Macy's Presents: The Edit- A curated mix of fashion and inspiration Check It Out
Free shipping on all orders + Free Store Pickup. Contiguous US. Exclusions
ADS FROM UNAFFILIATED SITES
  • 76 items in Gray Comfortable Shoes For Men

    • Filter
    • Sort By
    • All Items (76)
    • Free Pick Up
    • Sort by
    • 2 colors
      Sperry Men's A/O 2-Eye Daytona Boat Shoes
      Limited-Time Special
      $100.00
      Sale $59.99
      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
      (3)
    • 2 colors
      Sperry Men's Striper II Twin Gore Leather Slip-On Sneakers, Created for Macy's
      Limited-Time Special
      $75.00
      Sale $44.99
      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
      (3)
    • 2 colors
      Extended Widths
      Rockport Men's DresSports 2 Go Oxfords
      Limited-Time Special
      $140.00
      Sale $83.99
      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
    • 4 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 $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
      (30)
    • 3 colors
      Alfani Men's Varick Comfort FLX Textured Knit Oxfords, Created for Macy's
      Limited-Time Special
      $89.99
      Sale $44.99
      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
      (3)
    • 4 colors
      Sperry Men's Striper II CVO Nautical Sneakers
      $60.00
      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)
    • 3 colors
      Extended Widths
      Rockport Men's Style Purpose Blucher Oxfords
      Limited-Time Special
      $130.00
      Sale $77.99
      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
      (3)
    • 4 colors
      Stacy Adams Men's Northpoint Moc Toe Slip-On Loafers
      Limited-Time Special
      $60.00
      Sale $35.99
      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
      (19)
    • Extended Widths
      Rockport Men's Style Purpose Plain Toe Oxford
      Limited-Time Special
      $125.00
      Sale $86.99
      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
      (56)
    • 3 colors
      Frye Men's Harris Venetian Leather Loafers, Created for Macy's
      Limited-Time Special
      $158.00
      Sale $78.99
      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)
    • 4 colors
      Cole Haan Men's GrandPro Tennis StitchLite Sneakers
      $110.00
      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
      (18)
    • Cole Haan Men's ZeroGrand Thong Sandals
      Limited-Time Special
      $100.00
      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
      (1)
    • 2 colors
      Ecco Men's Soft 8 Perforated Lace-Up Sneakers
      Limited-Time Special
      $150.00
      Sale $104.99
      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)
    • 2 colors
      Johnston & Murphy Men's Walden Blucher Lace-Up Oxfords
      Black Friday Special
      $129.00
      Sale $99.99
      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)
    • 4 colors
      DKNY Men's Stark Scuba Slip-On Sneakers
      Limited-Time Special
      $89.00
      Sale $52.99
      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
    • 2 colors
      Lacoste Men's Avantor Lightweight Sport Sneakers
      Limited-Time Special
      $89.95
      Sale $70.99
      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
    • 3 colors
      Cole Haan Men's Pinch Weekender LX StitchLite Slip-On Loafers
      $110.00
      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
    • 3 colors
      Frye Men's Brett Perforated Slip-On Sneakers
      $198.00
      Now $128.70
      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
    • 4 colors