ADS FROM UNAFFILIATED SITES

Mens Casual Shoes

Pounding the pavement around the track, strolling through the park or a night out on the town all have one thing in common: a dashing pair of men's casual shoes from Macy's. From athletic shoes—designed to give feet a bit of extra cushioning—to cowboy boots with excess rugged style, men's shoes are the proper finishing touch to any ensemble.

Looking for sturdy men's causal shoes? Turn to designs by Sebago. High lace-up boots are perfect for hiking or walking. Ankle work boots are a favorite choice, even for non-work days. Tan styling works well with denim. Diesel features men's boots with lace-up designs. For a long-lasting, industrial and modern look, turn to Diesel men's casual shoes.

Walking away from the trail and onto the beach or boat? Sandals or dock shoes are the answer. Find effortless style and complete comfort, with the aid of wide shoe options. Typically constructed from canvas, as a casual shoe, boat shoes are soft and flexible, ideal for sailing by sea or light walking on land. Skechers embarks on this variety with features like leather tassels and laces, but also creates equally comfortable men's casual shoes in sneakers. Converse harnesses canvas, to create athletic shoes in bold colors as well.

To veer away from bright tones, and opt for timeless styling, consider shoes by designers like Kenneth Cole and Calvin Klein. Both have the design aesthetic of a classic formal shoe, even in more casual pieces. Clean lines and understated detailing is key in both lines.

Find a vast collection of casual shoes at Macy's. From hiking boots to dress shoes, Macy's is the one stop shoe shop; find something for everyone at Macy's.

Looking for gift ideas? Shop Macy’s gift guides for almost every event, including our picks of Mother’s Day gifts and Father’s Day gifts to make mom and dad smile.

more
  • Extra 20 percent off + Free Shipping, Extra 15 percent or 10 percent off select departments, Free Shipping with $49 purchase; excludes furniture and mattresses, Extra savings promo code: SHOP, Excludes specials, Exclusions exclusions
  • 167 items in Casual Shoes

    • Filter
    • Sort By
    • All Items (167)
    • Free Pick Up
    • Sort by
    • 5 colors
      Calvin Klein Men's Aggussie Nylon Oxfords
      Limited-Time Special
      $130.00
      Sale $64.99
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (9)
    • 4 colors
      Alfani Men's Sawyer Slip-On Loafers, Created for Macy's
      LAST ACT select colors
      $79.99
      Sale $39.93 - 39.99
      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
      (40)
    • Alfani Men's Ronnie Casual Slip-Ons, Created for Macy's
      Limited-Time Special
      $59.99
      Sale $29.99
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (2)
    • 5 colors
      Extended Widths
      Sperry Men's Authentic Original A/O Boat Shoe
      $95.00
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (465)
    • 3 colors
      Tommy Hilfiger Men's Phinx Canvas Boat Shoes, Created for Macy's
      Limited-Time Special
      $60.00
      Sale $35.99
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (30)
    • 3 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)
    • 3 colors
      Extended Widths
      Tommy Hilfiger Men's Dathan Driver
      Limited-Time Special
      $70.00
      Sale $49.99
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (135)
    • 2 colors
      Extended Widths
      Rockport Men's Eureka Walking Sneaker
      Limited-Time Special
      $90.00
      Sale $53.99
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (189)
    • 2 colors
      Tommy Hilfiger Men's Bowman Boat Shoes
      Limited-Time Special
      $70.00
      Sale $49.99
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (136)
    • 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)
    • 4 colors
      Cole Haan Men's Zerogrand StitchLite Oxfords
      $180.00
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (83)
    • 3 colors
      Sperry Men's A/O 2-Eye Daytona Boat Shoes
      Limited-Time Special select colors
      $100.00
      Sale $65.00 - 69.99
      Extra 20% off use: SHOP
      Extra 20% off select merchandise!
      Extra 20% off use: SHOP select colors
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (3)
    • 2 colors
      Extended Widths
      Alfani Men's Len Driver with Bit, 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
      (62)
    • 2 colors
      Extended Widths
      Sperry Men's Billfish 3-Eye Boat Shoe
      $100.00
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (113)
    • 4 colors
      Calvin Klein Men's Maddix Textured Drivers with Bit
      Limited-Time Special
      $130.00
      Sale $77.99
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (3)
    • 2 colors
      Extended Widths
      Alfani Men's James Suede Driver with Bit, 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
      (107)
    • 2 colors
      G. H. Bass & Co. Men's 2-Eye Asbury Boat Shoes, Created for Macy's
      Limited-Time Special
      $85.00
      Sale $50.99
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
    • 3 colors
      Cole Haan Men's Pinch Weekender Slip-Ons
      Limited-Time Special
      $90.00
      Sale $79.99
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (7)
    • 2 colors
      Unlisted by Kenneth Cole Men's Santon Boat Shoes
      Limited-Time Special
      $70.00
      Sale $34.99
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (6)
    • 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)
    • 3 colors
      Extended Widths
      Calvin Klein Men's Magnus Driver
      Limited-Time Special
      $130.00
      Sale $64.99
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (46)
    • 4 colors
      Kenneth Cole Reaction Men's Ankir Canvas Slip-on Boat Shoes
      Limited-Time Special
      $69.95
      Sale $40.99
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (7)
    • 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)
    • 3 colors
      Polo Ralph Lauren Men's Wynding Driver
      $99.00
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (59)
    • 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)
    • 2 colors
      Cole Haan Men's Grand Horizon Oxfords
      $250.00
      Now $162.50
      Extra 20% off use: SHOP
      Extra 20% off select merchandise!
      Extra 20% off use: SHOP
      With offer $130.00
      New markdown
      Prices just reduced - Limited Quantities
      New markdown
      (2)
    • 3 colors
      Alfani Men's Marcus Tumbled Drivers, Created for Macy's
      LAST ACT select colors
      $79.99
      Sale $39.93 - 39.99
      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
      (23)
    • 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
      Sperry Men's Hampden Venetian Loafer
      $100.00
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (45)
    • Alfani Men's Holden Leather Drivers, 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
      (3)
    • 2 colors
      Unlisted by Kenneth Cole Men's Comment-Ary Perforated Boat Shoes
      Limited-Time Special
      $70.00
      Sale $34.99
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (16)
    • 4 colors
      Calvin Klein Men's Madsen Embossed Tumbled Leather Drivers
      Limited-Time Special
      $130.00
      Sale $77.99
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
    • 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
      Kenneth Cole Reaction Men's Lyon Perforated Drivers
      Limited-Time Special
      $98.00
      Sale $57.99
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
    • 2 colors
      Tommy Hilfiger Men's Perforated Bowman Boat Shoes
      Limited-Time Special
      $70.00
      Sale $49.99
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (2)
    • Alfani Men's Holden Leather Drivers, 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 colors
      Polo Ralph Lauren Men's Woodley Venetian Driver
      $100.00
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (31)
    • 2 colors
      Extended Widths
      Cole Haan Men's Tucker Venetian Loafers
      Limited-Time Special
      $150.00
      Sale $99.99
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (44)
    • 3 colors
      Lacoste Men's Concourse Moccasin Drivers
      $99.00
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
    • 4 colors
      Stacy Adams Men's Percy Braided Strap Drivers
      Limited-Time Special
      $60.00
      Sale $35.99
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (25)
    • Polo Ralph Lauren Bienne Tumbled Leather Boat Shoes
      $99.00
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (53)
    • 2 colors
      Kenneth Cole Reaction Men's Leather Toast 2 Me Drivers
      Limited-Time Special
      $98.00
      Sale $48.99
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (12)
    • 3 colors
      Calvin Klein Men's Miguel Nappa Leather Loafers
      Limited-Time Special
      $130.00
      Sale $77.99
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
    • 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)
    • 4 colors
      Alfani Men's Kendric Textured Drivers, 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
      (17)
    • 2 colors
      G. H. Bass & Co. Men's Howell Plain-Toe Oxfords, Created for Macy's
      Limited-Time Special
      $90.00
      Sale $66.99
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (1)
    • 2 colors
      Sperry Men's Drift Boat Shoes
      Limited-Time Special
      $60.00
      Sale $44.99
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (1)
    • 3 colors
      G.H. Bass & Co. Men's Buck 2.0 Wingtip Knit Oxfords
      Limited-Time Special
      $110.00
      Sale $81.99
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (1)
    • 3 colors
      Dockers Men's Lakeport Boat Shoes
      Limited-Time Special
      $80.00 - 85.00
      Sale $59.99 - 62.99
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
    • 3 colors
      Cole Haan Men's Pinch Weekender Slip-Ons, Created for Macy's
      Limited-Time Special
      $90.00
      Sale $79.99
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
    • Alfani Men's Len Driver with Bit, 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
      (1)
    • 2 colors
      Kenneth Cole Reaction Men's Vinny Bit Drivers
      Limited-Time Special
      $98.00
      Sale $57.99
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (1)
    • 2 colors
      GUESS Men's Adlers Drivers
      Limited-Time Special
      $70.00
      Sale $34.99
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (1)
    • 2 colors
      Cole Haan Men's Kelson Bit Driver
      Limited-Time Special select colors
      $150.00
      Sale $96.99 - 119.99
      Extra 20% off use: SHOP
      Extra 20% off select merchandise!
      Extra 20% off use: SHOP select colors
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (6)
    • 3 colors
      Weatherproof Vintage Men's Pontoon Canvas Slip-On Shoes
      Limited-Time Special
      $40.00
      Sale $23.99
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (3)
    • 3 colors
      G.H. Bass & Co. Men's Buck 2.0 Plain-Toe Knit Oxfords
      Limited-Time Special
      $110.00
      Sale $81.99
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (3)
    • Johnston & Murphy Men's Fowler Woven Venetian Driver
      Everyday Value
      $99.98
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (5)
    • 3 colors
      Kenneth Cole Reaction Men's Smyth Leather Penny Drivers
      Limited-Time Special
      $110.00
      Sale $65.99
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (1)
    • I.N.C. Men's Blaze Mules, Created for Macy's
      Limited-Time Special
      $89.99
      Sale $44.99
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
      (2)
    • 4 colors
      Calvin Klein Men's Mikos Tumbled Leather Drivers
      Limited-Time Special
      $130.00
      Sale $77.99
      Free ship at $49
      Enjoy Free Shipping at $49! See exclusions.
      Free ship at $49
    • Show
      • 60
      • 120