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  • 35 items in Men Mens Leather Boots

                    
                
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    • 2 colors
      Extended Widths
      Timberland Men's 6" Premium Waterproof Boot
      Everyday Value
      $189.98
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      (1650)
    • 2 colors
      Extended Widths
      Steve Madden Harken Chukka Boots
      Limited-Time Special
      $90.00
      Sale $79.99
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      (179)
    • Extended Widths
      Timberland Men's Earthkeeper Original 6" Boot
      Everyday Value
      $149.98
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      (396)
    • Extended Widths
      Timberland Men's 6" Basic Waterproof Boot
      $145.00
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      (345)
    • Alfani Jack Cap Toe Boots, Created for Macy's
      Limited-Time Special
      $99.99
      Sale $63.99
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      (65)
    • 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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      (2)
    • UGG® Men's Freamon Leather Chukka Boots
      $150.00
      Now $97.50
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    • 3 colors
      Extended Widths
      Stacy Adams Men's Madison Boot
      $135.00
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      (221)
    • Alfani Men's Briar Harness Boots, Created for Macy's
      Limited-Time Special
      $99.99
      Sale $68.99
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    • 2 colors
      Extended Widths
      Florsheim Men's Duke Bike Toe Ankle Boot
      $135.00
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      (300)
    • 5 colors
      Extended Widths
      Eastland Men's Lumber Up Boot
      Limited-Time Special
      $125.00 - 130.00
      Sale $109.99
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      (14)
    • Extended Widths
      Rockport Men's Classic Break Chukka Boot
      $135.00
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      (32)
    • UGG® Men's Yucca Waterproof Boots
      $120.00
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      (48)
    • Timberland Men's Kendrick Chelsea Boots
      $140.00
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      (15)
    • 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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    • 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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    • Extended Widths
      Rockport Men's Rugged Bucs H20 Waterproof Plain Toe Boots
      $120.00
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      (85)
    • 8 colors
      Extended Widths
      Eastland Men's Seneca Boot
      Limited-Time Special
      $110.00
      Sale $81.99
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      (6)
    • Clarks Men's Original Desert Boots
      $130.00
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      (204)
    • 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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    • UGG® Men's Neumel Chukka Boots
      $140.00
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      (15)
    • 3 colors
      Eastland Daily Double Side-Gore Boots
      $110.00 - 115.00
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      (3)