5 starsRated 4.4231 out of 5 starsRated 4.4231 out of 5 stars(26)
UGG Men's Lug Chukka BootsMen's Lug Chukka Boots

UGGMen's Lug Chukka Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
Only size 10 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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