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RockportGentleman's Waterproof Moc Toe Mid BootsLimited-Time Special$160.00Sale $96.00Free ship at $25 Free ship at $25(76)
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AlfaniMen's Travis Cap-Toe Lace-Up Boots, Created for Macy'sLimited-Time Special$99.99Sale $59.99Free ship at $25 Free ship at $25(1)
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RockportElkhart Waterproof Lace-Up BootsLimited-Time Special$180.00Sale $108.00Free ship at $25 Free ship at $25(162)
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RockportMen's Rugged Bucks II Waterproof Chukka BootsLimited-Time Special$130.00Sale $78.00Free ship at $25 Free ship at $25(3)
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ClarksMen's Kempton Free Black Leather Dress Casual LoafersLimited-Time Special$100.00Sale $60.00Free ship at $25 Free ship at $25(32)
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PumaMen's Super Levitate Running Sneakers from Finish Line$59.99Now $39.98Free ship at $25 Free ship at $25(62)
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Extended WidthsRockportMen's Eureka Walking SneakerLimited-Time Special$90.00Sale $54.00Free ship at $25 Free ship at $25(276)
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Weatherproof VintageMen's Adam Duck BootsLimited-Time Special$75.00Sale $45.00Free ship at $25 Free ship at $25(99)
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AlfaniMen's Otis Bit Loafers, Created for Macy's$59.99Sale $47.99Extra 20% off code: CLEAR Extra 20% off code: CLEARWith offer $38.39Free ship at $25 Free ship at $25(21)
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LightweightRockportMen’s Style Leader 2 Bike Toe Slip OnLimited-Time Special$115.00Sale $69.00Free ship at $25 Free ship at $25(164)
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Cole HaanMen's 2.ZERØGRAND Laser Saddle Oxfords$180.00Sale $144.00Extra 20% off code: CLEAR Extra 20% off code: CLEARWith offer $115.20Free ship at $25 Free ship at $25(8)
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Extended WidthsCalvin KleinMen's Magnus Driver$130.00Sale $104.00Extra 20% off code: CLEAR Extra 20% off code: CLEARWith offer $83.20Free ship at $25 Free ship at $25(64)
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AlfaniMen's Jack Cap Toe Boots, Created for Macy'sLimited-Time Special$99.99Sale $59.99Free ship at $25 Free ship at $25(145)
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SkechersMen's Summits Slip-On Athletic Training Sneakers from Finish Line$65.00Now $40.00Free ship at $25 Free ship at $25(470)
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Calvin KleinMen's Falconi Fashion Sneakers$99.00Sale $79.20Extra 20% off code: CLEAR Extra 20% off code: CLEARWith offer $63.36Free ship at $25 Free ship at $25(8)
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PumaMen's Enzo Casual Sneakers from Finish Line$69.99Now $50.00Free ship at $25 Free ship at $25(21)
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K-SwissMen's Court Casper Casual Sneakers from Finish Line$49.99Now $30.00Free ship at $25 Free ship at $25(5)
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K-SwissMen's Court Casper Casual Sneakers from Finish Line$49.99 - 50.00Now $30.00Free ship at $25 Free ship at $25(38)
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ClarksMen's Kempton Run Black Leather Dress Casual Lace-Up ShoesLimited-Time Special$100.00Sale $60.00Free ship at $25 Free ship at $25(23)
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Extended WidthsRockportMen's Classic Penny LoaferLimited-Time Special$130.00Sale $78.00Free ship at $25 Free ship at $25(261)
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Extended WidthsClarksMen's Cotrell Step Bike Toe Slip OnLimited-Time Special$90.00Sale $54.00Free ship at $25 Free ship at $25(409)
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Extended WidthsCalvin KleinMen's Bernard Tuxedo Dress Shoes$110.00Sale $88.00Extra 20% off code: CLEAR Extra 20% off code: CLEARWith offer $70.40Free ship at $25 Free ship at $25(80)
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K-SwissMen's Court Casper Casual Sneakers from Finish Line$50.00Now $30.00Free ship at $25 Free ship at $25(6)
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Calvin KleinMen's Aggussie Nylon Oxfords$130.00Sale $104.00Extra 20% off code: CLEAR Extra 20% off code: CLEARWith offer $83.20Free ship at $25 Free ship at $25(8)
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Extended WidthsRockportMen's Waterproof Northfield OxfordLimited-Time Special$115.00Sale $69.00Free ship at $25 Free ship at $25(691)
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LightweightRockportStyle Leader 2 Whitner Bike Toe OxfordsLimited-Time Special$115.00Sale $69.00Free ship at $25 Free ship at $25(73)
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AlfaniMen's Aiden Chukka Boot Created for Macy'sLimited-Time Special$59.99Sale $35.99Free ship at $25 Free ship at $25(114)
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AlfaniArlen Leather Boots, Created for Macy'sLimited-Time Special$99.99Sale $59.99Free ship at $25 Free ship at $25(20)
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Cole HaanMen's GrandMotion Stitchlite Woven Sneakers$180.00Sale $144.00Extra 20% off code: CLEAR Extra 20% off code: CLEARWith offer $115.20Free ship at $25 Free ship at $25(15)
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Calvin KleinMen's Teodore Shoes$130.00Sale $104.00Extra 20% off code: CLEAR Extra 20% off code: CLEARWith offer $83.20Free ship at $25 Free ship at $25(13)
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Johnston & MurphyMen's Sanborn Cap-Toe Lace-Up Oxfords$139.00Sale $111.20Free ship at $25 Free ship at $25(3)
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Kenneth Cole ReactionMen's Klay Flex Cap-Toe Oxfords$125.00Sale $100.00Extra 20% off code: CLEAR Extra 20% off code: CLEARWith offer $80.00Free ship at $25 Free ship at $25(17)
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Extended WidthsStacy AdamsMen's Beau Bit Perforated Loafer$95.00Sale $76.00Free ship at $25 Free ship at $25(167)
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Calvin KleinMen's Karns Driving Loafers$130.00Sale $104.00Extra 20% off code: CLEAR Extra 20% off code: CLEARWith offer $83.20Free ship at $25 Free ship at $25(4)
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FlorsheimMen's Calipa Cap-Toe Oxfords, Created for Macy's$115.00Sale $92.00Free ship at $25 Free ship at $25(13)
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Unlisted by Kenneth ColeMen's Stay Loafer$75.00Sale $60.00Extra 20% off code: CLEAR Extra 20% off code: CLEARWith offer $48.00Free ship at $25 Free ship at $25(33)
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TimberlandMen's Mt. Major Mid Waterproof Hiking Boots, Created for Macy's$115.00Sale $102.99Extra 20% off code: CLEAR Extra 20% off code: CLEARWith offer $82.39Free ship at $25 Free ship at $25(64)
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Cole HaanMen's Warner Grand Penny Loafers$170.00Sale $136.00Extra 20% off code: CLEAR Extra 20% off code: CLEARWith offer $108.80Free ship at $25 Free ship at $25(8)
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Extended WidthsAlfaniMen's Len Driver with Bit, Created for Macy's$79.99Sale $63.99Extra 20% off code: CLEAR Extra 20% off code: CLEARWith offer $51.19Free ship at $25 Free ship at $25(32)
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Extended WidthsRockportMen's Essential Details Waterproof Cap-Toe OxfordLimited-Time Special$115.00Sale $69.00Free ship at $25 Free ship at $25(141)
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PumaMen's Axelion Running Sneakers from Finish Line$74.99Now $60.00Free ship at $25 Free ship at $25(19)
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SkechersMen's GOwalk Max - Clinched Slip-On Casual Sneakers from Finish LineNew Markdown$55.00Now $30.00Free ship at $25 Free ship at $25(55)
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SkechersMen's Delson - Camben Casual Walking Sneakers from Finish Line$64.99Now $55.00Free ship at $25 Free ship at $25(346)
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UnlistedKenneth Cole Men's Stand Tennis-Style Sneakers$75.00Sale $60.00Extra 20% off code: CLEAR Extra 20% off code: CLEARWith offer $48.00Free ship at $25 Free ship at $25(14)
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AlfaniMen's Syd Leather Casual Boots, Created for Macy'sLimited-Time Special$99.99Sale $59.99Free ship at $25 Free ship at $25(43)
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Kenneth Cole ReactionMen's Settle Moc-Toe Oxfords$98.00Sale $78.40Extra 20% off code: CLEAR Extra 20% off code: CLEARWith offer $62.72Free ship at $25 Free ship at $25(2)
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Extended WidthsClarksMen's Whiddon Step LoafersLimited-Time Special$100.00Sale $60.00Free ship at $25 Free ship at $25(6)
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Extended WidthsClarksMen's Whiddon Cap-Toe OxfordsLimited-Time Special$100.00Sale $60.00Free ship at $25 Free ship at $25(8)
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UnlistedKenneth Cole Men's Captain BootsLimited-Time Special$85.00Sale $50.99Free ship at $25 Free ship at $25(22)
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Extended WidthsStacy AdamsMen's Dickinson Cap Toe Oxfords$105.00Sale $84.00Free ship at $25 Free ship at $25(19)
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Weatherproof VintageMen's Jason Waterproof HikersLimited-Time Special$75.00Sale $45.00Free ship at $25 Free ship at $25(62)
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Kenneth Cole ReactionMen's Flip-Flop Sandals$35.00Sale $28.00Extra 20% off code: CLEAR Extra 20% off code: CLEARWith offer $22.40Free ship at $25 Free ship at $25(7)
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Bar IIISean Leather Lace-Up Oxfords, Created for Macy's$99.99Sale $79.99Extra 20% off code: CLEAR Extra 20% off code: CLEARWith offer $63.99Free ship at $25 Free ship at $25(28)