Free Shipping with $49 purchase + Free Store Pickup. Contiguous US. Exclusions
Macy's Presents: The Edit- A curated mix of fashion and inspiration Check It Out
ADS FROM UNAFFILIATED SITES
  • 129 items in Brown Most Comfortable Shoes

    • Filter
    • Sort By
    • All Items (129)
    • Free Pick Up
    • Sort by
    • 2 colors
      Tommy Hilfiger Men's Axtons Drivers, Created For Macy's
      Limited-Time Special
      $70.00
      Sale $41.99
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (9)
    • 5 colors
      Extended Widths
      Clarks Men's Bushacre 2 Chukka Boots
      Limited-Time Special
      $100.00
      Sale $69.99
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (22)
    • 3 colors
      Cole Haan Men's Original Grand Wing Oxfords
      $150.00
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (35)
    • 2 colors
      Extended Widths
      Clarks Men's Cotrell Step Bike Toe Slip On
      Limited-Time Special
      $90.00
      Sale $62.99
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (127)
    • 2 colors
      Extended Widths
      Clarks Men's Cotrell Edge Oxfords
      Limited-Time Special
      $90.00
      Sale $62.99
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (131)
    • 2 colors
      Extended Widths
      Steve Madden Harken Chukka Boots
      Limited-Time Special
      $90.00
      Sale $69.99
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (177)
    • 2 colors
      Ecco Men's Soft 7 Retro Sneakers
      $120.00
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (19)
    • 2 colors
      Tommy Hilfiger Men's Garson Oxfords
      Limited-Time Special
      $80.00
      Sale $47.99
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (9)
    • 2 colors
      Extended Widths
      Clarks Men's Cotrell Walk Sneaker
      Limited-Time Special
      $90.00
      Sale $62.99
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (104)
    • 4 colors
      Bar III Men's Finch Espadrilles, Created for Macy's
      Limited-Time Special
      $79.99
      Sale $39.99
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (2)
    • 3 colors
      Florsheim Men's Verge Double Gore Slip-on Sneakers, Created for Macy's
      Limited-Time Special
      $80.00
      Sale $47.99
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (6)
    • 3 colors
      Timberland Men's Piper Cove Leather Boat Shoes
      Limited-Time Special
      $100.00
      Sale $79.99
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (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
      coupon excluded
      Last Act: Extra savings do not apply
      coupon excluded select colors
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (153)
    • 2 colors
      Rockport Men's Aiden Penny Loafers
      Limited-Time Special
      $125.00
      Sale $86.99
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
    • 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
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (22)
    • 2 colors
      Timberland Men's Stormbuck Plain Toe Waterproof Derby
      $130.00
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (18)
    • 3 colors