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  • 47 items in Black Mens Winter Shoes

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    • 2 colors
      Extended Widths
      Timberland Men's 6" Premium Waterproof Boot
      Everyday Value
      $189.98
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      (363)
    • 2 colors
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      Steve Madden Harken Chukka Boots
      $90.00
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      (177)
    • 2 colors
      Steve Madden Men's Jonnie Boots, Created for Macy's
      $110.00
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      (34)
    • 2 colors
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      Timberland Men's Maddsen Waterproof Hiking Boots
      $120.00
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      (319)
    • 2 colors
      Florsheim Men's Beat Plain-Toe Chelsea Gore Boots
      $130.00
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      (48)
    • Extended Widths
      Clarks Men's Bushacre 2 Chukka Boot
      $100.00
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      (122)
    • 2 colors
      Stacy Adams Men's Alomar Cap-Toe Chelsea Boots
      $105.00
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      (39)
    • 3 colors
      Johnston & Murphy Copeland Chukka Boots
      $159.00
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      (30)
    • HUGO Men's Dress Appeal Zip Boots
      $295.00
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      (1)
    • Calvin Klein Men's Bain Saffiano Chukka Boots
      $115.00
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      (3)
    • 2 colors
      Tommy Hilfiger Men's Casey Waterproof Duck Boots Created for Macy's
      $90.00
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      (73)
    • 2 colors
      Extended Widths
      Clarks Men's Stinson Hi Top Wallabee Boots
      $110.00
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      (35)
    • 2 colors
      Extended Widths
      Florsheim Men's Duke Bike Toe Ankle Boot
      $135.00
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      (290)
    • 3 colors
      Extended Widths
      Stacy Adams Men's Madison Boot
      $135.00
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      (163)
    • Timberland Men's Kendrick Chelsea Boots
      $140.00
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      (14)
    • ALDO Men's Sthephanus Double-Zip Boots
      $160.00
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    • 2 colors
      Extended Widths
      Florsheim Men's Essex Moc Toe Ankle Boot
      $130.00
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      (137)
    • Extended Widths
      Kenneth Cole Reaction Desert Sun Leather Chukka Boots
      $98.00
      Sale $53.99
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      (2)
    • 3 colors
      G.H. Bass & Co. Men's Buck 2.0 Demi Boots
      $135.00
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      (1)
    • The North Face Men's Storm III Waterproof Mid-High Boots
      $120.00
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    • 2 colors
      Dr. Scholl's Men's Credence Suede Chelsea Boots
      $125.00
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    • 2 colors
      Carlos by Carlos Santana Men's Corazon Chukka Boots
      $159.00
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      (1)
    • Timberland Men's New Market Scuff Proof II 6'' Waterproof Boots
      $190.00
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      (57)
    • Kenneth Cole Reaction Men's Desert Sun Boots
      $98.00
      Sale $53.99
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    • 2 colors
      Eastland High Fidelity Lace-Up Boots
      $125.00
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      (1)
    • 2 colors
      Carlos by Carlos Santana Men's Corazon Chukka Boots
      $159.00
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    • UGG® Men's Olivert Boots
      $190.00
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      (2)
    • 2 colors
      Eastland Men's Jett Boots
      $140.00
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    • 2 colors
      UGG® Men's Zetik Waterproof Boots
      $115.00
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      (7)
    • 2 colors
      Eastland Daily Double Side-Gore Boots
      $110.00 - 115.00
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      (3)
    • Skechers Men's Workshire Boots from Finish Line
      $84.99
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      (102)
    • Mark Nason Los Angeles Men’s Double Cup - Sergeant Boots from Finish Line
      $150.00
      Now $119.98
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    • Frye Men's Scott Chelsea Harness Boots Created for Macy's
      LAST ACT
      $228.00
      Now $113.93
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      Last Act: Extra savings do not apply
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      (4)
    • UGG® Men's Waterproof Butte Boots
      $225.00
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      (490)
    • Extended Widths
      Rockport Men's Essential Details Waterproof Chukka Boot
      $120.00
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      (47)