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  • 33 items in Chukkas Fall Boots

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    • 4 colors
      Extended Widths
      Clarks Men's Bushacre 2 Chukka Boots
      Limited-Time Special
      $100.00
      Sale $59.99
      Free ship at $0
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      Free ship at $0
      Bonus Value $200
      24.99 with any purchase. Available at checkout
      Bonus Value $200
      (22)
    • 2 colors
      Extended Widths
      Steve Madden Harken Chukka Boots
      Limited-Time Special
      $90.00
      Sale $69.99
      Free ship at $0
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      Free ship at $0
      Bonus Value $200
      24.99 with any purchase. Available at checkout
      Bonus Value $200
      (177)
    • Extended Widths
      Clarks Men's Bushacre 2 Chukka Boot
      Limited-Time Special
      $100.00
      Sale $49.99
      Free ship at $0
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      Free ship at $0
      Bonus Value $200
      24.99 with any purchase. Available at checkout
      Bonus Value $200
      (122)
    • 3 colors
      Johnston & Murphy Copeland Chukka Boots
      $159.00
      Free ship at $0
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      Free ship at $0
      Bonus Value $200
      24.99 with any purchase. Available at checkout
      Bonus Value $200
      (30)
    • Clarks Men's Hinman Mid-High Boots
      Limited-Time Special
      $100.00
      Sale $59.99
      Free ship at $0
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      Free ship at $0
      Bonus Value $200
      24.99 with any purchase. Available at checkout
      Bonus Value $200
      (4)
    • Extended Widths
      Rockport Men's Classic Break Chukka Boot
      Limited-Time Special
      $135.00
      Sale $66.99
      Free ship at $0
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      Free ship at $0
      Bonus Value $200
      24.99 with any purchase. Available at checkout
      Bonus Value $200
      (32)
    • Extended Widths
      Kenneth Cole Reaction Desert Sun Leather Chukka Boots
      Limited-Time Special
      $98.00
      Sale $57.99
      Free ship at $0
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      Free ship at $0
      Bonus Value $200
      24.99 with any purchase. Available at checkout
      Bonus Value $200
      (62)
    • G. H. Bass & Co. Men's Bennett Chukka Boots
      Limited-Time Special
      $110.00
      Sale $76.99
      Free ship at $0
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      Free ship at $0
      Bonus Value $200
      24.99 with any purchase. Available at checkout
      Bonus Value $200
      (2)
    • Nike Big Girls' Woodside Chukka 2 Boots from Finish Line
      $84.99
      Sale $22.49
      Free ship at $0
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      Free ship at $0
      Bonus Value $200
      24.99 with any purchase. Available at checkout
      Bonus Value $200
      (12)
    • 2 colors
      Extended Widths
      Kenneth Cole Reaction Desert Sun Suede Chukkas
      Limited-Time Special
      $98.00
      Sale $57.99
      Free ship at $0
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      Free ship at $0
      Bonus Value $200
      24.99 with any purchase. Available at checkout
      Bonus Value $200
      (150)
    • Frye Men's Scott Chukka Boots, Created for Macy's
      Limited-Time Special
      $228.00
      Sale $113.99
      Free ship at $0
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      Free ship at $0
      Bonus Value $200
      24.99 with any purchase. Available at checkout
      Bonus Value $200
    • 2 colors
      Kenneth Cole Reaction Men's Desert Sun Perforated Chukka Boots
      Limited-Time Special
      $98.00
      Sale $57.99
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      Free ship at $0
      Bonus Value $200
      24.99 with any purchase. Available at checkout
      Bonus Value $200
      (3)
    • Kenneth Cole Reaction Men's Desert Sun Textured Suede Chukka Boots
      Limited-Time Special
      $98.00
      Sale $57.99
      Free ship at $0
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      Free ship at $0
      Bonus Value $200
      24.99 with any purchase. Available at checkout
      Bonus Value $200
    • 3 colors
      G.H. Bass & Co. Men's Buck 2.0 Demi Boots
      Limited-Time Special
      $135.00
      Sale $93.99
      Free ship at $0
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      Free ship at $0
      Bonus Value $200
      24.99 with any purchase. Available at checkout
      Bonus Value $200
      (1)
    • Extended Widths
      Kenneth Cole Reaction Desert Sun Leather Chukka Boots
      Black Friday Special
      $98.00
      Sale $37.99
      Free ship at $0
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      Free ship at $0
      Bonus Value $200
      24.99 with any purchase. Available at checkout
      Bonus Value $200
      (2)
    • 2 colors
      Extended Widths
      Clarks Men's Stinson Hi Top Wallabee Boots
      $110.00
      Free ship at $0
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      Free ship at $0
      Bonus Value $200
      24.99 with any purchase. Available at checkout
      Bonus Value $200
      (35)
    • UGG® Men's Freamon Leather Chukka Boots
      $150.00
      Now $97.50
      New markdown
      Prices just reduced - Limited Quantities
      New markdown
      Free ship at $0
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      Free ship at $0
    • Frye Men's Scott Suede Chukka Boots, Created for Macy's
      $228.00
      Now $148.20
      New markdown
      Prices just reduced - Limited Quantities
      New markdown
      Free ship at $0
      Enjoy Free Shipping on all orders! See exclusions.
      Free ship at $0
    • Kenneth Cole Reaction Desert Sun Suede Chukkas
      Limited-Time Special
      $98.00
      Sale $37.99
      Free ship at $0
      Enjoy Free Shipping on all orders! See exclusions.
      Free ship at $0
      Bonus Value $200
      24.99 with any purchase. Available at checkout
      Bonus Value $200
      (20)
    • Kenneth Cole Reaction Men's Desert Sun Boots
      Black Friday Special
      $98.00
      Sale $37.99
      Free ship at $0
      Enjoy Free Shipping on all orders! See exclusions.
      Free ship at $0
      Bonus Value $200
      24.99 with any purchase. Available at checkout
      Bonus Value $200
    • Extended Widths
      Kenneth Cole Reaction Desert Sun Suede Chukkas
      Black Friday Special
      $98.00
      Sale $37.99
      Free ship at $0
      Enjoy Free Shipping on all orders! See exclusions.
      Free ship at $0
      Bonus Value $200
      24.99 with any purchase. Available at checkout
      Bonus Value $200
      (1)
    • Calvin Klein Men's Albe Nappa Leather Chukka Boots
      Limited-Time Special
      $150.00
      Sale $89.99
      Free ship at $0
      Enjoy Free Shipping on all orders! See exclusions.
      Free ship at $0
      Bonus Value $200
      24.99 with any purchase. Available at checkout
      Bonus Value $200