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  • 33 items in Chukkas Boots

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    • 4 colors
      Extended Widths
    • 2 colors
      Extended Widths
      Steve Madden Harken Chukka Boots
      $90.00
      Spend $100, get $40 off
      Enjoy $40 off when you spend $100 on select styles
      Spend $100, get $40 off
      (177)
    • Extended Widths
      Clarks Men's Bushacre 2 Chukka Boot
      $100.00
      Spend $100, get $40 off
      Enjoy $40 off when you spend $100 on select styles
      Spend $100, get $40 off
      (123)
    • Extended Widths
      Rockport Men's Classic Break Chukka Boot
      $135.00
      Sale $120.99
      Spend $100, get $40 off
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      Spend $100, get $40 off
      (32)
    • Clarks Men's Hinman Mid-High Boots
      $100.00
      Spend $100, get $40 off
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      (4)
    • 3 colors
    • Extended Widths
      Kenneth Cole Reaction Desert Sun Leather Chukka Boots
      $98.00
      Spend $100, get $40 off
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      Spend $100, get $40 off
      (62)
    • G. H. Bass & Co. Men's Bennett Chukka Boots
      $110.00
      Spend $100, get $40 off
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      (2)
    • Frye Men's Scott Chukka Boots, Created for Macy's
      $228.00
      Sale $204.99
      Spend $100, get $40 off
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      Spend $100, get $40 off
    • 2 colors
      Extended Widths
      Kenneth Cole Reaction Desert Sun Suede Chukkas
      $98.00
      Spend $100, get $40 off
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      Spend $100, get $40 off
      (150)
    • 2 colors
      Kenneth Cole Reaction Men's Desert Sun Perforated Chukka Boots
      $98.00
      Spend $100, get $40 off
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      Spend $100, get $40 off
      (3)
    • Kenneth Cole Reaction Men's Desert Sun Textured Suede Chukka Boots
      $98.00
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      Spend $100, get $40 off
    • 3 colors
      G.H. Bass & Co. Men's Buck 2.0 Demi Boots
      $135.00
      Spend $100, get $40 off
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      Spend $100, get $40 off
      (1)
    • UGG® Men's Freamon Leather Chukka Boots
      $150.00
      Now $97.50
      New markdown
      Prices just reduced - Limited Quantities
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    • Extended Widths
      Kenneth Cole Reaction Desert Sun Leather Chukka Boots
      $98.00
      Now $63.70
      Spend $100, get $40 off
      Enjoy $40 off when you spend $100 on select styles
      Spend $100, get $40 off
      (2)
    • Frye Men's Scott Suede Chukka Boots, Created for Macy's
      $228.00
      Now $148.20
      Spend $100, get $40 off
      Enjoy $40 off when you spend $100 on select styles
      Spend $100, get $40 off
      New markdown
      Prices just reduced - Limited Quantities
      New markdown
    • 2 colors
      Extended Widths
    • Kenneth Cole Reaction Desert Sun Suede Chukkas
      $98.00
      Now $63.70
      Spend $100, get $40 off
      Enjoy $40 off when you spend $100 on select styles
      Spend $100, get $40 off
      (20)
    • Kenneth Cole Reaction Men's Desert Sun Boots
      $98.00
      Now $63.70
      Spend $100, get $40 off
      Enjoy $40 off when you spend $100 on select styles
      Spend $100, get $40 off
    • Extended Widths
      Kenneth Cole Reaction Desert Sun Suede Chukkas
      $98.00
      Now $63.70
      Spend $100, get $40 off
      Enjoy $40 off when you spend $100 on select styles
      Spend $100, get $40 off
      (1)
    • Calvin Klein Men's Albe Nappa Leather Chukka Boots
      $150.00
      Spend $100, get $40 off
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      Spend $100, get $40 off
    • Stacy Adams Men's Delaney Chukka Boots
      $105.00
      Spend $100, get $40 off
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      Spend $100, get $40 off
      (14)
    • 2 colors
    • NEW! Alfani Men's Jason Fleece-Lined Leather Boots, Created for Macy's
      $99.99
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      Spend $100, get $40 off
    • 2 colors
    • Extended Widths
    • 2 colors
    • 2 colors
    • 2 colors
    • Alfani Men's Aiden Chukka Boot Created for Macy's
      $59.99
      Spend $100, get $40 off
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      Spend $100, get $40 off
      (16)
    • Showing All 33 Items