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Boys’ Dress Shoes

Special occasion on the calendar calling for the whole family to be in their best dressed looks? If the little man in the family has his outfit all picked out, add the perfect finishing touch with some boys’ dress shoes. Discover dapper designs ranging from baby boys and toddlers to little and big boys’ sizes for any special event.

Fancy Little Feet
Looking for baby boys’ dress shoes? Classic black or white slip-ons are adorable must-haves and perfect complements for christenings, baptisms or first birthdays. Check out essential baby shoe features like elastic ankles, comfy suede interior and a durable leather exterior to help keep baby’s feet cozy and secure. Also look for infant dress shoes with a contoured heel and self-molding footbed, especially if he’s just starting out walking. Upgrade warm-weather footwear with dress sandals featuring a breathable design and stay-put closure for easy on and off that keep his little feet safe and snug.

Formal Footwear
Got a party coming up? From attending weddings (or maybe he’s in one as a ring bearer) to Easter Sunday, timeless lace-ups never go out of style. Go with sophisticated and super-versatile leather dress shoes in brown or black to pair with everything from casual khakis to tuxedoes. Don’t forget dapper penny loafers or dressy slip-ons with elastic gore so he can easily pull the shoes on and off. Upgrade your little guy’s fashion with color-blocked designs and two-tone colors, or go with sophisticated little monk-strap shoes with a single buckle.

Getting the little ones all dressed up for special occasions is easy with our wide selection of boys’ dress shoes at Macy’s. Be sure to also shop types of boys’ shoes, including sneakers, casual shoes, boots, slippers and much more for babys, infants, toddlers and little to big boys sizes.

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  • 29 items in Boys Dress Shoes

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    • Robeez Special Occasion Shoes, Baby Boys
      $25.00
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      (5)
    • 2 colors
      Kenneth Cole New York Straight Line Dress Shoes, Little Boys & Big Boys
      $59.00
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      (1)
    • 3 colors
      Kenneth Cole Reaction Boys' or Little Boys' Kid Club Dress Shoes
      $60.00
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      (8)
    • Kenneth Cole New York Magic News Dress Shoes, Little Boys & Big Boys
      $59.00
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    • Carter's Spencer Dress Shoes, Toddler & Little Boys
      $34.00
      Sale $27.20
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    • 3 colors
      Stride Rite Baby SRT Elliot Shoes, Baby Boys
      $48.00
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      (19)
    • Kenneth Cole Reaction Take Buck Dress Shoes, Toddler, Little & Big Boys
      $56.00
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    • Hush Puppies Gavin Dress Shoes, Little & Big Boys
      $55.00
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      (9)
    • Hush Puppies Boys' or Little Boys' Dress Shoes
      $55.00
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      (4)
    • Kenneth Cole Reaction Little Boys' or Toddler Boys' Driving Dime Dress Shoes
      $55.00
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    • Hush Puppies Gavin Shoes, Toddler Boys & Little Boys
      $55.00
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    • 2 colors
      Sperry Little Boys' Colton Shoes
      $55.00
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    • Kenneth Cole Reaction Real Deal Chukka Boots, Toddler Boys, Little Boys & Big Boys
      $49.00
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      (6)
    • Robeez Special Occasion Shoes, Baby Boys
      $26.00
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      (1)
    • Kenneth Cole New York Wing Brogue Dress Shoes, Little Boys & Big Boys
      $59.00
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    • Kenneth Cole Real Deal Chukka Boots, Toddler Boys, Little Boys & Big Boys
      $48.00
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      (6)
    • Sperry Top-Sider Shoes, Big Boys
      $60.00
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      (4)
    • Sperry Colton Shoes, Big Boys
      $55.00
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      (6)
    • Kenneth Cole New York Wing Brogue Dress Shoes, Toddler Boys
      $59.00
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    • Kenneth Cole New York Joe Drive Dress Shoes, Little Boys & Big Boys
      $49.00
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    • 2 colors
      Kenneth Cole Reaction Penny Loafers, Little Boys & Big Boys
      $50.00
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      (1)
    • Hush Puppies Boys' or Little Boys' Jace Shoes
      $55.00
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      (3)
    • 2 colors
      Kenneth Cole Tiny Flex Dress Shoes, Toddler Boys & Little Boys
      $40.00
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      (2)
    • Kenneth Cole Driving Dime Dress Shoes, Little Boys
      LAST ACT
      $55.00
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    • 2 colors
      Kenneth Cole Reaction Take Fair Dress Shoes, Little Boys & Big Boys
      $50.00
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    • Sperry Tevin Shoes, Little Boys & Big Boys
      $50.00
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      (3)
    • Kenneth Cole Take Buck Dress Shoes, Little & Big Boys
      $56.00
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    • Stride Rite SRT Addison Shoes, Baby Boys & Toddler Boys
      $52.00
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      (1)
    • Kenneth Cole Club Loft Dress Shoes, Toddler Boys & Little Boys
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      $56.00
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