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ColumbiaMen's Newton Ridge Plus II Waterproof Hiking BootsCyber Monday Special$90.00Sale $79.95Free ship at $25 Free ship at $25(772)
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ColumbiaMen's REDMOND™ V2 Waterproof Mid-Height Hiking BootsCyber Monday Special$100.00Sale $79.95Free ship at $25 Free ship at $25(27)
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Cole HaanMen's Morris Plain OxfordsCyber Monday Special$160.00Sale $111.99Free ship at $25 Free ship at $25(2)
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ColumbiaMen's Fairbanks Rover BootsCyber Monday Special$140.00Sale $104.99Free ship at $25 Free ship at $25
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Koolaburra By UGGTipton Men's SlipperCyber Monday Special$69.99Sale $52.49Free ship at $25 Free ship at $25(2)
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TimberlandNEW! Men's Davis Square Chukka BootsCyber Monday Special$120.00Sale $89.99Free ship at $25 Free ship at $25(11)
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SperryMen's Avenue Duck BootsCyber Monday Special$110.00Sale $54.99Free ship at $25 Free ship at $25
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UnlistedKenneth Cole Men's Peyton Chukka BootsCyber Monday Special$85.00Sale $34.99Free ship at $25 Free ship at $25
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UnlistedKenneth Cole Men's Peyton Chelsea BootsCyber Monday Special$85.00Sale $34.99Free ship at $25 Free ship at $25(19)
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TimberlandMen's Groveton Chukka Sneakers, Created for Macy'sCyber Monday Special$90.00Sale $62.99Free ship at $25 Free ship at $25(476)
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Cole HaanMen's Original Grand Wing OxfordsCyber Monday Special$150.00Sale $105.99Free ship at $25 Free ship at $25(50)
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Weatherproof VintageMen's Jason Waterproof HikersCyber Monday Special$75.00Sale $19.99Free ship at $25 Free ship at $25(47)
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Extended WidthsClarksMen's Bushacre 2 Chukka BootsCyber Monday Special$100.00Sale $49.99Free ship at $25 Free ship at $25(101)
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DEER STAGSSlipperooz Men's Spun Indoor Outdoor S.U.P.R.O. Sock Cozy Moccasin SlipperCyber Monday Special$65.00Sale $29.99Free ship at $25 Free ship at $25(5)
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Weatherproof VintageMen's Jake Waterproof Cold Weather BootsCyber Monday Special$90.00Sale $35.99Free ship at $25 Free ship at $25(83)
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Cole HaanMen's Grand Tour Chukka BootsCyber Monday Special$180.00Sale $89.99Free ship at $25 Free ship at $25(4)
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SorelMen's Cheyanne Metro Lace-Up BootsCyber Monday Special$155.00Sale $115.99Free ship at $25 Free ship at $25(4)
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SorelNEW! Men's Ankeny II Mid BootsCyber Monday Special$155.00Sale $115.99Free ship at $25 Free ship at $25(3)
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SorelMen's Buxton™ Pull-On BootsCyber Monday Special$120.00Sale $89.99Free ship at $25 Free ship at $25
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Polo Ralph LaurenMen's Perforated Leather Longwood SneakerCyber Monday Special$95.00Sale $46.99Free ship at $25 Free ship at $25(33)
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Cole HaanMen's GrandMotion Stitchlite Woven SneakersCyber Monday Special$180.00Sale $125.99Free ship at $25 Free ship at $25(12)
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UnlistedKenneth Cole Men's Captain BootsCyber Monday Special$85.00Sale $34.99Free ship at $25 Free ship at $25(13)
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DEER STAGSMen's Spun SlipperCyber Monday Special$60.00Sale $29.99Free ship at $25 Free ship at $25(5)
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RockportElkhart Waterproof Lace-Up BootsCyber Monday Special$180.00Sale $71.99Free ship at $25 Free ship at $25(147)
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Weatherproof VintageMen's Benny Boat ShoesCyber Monday Special$75.00Sale $29.99Free ship at $25 Free ship at $25(12)
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DockersMen's Stratton Combat Casual BootsCyber Monday Special$100.00Sale $64.99Free ship at $25 Free ship at $25(4)
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Tommy HilfigerMen's Pesto SneakersCyber Monday Special$75.00Sale $36.99Free ship at $25 Free ship at $25
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DockersMen's Langford Pull On Casual BootCyber Monday Special$100.00Sale $64.99Free ship at $25 Free ship at $25(53)
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Bar IIIMen's Parker Leather Cap-Toe Brogues Created for Macy'sCyber Monday Special$99.99Sale $34.99Free ship at $25 Free ship at $25(184)
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Weatherproof VintageMen's Adam Duck BootsCyber Monday Special$75.00Sale $29.99Free ship at $25 Free ship at $25(74)
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TimberlandMen's Mt. Major Mid Waterproof Hiking Boots, Created for Macy'sCyber Monday Special$115.00Sale $79.99Free ship at $25 Free ship at $25(46)
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SperryA/O 2-Eye Varsity LoafersCyber Monday Special$95.00Sale $51.99Free ship at $25 Free ship at $25(3)
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Levi'sMen's Goshen Waxed SneakerCyber Monday Special$60.00Sale $29.99Free ship at $25 Free ship at $25
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AlfaniMen's Renny Oxfords, Created for Macy'sCyber Monday Special$59.99Sale $29.99Free ship at $25 Free ship at $25(20)
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AlfaniMen's Quincy Cap-Toe Lace-Up Shoes, Created for Macy'sCyber Monday Special$59.99Sale $29.99Free ship at $25 Free ship at $25(9)
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Extended WidthsAlfaniMen's Adam Cap Toe Oxford, Created for Macy'sCyber Monday Special$59.99Sale $29.99Free ship at $25 Free ship at $25(646)
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Extended WidthsAlfaniMen's Andrew Plain Toe Derbys, Created for Macy'sCyber Monday Special$59.99Sale $29.99Free ship at $25 Free ship at $25(111)
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Unlisted by Kenneth ColeMen's Lesson Plan OxfordsCyber Monday Special$75.00Sale $29.99Free ship at $25 Free ship at $25(91)
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Extended WidthsTimberlandMen’s Mt. Maddsen Mid Waterproof Hiking BootsCyber Monday Special$120.00Sale $83.99Free ship at $25 Free ship at $25(616)
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Bar IIIMen's Ricky Leather Chelsea Boots, Created for Macy'sCyber Monday Special$99.99Sale $59.99Free ship at $25 Free ship at $25(10)
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