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104 Items
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Magnanni
Men's Lastico 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)
Timberland
Men's 6-Inch Premium Waterproof Cold Weather Boots
Extended Sizes
Rated 4.38 out of 5 stars
Rated 4.38 out of 5 stars
Rated 4.38 out of 5 stars
Rated 4.38 out of 5 stars
Rated 4.38 out of 5 stars
(547)
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)
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)
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)
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)
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)
Twisted X
Men's Work 4" Steel Toe Leather Wedge Sole Boot
Extended Sizes
Frye
Men's Tyler Leather Chelsea Boots
Extended Sizes
Dingo
Men's Road Trip Harness Suede Lug Sole 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)
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)
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)
Ariat
Men's Booker Ultra Western Leather 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)
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)
Blundstone
Men's 550 Casual Slip-On Chelsea Boots
Extended Sizes
Rated 2.0 out of 5 stars
Rated 2.0 out of 5 stars
Rated 2.0 out of 5 stars
Rated 2.0 out of 5 stars
Rated 2.0 out of 5 stars
(1)
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)
Frye
Blk Paul Chelsea Leather Boots
Extended Sizes
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)
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)
Polo Ralph Lauren
Men's Oslo Low Leather and Suede Waterproof Lug Sole 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
(6)
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)
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)
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)
Timberland
Men's Mt. Maddsen Leather Boots
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)
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)
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)
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)
Merrell
Men's Nova 3 Thermo Waterproof Hiking Boots
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
(36)
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)
Polo Ralph Lauren
Men's Ranger Lace Up Boots
Internet Exclusive
Born
Men's Nigel Leather Lace-Up 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
(16)
Polo Ralph Lauren
Men's Ranger Suede and Camo Lug Sole Boots
Extended Sizes
Only size 8.5M, 10M available
Rated 4.88 out of 5 stars
Rated 4.88 out of 5 stars
Rated 4.88 out of 5 stars
Rated 4.88 out of 5 stars
Rated 4.88 out of 5 stars
(16)
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)
Polo Ralph Lauren
Men's Oslo Buckled Detail Waterproof Cold Weather 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
(6)
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)
Born
Men's Brody Destressed Leather 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
(19)
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)
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)
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)
L.L.Bean
Men's Access Mid Hiker Boots
Rated 4.75 out of 5 stars
Rated 4.75 out of 5 stars
Rated 4.75 out of 5 stars
Rated 4.75 out of 5 stars
Rated 4.75 out of 5 stars
(4)
Blundstone
Men's Water-Resistant Chelsea Boots
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)
Twisted X
Men's Leather Lace-Up 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)
Polo Ralph Lauren
Men's Oslo High II Boots
Internet Exclusive
Extended Sizes
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)
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)
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)
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 Lastico Suede Boots
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)
Magnanni
Men's Peyton III Boots
Internet Exclusive
Pikolinos
Men's York Boots
Internet Exclusive
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)
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)
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)
Frye
Men's Harness 12R Leather Boots
Internet Exclusive
Rated 3.67 out of 5 stars
Rated 3.67 out of 5 stars
Rated 3.67 out of 5 stars
Rated 3.67 out of 5 stars
Rated 3.67 out of 5 stars
(3)
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)
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)
Timberland
Men's Westmore Boots
Chaco
Men's Fields Waterproof Cold Weather Lug Sole Chelsea Boots
Extended Sizes
Merrell
Men's Wildwood Mid Waterproof Boots
Internet Exclusive
Extended Sizes
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)
Ariat
Men's Sport Wide Square Toe Colorblock Western Boots
Internet Exclusive
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
(124)
Frye
Men's Tyler Lace-Up Classic Boots
Extended Sizes
L.L.Bean
Men's Rubber Moc Boots
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
(19)
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)
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)
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)
Eastland
Men's Herman Chelsea Boots
Internet Exclusive
L.L.Bean
Men's Wellie Sport Waterproof Chelsea Boots
Internet Exclusive
Rated 3.8 out of 5 stars
Rated 3.8 out of 5 stars
Rated 3.8 out of 5 stars
Rated 3.8 out of 5 stars
Rated 3.8 out of 5 stars
(20)
Allen-Edmonds
Men's Harris Chukka Suede Boots
Internet Exclusive
Extended Sizes
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)
Bed Stu
Men's Protege Trek Leather Combat Boots
G.H. Bass
Men's Ranger Chelsea Boots
Extended Sizes
UGG
Men's Burleigh Waterproof Chelsea Winter 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
(5)
Chaco
Men's Fields Lace Waterproof Boots
Internet Exclusive
Frye
Men's Astor Leather Chukka Boots
Extended Sizes
Twisted X
Men's Chukka Driving Moccasins
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)
Dingo
Men's High Country Suede Lug Sole Boots
Internet Exclusive
Extended Sizes
Frye
Men's Leather Hudson Chelsea Wedge Work Boots
Internet Exclusive
Extended Sizes
Frye
Men's Astor Suede Chukka Boots
Internet Exclusive
Extended Sizes
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)
Steve Madden
Men's Hestonn 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
(39)
Polo Ralph Lauren
Men's Ranger Leather Buckle Boots
Extended Sizes
Rated 4.82 out of 5 stars
Rated 4.82 out of 5 stars
Rated 4.82 out of 5 stars
Rated 4.82 out of 5 stars
Rated 4.82 out of 5 stars
(77)
Eastland
Men's Seneca Leather Chukka 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
(2)
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)
Carolina
Men's Bruno Lo Waterproof Composite Toe Work Boots
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)
Frye
Men's Astor Leather Lace-Up Chukka Boots
Internet Exclusive
Extended Sizes
Johnston & Murphy
Collection Men's Hartley Chelsea Boots
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