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  • 22 items in Wide Most Comfortable Shoes

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    • 5 colors
      Extended Widths
      Clarks Men's Bushacre 2 Chukka Boots
      Limited-Time Special
      $100.00
      Sale $69.99
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      (22)
    • 2 colors
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      Clarks Men's Cotrell Step Bike Toe Slip On
      Limited-Time Special
      $90.00
      Sale $62.99
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      (127)
    • 2 colors
      Lightweight
      Rockport Men’s Style Leader 2 Bike Toe Slip On Loafers
      Limited-Time Special
      $110.00
      Sale $76.99
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      (84)
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      Rockport Men's Waterproof Northfield Oxford
      Limited-Time Special
      $110.00
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      (526)
    • 2 colors
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      Rockport Men's Langdon Slip-On Sneakers
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      $110.00
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      (1)
    • 2 colors
      Extended Widths
      Clarks Men's Cotrell Edge Oxfords
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      $90.00
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      (130)
    • 2 colors
      Extended Widths
      Steve Madden Harken Chukka Boots
      Limited-Time Special
      $90.00
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      (177)
    • 2 colors
      Extended Widths
      Timberland Men's 6" Premium Waterproof Boot
      Everyday Value
      $189.98
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    • 2 colors
      Extended Widths
      Clarks Men's Cotrell Walk Sneaker
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      $90.00
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      (103)
    • 3 colors
      Timberland Men's Piper Cove Leather Boat Shoes
      Limited-Time Special
      $100.00
      Sale $79.99
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      (80)
    • 2 colors
      Extended Widths
      Timberland Men's 6" Boot, Created for Macy's
      LAST ACT select colors
      $190.00
      Now $94.93 - 190.00
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      (153)
    • Extended Widths
      Timberland Men's 6" Basic Waterproof Boot
      Limited-Time Special
      $145.00
      Sale $109.99
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      (345)
    • 2 colors
      Rockport Men's Aiden Penny Loafers
      Limited-Time Special
      $125.00
      Sale $86.99
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    • 3 colors
      Extended Widths
      Rockport Men's Get Your Kicks Mudguard Blucher Casual Shoes
      Limited-Time Special
      $110.00 - 120.00
      Sale $65.99 - 71.99
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      (22)
    • Extended Widths
      Timberland Men's Earthkeeper Original 6" Boot
      Everyday Value
      $149.98
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      (386)
    • Extended Widths
      Rockport Men's Classic Break Chukka Boot
      Limited-Time Special
      $135.00
      Sale $80.99
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      (32)
    • 5 colors
      Extended Widths
      Eastland Men's Lumber Up Boot
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      $125.00 - 130.00
      Sale $111.99 - 116.99
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      (14)
    • 9 colors
      Extended Widths
      Eastland Men's Seneca Boot
      Limited-Time Special
      $110.00
      Sale $81.99
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      (6)
    • Kenneth Cole Reaction Men's Giles Dress Casual Wingtip Oxfords
      $125.00
      Now $81.25
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      With offer $65.00
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      (2)
    • 2 colors
      Johnston & Murphy Men's Barlow Plain Toe Lace-Up Oxfords
      $159.00
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      Florsheim Men's Lakeside Oxford
      $100.00
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