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  • 95 Items
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 4.88 out of 5 starsRated 4.88 out of 5 starsRated 4.88 out of 5 starsRated 4.88 out of 5 starsRated 4.88 out of 5 stars(350)
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 4.6444 out of 5 starsRated 4.6444 out of 5 starsRated 4.6444 out of 5 starsRated 4.6444 out of 5 starsRated 4.6444 out of 5 stars(45)
UGG Men's Neumel Cold Weather Waterproof Hybrid BootsMen's Neumel Cold Weather Waterproof Hybrid Boots

UGGMen's Neumel Cold Weather Waterproof Hybrid Boots

Save on Select Items
Orig.
Now
Extended Sizes
Timberland Men's Earthkeeper Leather BootsMen's Earthkeeper Leather Boots

TimberlandMen's Earthkeeper Leather Boots

Extended Sizes
Rated 4.2887 out of 5 starsRated 4.2887 out of 5 starsRated 4.2887 out of 5 starsRated 4.2887 out of 5 starsRated 4.2887 out of 5 stars(568)
Dr. Martens Men's 1460 Classic Leather Family Matching Combat BootsMen's 1460 Classic Leather Family Matching Combat Boots

Dr. MartensMen's 1460 Classic Leather Family Matching Combat Boots

Extended Sizes
Rated 4.9211 out of 5 starsRated 4.9211 out of 5 starsRated 4.9211 out of 5 starsRated 4.9211 out of 5 starsRated 4.9211 out of 5 stars(38)
UGG Men's Idyllwild Leather Lace BootsMen's Idyllwild Leather Lace Boots

UGGMen's Idyllwild Leather Lace Boots

Extended Sizes
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 4.4694 out of 5 starsRated 4.4694 out of 5 starsRated 4.4694 out of 5 starsRated 4.4694 out of 5 starsRated 4.4694 out of 5 stars(49)
Josef Seibel Men's Earl 04 Leather Lace Up Chukka BootsMen's Earl 04 Leather Lace Up Chukka Boots

Josef SeibelMen's Earl 04 Leather Lace Up Chukka 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(6)
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 4.88 out of 5 starsRated 4.88 out of 5 starsRated 4.88 out of 5 starsRated 4.88 out of 5 starsRated 4.88 out of 5 stars(350)

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)

AriatMen's Spitfire Boots

Extended Sizes
Rated 4.7063 out of 5 starsRated 4.7063 out of 5 starsRated 4.7063 out of 5 starsRated 4.7063 out of 5 starsRated 4.7063 out of 5 stars(303)

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

Extended Sizes
Rated 4.88 out of 5 starsRated 4.88 out of 5 starsRated 4.88 out of 5 starsRated 4.88 out of 5 starsRated 4.88 out of 5 stars(350)

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

Extended Sizes
Rated 4.634 out of 5 starsRated 4.634 out of 5 starsRated 4.634 out of 5 starsRated 4.634 out of 5 starsRated 4.634 out of 5 stars(429)

PikolinosMen's York Leather Lace Up Boots

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

Extended Sizes
Rated 4.88 out of 5 starsRated 4.88 out of 5 starsRated 4.88 out of 5 starsRated 4.88 out of 5 starsRated 4.88 out of 5 stars(350)

L.L.BeanMen's Bean Waterproof Boots

Rated 4.3281 out of 5 starsRated 4.3281 out of 5 starsRated 4.3281 out of 5 starsRated 4.3281 out of 5 starsRated 4.3281 out of 5 stars(64)

ALDOMen's Farrell Leather Lace Up Boots

Internet Exclusive
Extended Sizes

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

Extended Sizes
Rated 4.88 out of 5 starsRated 4.88 out of 5 starsRated 4.88 out of 5 starsRated 4.88 out of 5 starsRated 4.88 out of 5 stars(350)

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)

Twisted XMen's Driving CellStretch Leather Moc Toe Chukka Boots

Extended Sizes
Rated 2 out of 5 starsRated 2 out of 5 starsRated 2 out of 5 starsRated 2 out of 5 starsRated 2 out of 5 stars(1)

BornMen's Ethan Distressed Suede Boots

Extended Sizes

BornMen's Nigel Leather Lace Up 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(3)

Dr. MartensMen's Combs Leather Boots

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(33)

Twisted XMen's Chukka Driving Mocs

Internet Exclusive
Extended Sizes

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

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)

Johnston & MurphyMen's XC+ Durham Waterproof 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(3)

ALIGNMen's Eddy Waterproof Leather Lace Up Boots

BirkenstockMen's Uppsala Mid Suede Boots

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)

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

Twisted XMen's 4" Woven Leather 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)

Cole HaanMen's Chamberlin Water Resistant Nubuck Chukka Boots

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

Extended Sizes

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

Rated 3.9118 out of 5 starsRated 3.9118 out of 5 starsRated 3.9118 out of 5 starsRated 3.9118 out of 5 starsRated 3.9118 out of 5 stars(34)

Polo Ralph LaurenMen's Bryson Leather and Wool Cap Toe Boots

Internet Exclusive
Extended Sizes
Rated 4.0476 out of 5 starsRated 4.0476 out of 5 starsRated 4.0476 out of 5 starsRated 4.0476 out of 5 starsRated 4.0476 out of 5 stars(21)

ALIGNMen's Ryder Weatherproof Leather Boots

PikolinosMen's Vigo Leather Lace Up Zip Ankle Boots

Internet Exclusive

Twisted XMen's Cellstretch® Wedge Sole Boots

Extended Sizes

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)

AriatMen's Spitfire Waterproof Leather Boots

Extended Sizes
Rated 4.4524 out of 5 starsRated 4.4524 out of 5 starsRated 4.4524 out of 5 starsRated 4.4524 out of 5 starsRated 4.4524 out of 5 stars(42)

SorelMen's Slabtown 62 Six Waterproof Boots

Extended Sizes
Rated 4.6471 out of 5 starsRated 4.6471 out of 5 starsRated 4.6471 out of 5 starsRated 4.6471 out of 5 starsRated 4.6471 out of 5 stars(34)

Twisted XMen's Moc Toe Leather 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(3)

SorelMen's Slabtown 62' Stoic Suede Chukka 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)

TimberlandMen's Redwood Falls Waterproof Boots

Internet Exclusive
Only size 13 available
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)

Twisted XMen's Driving Leather Moc Toe Chukka Boots

Extended Sizes

AriatMen's Split Rock Leather Moc Toe Chukka 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)

TimberlandMen's Redwood Edge Leather Lace Up Boots

Extended Sizes

BornMen's Ryker Leather Boots

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)

BornMen's Erik Leather Boots

Extended Sizes

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)

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)

Twisted XMen's ECO Moc-Toe Lace Up Boot

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)

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

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)

SorelMen's Madson II Waterproof Leather Chukka Boots

Internet Exclusive
Extended Sizes
Rated 4.3678 out of 5 starsRated 4.3678 out of 5 starsRated 4.3678 out of 5 starsRated 4.3678 out of 5 starsRated 4.3678 out of 5 stars(87)

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 Waterproof Driving Moccasins Chukka Boots

Internet Exclusive
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)

Steve MaddenMen's Daviston Lace Up Leather Chukka Boots

Internet Exclusive
Extended Sizes

SorelMen's Cyprus Waterproof Leather Boots

Internet Exclusive
Extended Sizes

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)

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)

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)

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 Protege Distressed Leather Back Zip Combat Boots

Internet Exclusive
Extended Sizes

Bed StuMen's Lincoln Lace Up Leather Boots

Bed StuMen's Illiad Leather Chukka Boots

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)

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 Smoky Leather Casual Ankle Boots

Internet Exclusive

ALIGNMen's Ryder Weatherproof Suede Boots

Internet Exclusive

Dune LondonMen's Matias Leather Ankle Boots

Internet Exclusive

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)

Johnston & MurphyCollection Men's Hartford Suede Plain Toe Boots

Internet Exclusive

Steve MaddenMen's Harros Leather Chukka 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(2)

TaftMen's Rome Bottega Suede Cap Toe Boots

Internet Exclusive

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)

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)

UGGMen's Chukka Lug Suede Boots

Permanently Reduced
Orig.
Now
Extended Sizes

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)

Steve MaddenMen's Tabriz Lace Up Leather Chukka Boots

Permanently Reduced
Orig.
Now
Extended Sizes

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)

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 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)

Cole HaanMen's Muir Waterproof Suede Moc Toe Boots

Permanently Reduced
Orig.
Now
Internet Exclusive

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 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 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)

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)

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)

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

Cole HaanMen's Chamberlin Water Resistant Suede Cap Toe Boots

Permanently Reduced
Orig.
Now

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)

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)

MerrellMen's Moab 3 Mid Waterproof Hiking Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 4.3498 out of 5 starsRated 4.3498 out of 5 starsRated 4.3498 out of 5 starsRated 4.3498 out of 5 starsRated 4.3498 out of 5 stars(426)

EastlandMen's Ethan 1955 Leather Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
Only size 9, 12 available
Eastland Men's Jack Chukka BootsMen's Jack Chukka Boots

EastlandMen's Jack Chukka Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Only size 10 available
  • 95 Items

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