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120 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
(651)
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)
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)
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)
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)
Frye
Men's Astor Leather Chukka Boots
228.00
Extended Sizes
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)
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)
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)
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)
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)
L.L.Bean
Men's Access Mid Hiker Boots
129.00
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)
Twisted X
Men's Leather Lace-Up Chukka Driving Moccasins
129.99
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 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)
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 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 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)
Born
Men's Nigel Suede Lace-Up Boots
140.00
Only size 11M, 14M available
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)
L.L.Bean
Men's Rubber Moc Boots
119.00
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)
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)
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)
Dr. Martens
Men's Combs Fold-Down Boots
110.00
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)
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)
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)
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)
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)
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)
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)
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 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)
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)
Dr. Martens
Men's Bonny Chukka Boots
110.00
Extended Sizes
Rated 4.93 out of 5 stars
Rated 4.93 out of 5 stars
Rated 4.93 out of 5 stars
Rated 4.93 out of 5 stars
Rated 4.93 out of 5 stars
(14)
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)
Polo Ralph Lauren
Men's Ranger Lace Up Boots
298.00
Internet Exclusive
Polo Ralph Lauren
Men's Ranger Suede and Camo Lug Sole Boots
198.00
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
(16)
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)
Twisted X
Men's ECO Moc Toe Lace Up Boot
129.99
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)
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)
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)
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)
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)
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)
Twisted X
Men's Work 4" Steel Toe Leather Wedge Sole Boot
169.99
Extended Sizes
Timberland
Men's Mt. Maddsen Leather Boots
99.99
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
(1218)
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)
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)
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)
Pikolinos
Men's York Boots
240.00
Internet Exclusive
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)
Polo Ralph Lauren
Men's Suede Ranger Boots
198.00
Internet Exclusive
Extended Sizes
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
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)
Polo Ralph Lauren
Men's Oslo High II Boots
198.00
Internet Exclusive
Extended Sizes
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)
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)
UGG
Men's Neumel Suede Moc Toe Boots
150.00
Extended Sizes
Rated 4.66 out of 5 stars
Rated 4.66 out of 5 stars
Rated 4.66 out of 5 stars
Rated 4.66 out of 5 stars
Rated 4.66 out of 5 stars
(88)
Dr. Martens
Men's Rakim Boots
110.00
Internet Exclusive
Extended Sizes
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)
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)
UGG
Men's Neumel LTA Boots
140.00
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
(14)
Merrell
Men's Speed Solo Mid Waterproof Suede Boots
150.00
Extended Sizes
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
(27)
Bed Stu
Men's Old Bowen Leather Zip Trek Boots
335.00
Internet Exclusive
Frye
Men's Astor Chukka Boots
228.00
Allen-Edmonds
Men's Harris Chukka Leather Boots
395.00
Internet Exclusive
Extended Sizes
Only size 8.5M, 12M available
Dingo
Men's High Country Suede Lug Sole Boots
79.99
Internet Exclusive
Extended Sizes
Bed Stu
Men's Lincoln Leather Lace-Up Boots
345.00
Internet Exclusive
G.H. Bass
Men's Wallace Mixed Media Ranger Boots
225.00
Internet Exclusive
Extended Sizes
Only size 10.5M available
UGG
Men's Burleigh Waterproof Lace-Up Winter Boots
180.00
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)
Frye
Men's Astor Leather Lace-Up Chukka Boots
228.00
Internet Exclusive
Extended Sizes
Twisted X
Men's Chukka Driving Moccasins
149.99
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
(1)
Bed Stu
Men's Lincoln Lace-Up Leather Boots
295.00
Internet Exclusive
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)
Bed Stu
Men's Protege Trek Leather Combat Boots
375.00
Ariat
Men's Clean Country Boot
119.99
Extended Sizes
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
(10)
Allen-Edmonds
Men's Harris Chukka Suede Boots
395.00
Internet Exclusive
Extended Sizes
Chaco
Men's Fields Lace Waterproof Boots
160.00
Internet Exclusive
Frye
Men's Hudson Leather Wedge Work Boots
348.00
Internet Exclusive
Extended Sizes
Merrell
Men's Wildwood Mid Waterproof Boots
100.00
Internet Exclusive
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)
Merrell
Men's Nova 3 Thermo Waterproof Hiking Boots
160.00
Rated 4.49 out of 5 stars
Rated 4.49 out of 5 stars
Rated 4.49 out of 5 stars
Rated 4.49 out of 5 stars
Rated 4.49 out of 5 stars
(35)
Timberland
Men's Ashwood Park Chukkas
100.00
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)
Frye
Men's Astor Suede Chukka Boots
228.00
Internet Exclusive
Extended Sizes
Ted Baker London
Men's Clare Suede Chukkas
195.00
Internet Exclusive
Extended Sizes
Frye
Men's Hudson Leather Wedge Work Boots
348.00
Internet Exclusive
Extended Sizes
Eastland
Men's Lumber Up Work Boots
134.99
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)
Carolina
Men's 28 Series Waterproof Composite Toe Work Boots
199.99
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)
Carolina
Men's Bruno Lo Waterproof Composite Toe Work Boots
174.99
Extended Sizes
Eastland
Men's Ethan 1955 Boots
249.99
Internet Exclusive
Extended Sizes
Eastland
Men's Jack Chukka Boots
109.99
-
124.99
Internet Exclusive
Sperry
Men's Cold Bay Waterproof Cold Weather Boots
119.99
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
(164)
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