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147 Items
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Timberland
Men's 6-Inch Premium Waterproof Cold Weather Boots
198.00
Extended Sizes
Rated 4.44 out of 5 stars
Rated 4.44 out of 5 stars
Rated 4.44 out of 5 stars
Rated 4.44 out of 5 stars
Rated 4.44 out of 5 stars
(647)
Johnston & Murphy
Men's XC Flex Raleigh Cap Toe Leather Boots
185.00
Extended Sizes
Rated 4.47 out of 5 stars
Rated 4.47 out of 5 stars
Rated 4.47 out of 5 stars
Rated 4.47 out of 5 stars
Rated 4.47 out of 5 stars
(93)
Polo Ralph Lauren
Men's Ranger Tumbled Leather Buckle Lug Sole Boots
198.00
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)
Born
Men's Hemlock Leather Chelsea Boots
135.00
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)
Magnanni
Men's Lastico Leather Boots
425.00
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 XC Flex Raleigh Leather Chelsea Boots
185.00
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)
Ariat
Men's Booker Ultra Western Leather Boots
149.99
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
(455)
Josef Seibel
Men's Earl 04 Leather Lace-Up Chukka Boots
170.00
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
99.99
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
(42)
Ariat
Men's Booker Ultra Western Boots
149.99
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
(455)
Ariat
Men's Spitfire Waterproof Leather Boots
149.99
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
(27)
Born
Men's Brock Distressed Suede Boots
140.00
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)
Johnston & Murphy
Men's Upton Leather Lace-Up Chukka Boots
169.00
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 Maplegrove Chukka Boots
125.00
Extended Sizes
Rated 4.46 out of 5 stars
Rated 4.46 out of 5 stars
Rated 4.46 out of 5 stars
Rated 4.46 out of 5 stars
Rated 4.46 out of 5 stars
(59)
Timberland
Men's Mt. Maddsen Waterproof Leather Boots
99.99
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
(1218)
Steve Madden
Men's Harken Chukka Boots
89.99
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
(60)
Johnston & Murphy
Men's Connelly Wingtip Boots
199.00
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
(14)
Johnston & Murphy
Men's Upton Chukka Boots
169.00
Extended Sizes
Rated 4.29 out of 5 stars
Rated 4.29 out of 5 stars
Rated 4.29 out of 5 stars
Rated 4.29 out of 5 stars
Rated 4.29 out of 5 stars
(17)
Blundstone
Men's 550 Water-Resistant Chelsea Boots
229.99
Rated 4.71 out of 5 stars
Rated 4.71 out of 5 stars
Rated 4.71 out of 5 stars
Rated 4.71 out of 5 stars
Rated 4.71 out of 5 stars
(169)
Johnston & Murphy
Men's XC4 Stanton 2.0 Waterproof Chelsea Boots
Save on Select Items
Orig.
199.00
Now
149.99
-
199.00
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)
Sorel
Men's Mac Hill Lite Trace Waterproof Cold Weather Sneaker Boots
180.00
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 Biltmore Waterproof Suede Cold Weather Chelsea Boots
150.00
Extended Sizes
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
(24)
Timberland
Men's Redwood Falls Chelsea Boots
125.00
-
130.00
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 Waterproof Chukka Driving Moccasins
149.99
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)
Johnston & Murphy
Men's Upton Chelsea Boots
169.00
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)
L.L.Bean
Men's Stonington Moccasin Toe Boots
149.00
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
(346)
Born
Men's Nigel Leather Lace-Up Boots
140.00
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)
Timberland
Men's Earthkeeper Leather Boots
160.00
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)
Twisted X
Men's Pull-On Moc Toe Leather Boots
159.99
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)
Born
Men's Nigel Suede Lace-Up Boots
140.00
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)
UGG
Men's Biltmore Waterproof Cold Weather Chelsea Boots
150.00
Extended Sizes
Rated 4.65 out of 5 stars
Rated 4.65 out of 5 stars
Rated 4.65 out of 5 stars
Rated 4.65 out of 5 stars
Rated 4.65 out of 5 stars
(185)
UGG
Men's Neumel Classic Fur Lined Suede Lace-Up Chukka Boots
Save on Select Items
Orig.
140.00
Now
70.00
-
140.00
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
(6158)
Born
Men's Harrison Leather Chukka Boots
135.00
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)
Eastland
Men's High Fidelity Boots
134.99
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)
Chaco
Men's Paonia Waterproof Suede Desert Boots
140.00
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)
Steve Madden
Men's Hestonn Chukka Boots
89.99
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)
Dr. Martens
1460 Classic 8-Eye Combat Boots
170.00
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)
Dr. Martens
Men's Hardie Chelsea Boots
120.00
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)
Timberland
Men's Maple Grove Chukka Boots
125.00
Rated 4.46 out of 5 stars
Rated 4.46 out of 5 stars
Rated 4.46 out of 5 stars
Rated 4.46 out of 5 stars
Rated 4.46 out of 5 stars
(59)
Ariat
Men's Lookout Chukka Boots
149.99
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
(64)
Ariat
Men's Rambler Chelsea Boots
159.99
Rated 4.44 out of 5 stars
Rated 4.44 out of 5 stars
Rated 4.44 out of 5 stars
Rated 4.44 out of 5 stars
Rated 4.44 out of 5 stars
(200)
Blundstone
Men's Water-Resistant Chelsea Boots
214.99
UGG
Men's Burleigh Waterproof Cold Weather Chukka Boots
160.00
Extended Sizes
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
(8)
Timberland
Men's Redwood Moc Toe Waterproof Boots
160.00
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)
Twisted X
Men's 4" Woven Leather Wedge Sole Boots
169.99
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 Highland Hi Heritage Winter Sneaker Boots
120.00
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
(12)
Timberland
Men's Redwood Falls Waterproof Cold Weather Boots
145.00
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)
Polo Ralph Lauren
Men's Oslo Low Leather and Suede Waterproof Lug Sole Boots
198.00
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)
Polo Ralph Lauren
Men's Oslo Buckled Detail Waterproof Cold Weather Boots
169.00
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)
L.L.Bean
Men's 8" Waterproof Bean Boots
109.00
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
(609)
Timberland
Men's Euro Hiker Boots
130.00
Internet Exclusive
Rated 4.6 out of 5 stars
Rated 4.6 out of 5 stars
Rated 4.6 out of 5 stars
Rated 4.6 out of 5 stars
Rated 4.6 out of 5 stars
(921)
Dr. Martens
Men's Combs Leather Boots
130.00
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)
L.L.Bean
Men's Rubber Moc Boots
119.00
Born
Men's Brody Destressed Leather Chelsea Boots
140.00
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)
Danner
Men's Bull Run Lux Boots
230.00
-
240.00
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)
Ariat
Men's Hybrid Low Boy Boots
159.99
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
(59)
To Boot New York
Men's Leather Lace-Up Burkett Boots
495.00
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)
Twisted X
Men's Work 4" Steel Toe Leather Wedge Sole Boot
169.99
Extended Sizes
Johnston & Murphy
Men's Barrett Moc Toe Boots
185.00
Internet Exclusive
Extended Sizes
Rated 3.88 out of 5 stars
Rated 3.88 out of 5 stars
Rated 3.88 out of 5 stars
Rated 3.88 out of 5 stars
Rated 3.88 out of 5 stars
(8)
Timberland
Men's Arbor Road Waterproof 6" Boot
220.00
Extended Sizes
Rated 4.65 out of 5 stars
Rated 4.65 out of 5 stars
Rated 4.65 out of 5 stars
Rated 4.65 out of 5 stars
Rated 4.65 out of 5 stars
(23)
Dr. Martens
Men's Embury Chelsea Boots
130.00
Extended Sizes
UGG
Men's Emmett Cold Weather Duck Boots
150.00
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 Waterproof Leather Chukka Boots
130.00
-
135.00
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 Oslo High II Boots
198.00
Internet Exclusive
Extended Sizes
Pikolinos
Men's York Boots
240.00
Internet Exclusive
Frye
Men's Tyler Lace-Up Classic Boots
328.00
Extended Sizes
Magnanni
Men's Peyton III Boots
455.00
Internet Exclusive
Timberland
Men's Westmore Boots
130.00
Dr. Martens
Men's Crewson Chukka Boots
150.00
Internet Exclusive
Extended Sizes
Blundstone
Men's 550 Casual Slip-On Chelsea Boots
229.99
Extended Sizes
Merrell
Men's Moab Speed 2 Mid GORE-TEX Hikers
180.00
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)
Frye
Blk Paul Chelsea Leather Boots
199.99
Extended Sizes
UGG
Men's Classic Ultra Mini Boots
150.00
Extended Sizes
Rated 4.05 out of 5 stars
Rated 4.05 out of 5 stars
Rated 4.05 out of 5 stars
Rated 4.05 out of 5 stars
Rated 4.05 out of 5 stars
(56)
Ariat
Men's Lookout Chukka Boots
149.99
Internet Exclusive
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
(64)
Twisted X
Men's Slip-On Chukka Leather Driving Moccasin Boot
134.99
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 Shane Chelsea Boots
140.00
Internet Exclusive
Johnston & Murphy
Collection Men's Hartley Chelsea Boots
325.00
UGG
Men's Classic Winter Weather Hybrid Boots
220.00
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
(34)
Bed Stu
Men's Michelangelo Rustic Leather Chelsea Boots
195.00
Bed Stu
Men's Protege Trek Leather Combat Boots
375.00
Polo Ralph Lauren
Men's Oslo Leather Chelsea Boots
158.00
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)
Dingo
Men's High Country Suede Lug Sole Boots
79.99
Internet Exclusive
Extended Sizes
Chaco
Men's Fields Waterproof Cold Weather Lug Sole Chelsea Boots
160.00
Extended Sizes
UGG
Men's Neumel Winter Weather Hybrd Boots
180.00
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)
Sorel
Men's Hi-Line Waterproof Cold Weather Chelsea Boots
175.00
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
(41)
Frye
Men's Leather Hudson Chelsea Wedge Work Boots
328.00
Internet Exclusive
Extended Sizes
Dr. Martens
Men's Zuma II Boots
130.00
Internet Exclusive
Extended Sizes
Sorel
Men's Carson Storm Waterproof Boots
185.00
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 Old Bowen Leather Zip Trek Boots
335.00
Internet Exclusive
Polo Ralph Lauren
Bryson Leather Chelsea Boots
198.00
Extended Sizes
Rated 4.21 out of 5 stars
Rated 4.21 out of 5 stars
Rated 4.21 out of 5 stars
Rated 4.21 out of 5 stars
Rated 4.21 out of 5 stars
(24)
Bed Stu
Men's Clyde Leather Chukka Boots
275.00
Internet Exclusive
Extended Sizes
Ariat
Men's Spitfire Boots
119.99
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
(241)
G.H. Bass
Men's Wallace Mixed Media Ranger Boots
225.00
Internet Exclusive
Extended Sizes
Only size 10.5M available
UGG
Men's Neumel High Lace-Up Boots
160.00
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)
Eastland
Men's Daily Double Leather Chelsea Boots
124.99
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)
To Boot New York
Men's Suede Shelby Chelsea Boots
399.00
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