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  • 25 items in Chukkas Sale & Clearance

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    • Extended Widths
      Clarks Men's Bushacre 2 Chukka Boot
      Limited-Time Special
      $100.00
      Sale $59.99
      Free ship at $48
      Enjoy Free Shipping at $48! See exclusions.
      Free ship at $48
      (123)
    • 4 colors
      Extended Widths
      Clarks Men's Bushacre 2 Chukka Boots
      Limited-Time Special
      $100.00
      Sale $59.99
      Free ship at $48
      Enjoy Free Shipping at $48! See exclusions.
      Free ship at $48
      (23)
    • 2 colors
      Extended Widths
      Steve Madden Harken Chukka Boots
      Limited-Time Special
      $90.00
      Sale $69.99
      Free ship at $48
      Enjoy Free Shipping at $48! See exclusions.
      Free ship at $48
      (177)
    • Extended Widths
      Rockport Men's Classic Break Chukka Boot
      Limited-Time Special
      $135.00
      Sale $79.99
      Free ship at $48
      Enjoy Free Shipping at $48! See exclusions.
      Free ship at $48
      (32)
    • Alfani Men's Jason Suede Lace-Up Boots, Created for Macy's
      Limited-Time Special
      $99.99
      Sale $48.99
      Free ship at $48
      Enjoy Free Shipping at $48! See exclusions.
      Free ship at $48
      (4)
    • 2 colors
      Kenneth Cole Reaction Men's Desert Sun Perforated Chukka Boots
      Limited-Time Special
      $98.00
      Sale $57.99
      Free ship at $48
      Enjoy Free Shipping at $48! See exclusions.
      Free ship at $48
      (3)
    • G. H. Bass & Co. Men's Bennett Chukka Boots
      Limited-Time Special
      $110.00
      Sale $76.99
      Free ship at $48
      Enjoy Free Shipping at $48! See exclusions.
      Free ship at $48
      (2)
    • Extended Widths
      Kenneth Cole Reaction Desert Sun Leather Chukka Boots
      $98.00
      Now $63.70
      $20 off $48 use: HOUR48
      $20 off $48 on select merchandise!
      $20 off $48 use: HOUR48
      Free ship at $48
      Enjoy Free Shipping at $48! See exclusions.
      Free ship at $48
      (2)
    • Stacy Adams Men's Delaney Chukka Boots
      Limited-Time Special
      $105.00
      Sale $62.99
      Free ship at $48
      Enjoy Free Shipping at $48! See exclusions.
      Free ship at $48
      (14)
    • Kenneth Cole Reaction Men's Desert Sun Textured Suede Chukka Boots
      Limited-Time Special
      $98.00
      Sale $57.99
      Free ship at $48
      Enjoy Free Shipping at $48! See exclusions.
      Free ship at $48
    • Calvin Klein Men's Albe Nappa Leather Chukka Boots
      Limited-Time Special
      $150.00
      Sale $89.99
      Free ship at $48
      Enjoy Free Shipping at $48! See exclusions.
      Free ship at $48
    • 2 colors
      Eastland Men's Jack Boots
      Limited-Time Special
      $125.00
      Sale $109.99
      Free ship at $48
      Enjoy Free Shipping at $48! See exclusions.
      Free ship at $48
    • Alfani Men's Aiden Chukka Boot Created for Macy's
      Limited-Time Special
      $59.99
      Sale $28.99
      Free ship at $48
      Enjoy Free Shipping at $48! See exclusions.
      Free ship at $48
      (16)
    • Kenneth Cole Reaction Men's Desert Sun Boots
      $98.00
      Now $63.70
      $20 off $48 use: HOUR48
      $20 off $48 on select merchandise!
      $20 off $48 use: HOUR48
      Free ship at $48
      Enjoy Free Shipping at $48! See exclusions.
      Free ship at $48
    • UGG® Men's Freamon Leather Chukka Boots
      $150.00
      Now $97.50
      New markdown
      Prices just reduced - Limited Quantities
      New markdown
      Free ship at $48
      Enjoy Free Shipping at $48! See exclusions.
      Free ship at $48
    • Extended Widths
      Kenneth Cole Reaction Desert Sun Leather Chukka Boots
      Limited-Time Special
      $98.00
      Sale $57.99
      Free ship at $48
      Enjoy Free Shipping at $48! See exclusions.
      Free ship at $48
      (62)
    • 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 $48
      Enjoy Free Shipping at $48! See exclusions.
      Free ship at $48
    • Calvin Klein Men's Bain Saffiano Chukka Boots
      Limited-Time Special
      $115.00
      Sale $56.99
      Free ship at $48
      Enjoy Free Shipping at $48! See exclusions.
      Free ship at $48
      (4)
    • Frye Men's Scott Chukka Boots, Created for Macy's
      Limited-Time Special
      $228.00
      Sale $135.99
      Free ship at $48
      Enjoy Free Shipping at $48! See exclusions.
      Free ship at $48
    • 2 colors
      Extended Widths
      Kenneth Cole Reaction Desert Sun Suede Chukkas
      Limited-Time Special
      $98.00
      Sale $57.99
      Free ship at $48
      Enjoy Free Shipping at $48! See exclusions.
      Free ship at $48
      (150)
    • Clarks Men's Hinman Mid-High Boots
      Limited-Time Special
      $100.00
      Sale $59.99
      Free ship at $48
      Enjoy Free Shipping at $48! See exclusions.
      Free ship at $48
      (4)
    • 3 colors
      G.H. Bass & Co. Men's Buck 2.0 Demi Boots
      Limited-Time Special
      $135.00
      Sale $93.99
      Free ship at $48
      Enjoy Free Shipping at $48! See exclusions.
      Free ship at $48
      (1)
    • Extended Widths
      Kenneth Cole Reaction Desert Sun Suede Chukkas
      $98.00
      Now $63.70
      $20 off $48 use: HOUR48
      $20 off $48 on select merchandise!
      $20 off $48 use: HOUR48
      Free ship at $48
      Enjoy Free Shipping at $48! See exclusions.
      Free ship at $48
      (1)
    • Kenneth Cole Reaction Desert Sun Suede Chukkas
      $98.00
      Now $63.70
      $20 off $48 use: HOUR48
      $20 off $48 on select merchandise!
      $20 off $48 use: HOUR48
      Free ship at $48
      Enjoy Free Shipping at $48! See exclusions.
      Free ship at $48
      (20)
    • Extended Widths
      Clarks Men's Bushacre 2 Chukka Boot
      $100.00
      Now $64.99
      $20 off $48 use: HOUR48
      $20 off $48 on select merchandise!
      $20 off $48 use: HOUR48
      Free ship at $48
      Enjoy Free Shipping at $48! See exclusions.
      Free ship at $48
      (2)
    • Showing All 25 Items