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90 Items
Johnston & Murphy
Men's XC4 Stanton 2.0 Waterproof Chelsea Boots
Save on Select Items
Orig.
Now
Rated 4.5 out of 5 stars
Rated 4.5 out of 5 stars
Rated 4.5 out of 5 stars
Rated 4.5 out of 5 stars
Rated 4.5 out of 5 stars
(2)
Born
Men's Brock Distressed Suede Boots
Extended Sizes
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
(6)
Born
Men's Hemlock Leather Chelsea Boots
Extended Sizes
Rated 4.62 out of 5 stars
Rated 4.62 out of 5 stars
Rated 4.62 out of 5 stars
Rated 4.62 out of 5 stars
Rated 4.62 out of 5 stars
(34)
Josef Seibel
Men's Earl 04 Leather Lace-Up Chukka Boots
Extended Sizes
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
(5)
Steve Madden
Men's Jotter Cap Toe Boots
Extended Sizes
Rated 4.86 out of 5 stars
Rated 4.86 out of 5 stars
Rated 4.86 out of 5 stars
Rated 4.86 out of 5 stars
Rated 4.86 out of 5 stars
(43)
Johnston & Murphy
Men's Upton Chukka Boots
Extended Sizes
Rated 4.62 out of 5 stars
Rated 4.62 out of 5 stars
Rated 4.62 out of 5 stars
Rated 4.62 out of 5 stars
Rated 4.62 out of 5 stars
(125)
Dingo
Men's Road Trip Harness Suede Lug Sole Boots
Extended Sizes
Timberland
Men's Maplegrove Chukka Boots
Extended Sizes
Rated 4.56 out of 5 stars
Rated 4.56 out of 5 stars
Rated 4.56 out of 5 stars
Rated 4.56 out of 5 stars
Rated 4.56 out of 5 stars
(54)
Timberland
Men's Earthkeeper Leather Boots
Extended Sizes
Rated 4.34 out of 5 stars
Rated 4.34 out of 5 stars
Rated 4.34 out of 5 stars
Rated 4.34 out of 5 stars
Rated 4.34 out of 5 stars
(756)
Frye
Men's Tyler Leather Chelsea Boots
Extended Sizes
Timberland
Men's Redwood Falls Waterproof Leather Chukka Boots
Extended Sizes
Rated 4.57 out of 5 stars
Rated 4.57 out of 5 stars
Rated 4.57 out of 5 stars
Rated 4.57 out of 5 stars
Rated 4.57 out of 5 stars
(91)
Polo Ralph Lauren
Men's Ranger Tumbled Leather Buckle Lug Sole Boots
Extended Sizes
Rated 4.56 out of 5 stars
Rated 4.56 out of 5 stars
Rated 4.56 out of 5 stars
Rated 4.56 out of 5 stars
Rated 4.56 out of 5 stars
(9)
Ariat
Men's Booker Ultra Western Boots
Extended Sizes
Rated 4.8 out of 5 stars
Rated 4.8 out of 5 stars
Rated 4.8 out of 5 stars
Rated 4.8 out of 5 stars
Rated 4.8 out of 5 stars
(515)
UGG
Men's Neumel Classic Fur Lined Suede Lace-Up Chukka Boots
Extended Sizes
Rated 4.84 out of 5 stars
Rated 4.84 out of 5 stars
Rated 4.84 out of 5 stars
Rated 4.84 out of 5 stars
Rated 4.84 out of 5 stars
(6159)
Frye
Blk Paul Chelsea Leather Boots
Extended Sizes
Ariat
Men's Spitfire Waterproof Leather Boots
Extended Sizes
Rated 4.58 out of 5 stars
Rated 4.58 out of 5 stars
Rated 4.58 out of 5 stars
Rated 4.58 out of 5 stars
Rated 4.58 out of 5 stars
(31)
Steve Madden
Men's Harken Chukka Boots
Extended Sizes
Rated 4.68 out of 5 stars
Rated 4.68 out of 5 stars
Rated 4.68 out of 5 stars
Rated 4.68 out of 5 stars
Rated 4.68 out of 5 stars
(62)
Johnston & Murphy
Men's Upton Leather Lace-Up Chukka Boots
Extended Sizes
Rated 4.62 out of 5 stars
Rated 4.62 out of 5 stars
Rated 4.62 out of 5 stars
Rated 4.62 out of 5 stars
Rated 4.62 out of 5 stars
(125)
Twisted X
Men's Pull-On Moc Toe Leather Boots
Extended Sizes
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
(5)
Johnston & Murphy
Men's Barrett Moc Toe Boots
Internet Exclusive
Extended Sizes
Rated 4.28 out of 5 stars
Rated 4.28 out of 5 stars
Rated 4.28 out of 5 stars
Rated 4.28 out of 5 stars
Rated 4.28 out of 5 stars
(60)
Timberland
Men's Mt. Maddsen Waterproof Leather Boots
Extended Sizes
Rated 4.59 out of 5 stars
Rated 4.59 out of 5 stars
Rated 4.59 out of 5 stars
Rated 4.59 out of 5 stars
Rated 4.59 out of 5 stars
(1222)
Timberland
Men's Redwood Moc Toe Waterproof Boots
Rated 4.67 out of 5 stars
Rated 4.67 out of 5 stars
Rated 4.67 out of 5 stars
Rated 4.67 out of 5 stars
Rated 4.67 out of 5 stars
(110)
Timberland
Men's Maple Grove Chukka Boots
Rated 4.56 out of 5 stars
Rated 4.56 out of 5 stars
Rated 4.56 out of 5 stars
Rated 4.56 out of 5 stars
Rated 4.56 out of 5 stars
(54)
Timberland
Men's Redwood Falls Waterproof Cold Weather Boots
Extended Sizes
Rated 4.56 out of 5 stars
Rated 4.56 out of 5 stars
Rated 4.56 out of 5 stars
Rated 4.56 out of 5 stars
Rated 4.56 out of 5 stars
(75)
L.L.Bean
Men's 8" Waterproof Bean Boots
Extended Sizes
Rated 4.63 out of 5 stars
Rated 4.63 out of 5 stars
Rated 4.63 out of 5 stars
Rated 4.63 out of 5 stars
Rated 4.63 out of 5 stars
(653)
Sperry
Men's Cold Bay Waterproof Cold Weather Boots
Extended Sizes
Rated 4.62 out of 5 stars
Rated 4.62 out of 5 stars
Rated 4.62 out of 5 stars
Rated 4.62 out of 5 stars
Rated 4.62 out of 5 stars
(174)
Dr. Martens
Men's Hardie Chelsea Boots
Extended Sizes
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
(2)
Dr. Martens
1460 Classic 8-Eye Combat Boots
Extended Sizes
Rated 4.83 out of 5 stars
Rated 4.83 out of 5 stars
Rated 4.83 out of 5 stars
Rated 4.83 out of 5 stars
Rated 4.83 out of 5 stars
(18)
Twisted X
Men's ECO Moc Toe Lace Up Boot
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
(2)
Dr. Martens
Men's Combs Leather Boots
Extended Sizes
Rated 4.64 out of 5 stars
Rated 4.64 out of 5 stars
Rated 4.64 out of 5 stars
Rated 4.64 out of 5 stars
Rated 4.64 out of 5 stars
(11)
Ariat
Men's Lookout Chukka Boots
Rated 4.11 out of 5 stars
Rated 4.11 out of 5 stars
Rated 4.11 out of 5 stars
Rated 4.11 out of 5 stars
Rated 4.11 out of 5 stars
(70)
Ariat
Men's Rambler Chelsea Boots
Rated 4.45 out of 5 stars
Rated 4.45 out of 5 stars
Rated 4.45 out of 5 stars
Rated 4.45 out of 5 stars
Rated 4.45 out of 5 stars
(209)
UGG
Men's Emmett Cold Weather Duck Boots
Extended Sizes
Rated 4.67 out of 5 stars
Rated 4.67 out of 5 stars
Rated 4.67 out of 5 stars
Rated 4.67 out of 5 stars
Rated 4.67 out of 5 stars
(252)
Timberland
Men's Redwood Falls Chelsea Boots
Extended Sizes
Rated 4.41 out of 5 stars
Rated 4.41 out of 5 stars
Rated 4.41 out of 5 stars
Rated 4.41 out of 5 stars
Rated 4.41 out of 5 stars
(106)
Twisted X
Men's 4" Woven Leather Boots
Extended Sizes
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
(1)
Blundstone
Men's 550 Water-Resistant Chelsea Boots
Rated 4.7 out of 5 stars
Rated 4.7 out of 5 stars
Rated 4.7 out of 5 stars
Rated 4.7 out of 5 stars
Rated 4.7 out of 5 stars
(182)
Ariat
Men's Hybrid Low Boy Boots
Rated 4.63 out of 5 stars
Rated 4.63 out of 5 stars
Rated 4.63 out of 5 stars
Rated 4.63 out of 5 stars
Rated 4.63 out of 5 stars
(65)
Timberland
Men's Arbor Road Waterproof 6" Boot
Extended Sizes
Rated 4.67 out of 5 stars
Rated 4.67 out of 5 stars
Rated 4.67 out of 5 stars
Rated 4.67 out of 5 stars
Rated 4.67 out of 5 stars
(24)
L.L.Bean
Men's Stonington Moccasin Toe Boots
Rated 4.67 out of 5 stars
Rated 4.67 out of 5 stars
Rated 4.67 out of 5 stars
Rated 4.67 out of 5 stars
Rated 4.67 out of 5 stars
(360)
Timberland
Men's Euro Hiker Boots
Internet Exclusive
Rated 4.63 out of 5 stars
Rated 4.63 out of 5 stars
Rated 4.63 out of 5 stars
Rated 4.63 out of 5 stars
Rated 4.63 out of 5 stars
(848)
To Boot New York
Men's Leather Lace-Up Burkett Boots
Extended Sizes
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
(1)
Johnston & Murphy
Men's Upton Chelsea Boots
Extended Sizes
Rated 4.79 out of 5 stars
Rated 4.79 out of 5 stars
Rated 4.79 out of 5 stars
Rated 4.79 out of 5 stars
Rated 4.79 out of 5 stars
(156)
Ariat
Men's Spitfire Boots
Extended Sizes
Rated 4.7 out of 5 stars
Rated 4.7 out of 5 stars
Rated 4.7 out of 5 stars
Rated 4.7 out of 5 stars
Rated 4.7 out of 5 stars
(249)
Magnanni
Men's Peyton III Boots
Internet Exclusive
Pikolinos
Men's York Boots
Internet Exclusive
UGG
Men's Burleigh Waterproof Cold Weather Chukka Boots
Extended Sizes
Rated 4.89 out of 5 stars
Rated 4.89 out of 5 stars
Rated 4.89 out of 5 stars
Rated 4.89 out of 5 stars
Rated 4.89 out of 5 stars
(9)
Polo Ralph Lauren
Men's Oslo Leather Chelsea Boots
Internet Exclusive
Extended Sizes
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
(13)
Twisted X
Men's Slip-On Chukka Leather Driving Moccasin Boots
Extended Sizes
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
(2)
Sorel
Men's Mac Hill Lite Trace Waterproof Cold Weather Sneaker Boots
Internet Exclusive
Extended Sizes
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
(10)
UGG
Men's Neumel High Lace-Up Boots
Extended Sizes
Rated 4.91 out of 5 stars
Rated 4.91 out of 5 stars
Rated 4.91 out of 5 stars
Rated 4.91 out of 5 stars
Rated 4.91 out of 5 stars
(23)
Timberland
Men's Westmore Boots
UGG
Men's Classic Winter Weather Hybrid Boots
Extended Sizes
Rated 4.43 out of 5 stars
Rated 4.43 out of 5 stars
Rated 4.43 out of 5 stars
Rated 4.43 out of 5 stars
Rated 4.43 out of 5 stars
(35)
UGG
Men's Burleigh Waterproof Lace-Up Winter Boots
Rated 4.43 out of 5 stars
Rated 4.43 out of 5 stars
Rated 4.43 out of 5 stars
Rated 4.43 out of 5 stars
Rated 4.43 out of 5 stars
(7)
Twisted X
Men's Waterproof Chukka Driving Moccasins
Extended Sizes
Rated 4.67 out of 5 stars
Rated 4.67 out of 5 stars
Rated 4.67 out of 5 stars
Rated 4.67 out of 5 stars
Rated 4.67 out of 5 stars
(3)
Merrell
Men's Speed Solo Mid Waterproof Suede Boots
Extended Sizes
Rated 3.71 out of 5 stars
Rated 3.71 out of 5 stars
Rated 3.71 out of 5 stars
Rated 3.71 out of 5 stars
Rated 3.71 out of 5 stars
(28)
Merrell
Men's Moab Speed 2 Mid GORE-TEX Hikers
Extended Sizes
Rated 4.68 out of 5 stars
Rated 4.68 out of 5 stars
Rated 4.68 out of 5 stars
Rated 4.68 out of 5 stars
Rated 4.68 out of 5 stars
(28)
UGG
Men's Neumel Suede Chelsea Boots
Extended Sizes
Rated 4.68 out of 5 stars
Rated 4.68 out of 5 stars
Rated 4.68 out of 5 stars
Rated 4.68 out of 5 stars
Rated 4.68 out of 5 stars
(119)
Chaco
Men's Fields Waterproof Cold Weather Lug Sole Chelsea Boots
Extended Sizes
Sorel
Men's Carson Waterproof Cold Weather Chelsea Boots
Internet Exclusive
Extended Sizes
Rated 3.9 out of 5 stars
Rated 3.9 out of 5 stars
Rated 3.9 out of 5 stars
Rated 3.9 out of 5 stars
Rated 3.9 out of 5 stars
(40)
Eastland
Men's Daily Double Leather Chelsea Boots
Internet Exclusive
Extended Sizes
Rated 4.0 out of 5 stars
Rated 4.0 out of 5 stars
Rated 4.0 out of 5 stars
Rated 4.0 out of 5 stars
Rated 4.0 out of 5 stars
(1)
Ariat
Men's Lookout Chukka Boots
Internet Exclusive
Rated 4.11 out of 5 stars
Rated 4.11 out of 5 stars
Rated 4.11 out of 5 stars
Rated 4.11 out of 5 stars
Rated 4.11 out of 5 stars
(70)
Frye
Men's Tyler Lace-Up Classic Boots
Extended Sizes
Ted Baker London
Men's Clare Suede Chukkas
Internet Exclusive
Extended Sizes
Allen-Edmonds
Men's Harris Chukka Suede Boots
Internet Exclusive
Extended Sizes
Timberland
Men's Ashwood Park Chukkas
Internet Exclusive
Extended Sizes
Rated 4.79 out of 5 stars
Rated 4.79 out of 5 stars
Rated 4.79 out of 5 stars
Rated 4.79 out of 5 stars
Rated 4.79 out of 5 stars
(24)
Bed Stu
Men's Lincoln Lace-Up Leather Boots
Internet Exclusive
Sorel
Men's Carson Storm Waterproof Boots
Rated 4.8 out of 5 stars
Rated 4.8 out of 5 stars
Rated 4.8 out of 5 stars
Rated 4.8 out of 5 stars
Rated 4.8 out of 5 stars
(20)
Bed Stu
Men's Protege Trek Leather Combat Boots
Eastland
Men's Herman Chelsea Boots
Internet Exclusive
Allen-Edmonds
Men's Harris Chukka Leather Boots
Internet Exclusive
Extended Sizes
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
(1)
UGG
Men's Neumel Winter Weather Hybrd Boots
Extended Sizes
Rated 4.32 out of 5 stars
Rated 4.32 out of 5 stars
Rated 4.32 out of 5 stars
Rated 4.32 out of 5 stars
Rated 4.32 out of 5 stars
(41)
Bed Stu
Men's Old Bowen Leather Zip Trek Boots
Internet Exclusive
Ariat
Men's Clean Country Boot
Extended Sizes
Rated 4.55 out of 5 stars
Rated 4.55 out of 5 stars
Rated 4.55 out of 5 stars
Rated 4.55 out of 5 stars
Rated 4.55 out of 5 stars
(11)
Chaco
Men's Revel Slip-On Chelsea Boots
Internet Exclusive
Extended Sizes
Rated 3.5 out of 5 stars
Rated 3.5 out of 5 stars
Rated 3.5 out of 5 stars
Rated 3.5 out of 5 stars
Rated 3.5 out of 5 stars
(2)
Chaco
Men's Fields Lace Waterproof Boots
Internet Exclusive
Dingo
Men's High Country Suede Lug Sole Boots
Internet Exclusive
Extended Sizes
Frye
Men's Hudson Leather Wedge Work Boots
Internet Exclusive
Extended Sizes
Eastland
Men's High Fidelity Boots
Internet Exclusive
Extended Sizes
Rated 4.5 out of 5 stars
Rated 4.5 out of 5 stars
Rated 4.5 out of 5 stars
Rated 4.5 out of 5 stars
Rated 4.5 out of 5 stars
(2)
Eastland
Men's Jack Chukka Boots
Internet Exclusive
Eastland
Men's Ethan 1955 Boots
Internet Exclusive
Extended Sizes
UGG
Men's Butte Waterproof Leather Cold Weather Boots
Extended Sizes
Rated 4.73 out of 5 stars
Rated 4.73 out of 5 stars
Rated 4.73 out of 5 stars
Rated 4.73 out of 5 stars
Rated 4.73 out of 5 stars
(1276)
UGG
Men's Biltmore Waterproof Cold Weather Chelsea Boots
Extended Sizes
Rated 4.63 out of 5 stars
Rated 4.63 out of 5 stars
Rated 4.63 out of 5 stars
Rated 4.63 out of 5 stars
Rated 4.63 out of 5 stars
(186)
Eastland
Men's Lumber Up Work Boots
Extended Sizes
Rated 1.0 out of 5 stars
Rated 1.0 out of 5 stars
Rated 1.0 out of 5 stars
Rated 1.0 out of 5 stars
Rated 1.0 out of 5 stars
(1)
UGG
Men's Classic Mini Boots
Extended Sizes
Rated 4.56 out of 5 stars
Rated 4.56 out of 5 stars
Rated 4.56 out of 5 stars
Rated 4.56 out of 5 stars
Rated 4.56 out of 5 stars
(564)
Carolina
Men's Bruno Lo Waterproof Composite Toe Work Boots
Extended Sizes
Born
Men's Harrison Leather Chukka Boots
Extended Sizes
Rated 4.69 out of 5 stars
Rated 4.69 out of 5 stars
Rated 4.69 out of 5 stars
Rated 4.69 out of 5 stars
Rated 4.69 out of 5 stars
(32)
Frye
Men's Astor Leather Lace-Up Chukka Boots
Internet Exclusive
Extended Sizes
UGG
Men's City Butte Waterproof Cold Weather Boots
Permanently Reduced
Orig.
Now
Rated 4.08 out of 5 stars
Rated 4.08 out of 5 stars
Rated 4.08 out of 5 stars
Rated 4.08 out of 5 stars
Rated 4.08 out of 5 stars
(12)
Manitobah Mukluks
Men's Mesa Moc Toe Waterproof Winter Boots
Permanently Reduced
Orig.
Now
Extended Sizes
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
(1)
UGG
Men's Maxxer Mini Cold Weather Boots
Permanently Reduced
Orig.
Now
Rated 4.2 out of 5 stars
Rated 4.2 out of 5 stars
Rated 4.2 out of 5 stars
Rated 4.2 out of 5 stars
Rated 4.2 out of 5 stars
(10)
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