Macy's Presents: The Edit- A curated mix of fashion and inspiration Check It Out
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  • 45 items in 20% off & more Mens Winter Shoes

                    
                
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    • 4 colors
      Extended Widths
      Clarks Men's Bushacre 2 Chukka Boots
      Limited-Time Special
      $100.00
      Sale $69.99
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      (23)
    • 2 colors
      Steve Madden Men's Jonnie Boots, Created for Macy's
      Limited-Time Special
      $110.00
      Sale $79.99
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      (34)
    • 2 colors
      Stacy Adams Men's Alomar Cap-Toe Chelsea Boots
      Limited-Time Special
      $105.00
      Sale $72.99
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      (41)
    • Alfani Jack Cap Toe Boots, Created for Macy's
      Limited-Time Special
      $99.99
      Sale $63.99
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      (65)
    • UGG® Men's Freamon Leather Chukka Boots
      $150.00
      Now $97.50
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      New markdown
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    • Clarks Men's Hinman Mid-High Boots
      Limited-Time Special
      $100.00
      Sale $69.99
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      (4)
    • Extended Widths
      Kenneth Cole Reaction Desert Sun Leather Chukka Boots
      Limited-Time Special
      $98.00
      Sale $67.99
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      (62)
    • Frye Men's Scott Chukka Boots, Created for Macy's
      $228.00
      Now $148.20
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      New markdown
      Prices just reduced - Limited Quantities
      New markdown
    • 3 colors
      Alfani Men's Aiden Chukka Boot Created for Macy's
      Limited-Time Special
      $59.99
      Sale $37.99
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      (17)
    • G. H. Bass & Co. Men's Bennett Chukka Boots
      Limited-Time Special
      $110.00
      Sale $76.99
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      (2)
    • Alfani Men's Briar Harness Boots, Created for Macy's
      Limited-Time Special
      $99.99
      Sale $68.99
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    • 3 colors
      Alfani Men's Jason Suede Lace-Up Boots, Created for Macy's
      Limited-Time Special
      $99.99
      Sale $48.99 - 63.99
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      (5)
    • Unlisted by Kenneth Cole Men's Roll With It Boots
      LAST ACT
      $75.00
      Now $37.43
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      coupon excluded
      Last Act: Extra savings do not apply
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      (53)
    • Calvin Klein Men's Bain Saffiano Chukka Boots
      Limited-Time Special
      $115.00
      Sale $79.99
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      (4)
    • 3 colors
      G.H. Bass & Co. Men's Buck 2.0 Demi Boots
      Limited-Time Special
      $135.00
      Sale $93.99
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      (2)
    • AlfaTech by Alfani Men's Callan Double Monk Boots, Created for Macy's
      Limited-Time Special
      $119.99
      Sale $82.99
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    • Kenneth Cole Reaction Men's Desert Sun Textured Suede Chukka Boots
      Limited-Time Special
      $98.00
      Sale $57.99
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    • AlfaTech by Alfani Men's Ansell Double Buckle Boots, Created for Macy's
      Limited-Time Special
      $119.99
      Sale $82.99
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    • 8 colors
      Extended Widths
      Eastland Men's Seneca Boot
      Limited-Time Special
      $110.00
      Sale $81.99
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      (6)
    • 2 colors
      Bearpaw Men's Spencer Chukka Boots
      $69.99
      Now $44.99
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      Extra 15% off use: SUPER
      With offer $38.24
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      (10)
    • 4 colors
      Karrimor Men's Mount Mid Waterproof Hiking Boots from Eastern Mountain Sports
      $97.99
      Sale $58.79
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    • Bar III Men's Watson Two-Tone Chelsea Boots, Created for Macy's
      Limited-Time Special
      $109.99
      Sale $75.99
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    • Frye Men's Scott Suede Chukka Boots, Created for Macy's
      $228.00
      Now $148.20
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    • Calvin Klein Men's Albe Nappa Leather Chukka Boots
      Limited-Time Special
      $150.00
      Sale $104.99
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