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Toddler Boy Clothes

Shopping for your tiny tot? Check out the collection of toddler boy clothes in sizes 2T-5T. From essential baby sets and accessories to must-have baby gear, discover everything you need to fill his closet with the seasons cutest little outfits.

Create any outfit with adorable apparel for your little one. Browse the freshest styles in tops from graphic tees to polos for casual occasions, and shirts and sweaters for special occasions. Keep him cozy in any weather with boys outerwear, with delightful designs of jackets and coats for every season. There’s even rain gear to brighten up those wet an dreary days. For bottoms, shop rugged little shorts for the summer along with jeans and pants perfect for playtime. Find activewear great for when he hits the playground, along with sharp suits and dresswear for fancy events.

Getting him ready for the beach? Be sure to snag boys swimwear including swim trunks and rash guards in sunny styles. Every little guy needs the basics too. Find a wide variety of underwear and socks in multi-pack sets in classic designs or fun options featuring their favorite characters. Then, help him get ready for bed time with comfy pajamas and robes. Looking for accessories? Find the coziest cold weather gear like hats, gloves and mittens to keep him warm in the winter, along with summer essentials like caps to protect his face from the sun. And don’t forget dressy embellishments like ties and belts too.

Let Macy’s make your baby shopping experience enjoyable. Discover toddler boy clothes options and find the freshest threads for your tot. And make sure to check out the selection of shoes to complete any outfit, along with toys and games for fun times with the little one.

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  • 826 items in Toddler Boys (2T-5T)

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    • 4 colors
      Champion Splatter-Print Shorts, Toddler Boys
      Limited-Time Special
      $10.00
      Sale $5.99
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      (1)
    • The North Face Tailout Rain Jacket, Toddler Boys
      $55.00
      Sale $38.50
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    • Epic Threads Chambray Cotton Shorts, Toddler Boys, Created for Macy's
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      $26.00
      Sale $9.99
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    • 3 colors
      Calvin Klein 2-Pk. Cotton Boxer Briefs, Toddler Boys, Little Boys & Big Boys
      Limited-Time Special
      $22.00
      Sale $12.99
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      (3)
    • 3 colors
      Ralph Lauren Cotton Polo, Toddler Boys
      $35.00
      Sale $25.99
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      With offer $20.79
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      (2)
    • Polo Ralph Lauren Striped Polo, Toddler Boys
      $39.50
      Now $23.70
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      With offer $18.96
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    • Nautica 4-Piece Tuxedo Suit, Shirt & Bowtie, Toddler Boys
      $89.50
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      (40)
    • 3 colors
      Calvin Klein 2-Pk. Cotton Boxer Briefs, Toddler, Little & Big Boys
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      $22.00
      Sale $12.99
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      (1)
    • Laguna 2-Pc. Rash Guard & Swim Trunks Set, Toddler Boys
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      $40.00
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      (2)
    • 4 colors
      Ralph Lauren Striped Cotton Polo, Toddler Boys
      $35.00
      Now $21.00
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      With offer $16.80
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    • 4 colors
      Calvin Klein 3-Pk. Cotton Briefs, Toddler Boys, Little Boys & Big Boys
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      $22.00
      Sale $12.99
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      (8)
    • Tommy Hilfiger Daytona Denim Shorts, Toddler Boys
      $47.50
      Sale $38.00
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      With offer $30.40
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      (2)
    • Calvin Klein 2-Pc. Pocket Polo & Shorts Set, Toddler Boys
      LAST ACT
      $55.00
      Now $16.43
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    • 2 colors
      Polo Ralph Lauren Short-Sleeve Oxford Shirt, Toddler Boys
      $39.50
      Now $23.70
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    • 4 colors
      Tommy Hilfiger Matt Polo, Toddler Boys
      $29.50
      Sale $23.60
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      With offer $18.88
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      (125)
    • Sesame Street Elmo 1-Pc. Printed Cotton Pajamas, Toddler Boys
      Limited-Time Special
      $22.00
      Sale $7.99
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    • 4 colors
      Carter's Toddler Boys Woven Cotton Shorts
      $18.00
      Sale $10.80
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      With offer $8.64
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      (80)
    • Calvin Klein 2-Pc. Plaid Cotton Shirt & Shorts Set, Toddler Boys
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      $55.00
      Now $16.43
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    • 3 colors
      Polo Ralph Lauren Striped T-Shirt, Toddler Boys
      $27.50
      Now $16.50
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      With offer $13.20
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    • 2 colors
      Nike 2-Pc. Games-Print T-Shirt & Shorts Set, Toddler Boys
      LAST ACT select colors
      $36.00
      Now $14.33 - 25.20
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    • Polo Ralph Lauren Colorblocked Polo, Toddler Boys
      $39.50
      Now $23.70
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    • 2 colors
      Laguna Underwater Gills Shark-Print Swim Trunks, Toddler & Little Boys
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      $28.00
      Sale $10.99
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      (4)
    • Calvin Klein 2-Pc. Cotton Chambray Shirt & Shorts Set, Toddler Boys
      Limited-Time Special
      $55.00
      Sale $21.99
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    • 2 colors
      Epic Threads Pull-on Shorts with functional drawstring, Toddler Boys, Created for Macy's
      $26.00
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    • 3 colors
      Ralph Lauren Cotton T-Shirt, Toddler Boys
      $27.50
      Now $16.50
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      With offer $13.20
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    • Calvin Klein Toddler Boys 2-Pc. Henley T-Shirt & Shorts Set
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      $55.00
      Now $16.43
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    • Nautica 4-Pc. Herringbone Suit Jacket, Pants, Shirt & Bowtie Set, Toddler Boys
      LAST ACT
      $89.50
      Now $31.93
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    • Disney's® Cars 3-Pc. Lightning McQueen Pajama Set, Toddler Boys
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      $36.00
      Sale $13.99
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      (1)
    • Nickelodeon's® Paw Patrol 3-Pc. Graphic-Print Pajama Set, Toddler Boys
      Limited-Time Special
      $36.00
      Sale $13.99
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      (1)
    • Disney's® Mickey Mouse 3-Pc. Cotton Pajama Set, Toddler Boys, Created for Macy's
      LAST ACT
      $48.00
      Now $13.93
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      (2)
    • Calvin Klein 2-Pc. Plaid Cotton Shirt & Shorts Set, Toddler Boys
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      $55.00
      Now $16.43
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    • Calvin Klein 2-Pc. Printed Polo & Shorts Set, Toddler Boys
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      $55.00
      Now $16.43
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    • Calvin Klein 2-Pc. Pocket Polo & Shorts Set, Toddler Boys
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      $55.00
      Now $16.43
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    • 5 colors
      Levi's® 511™ Slim Fit Sueded Pants, Toddler Boys
      $42.00
      Sale $24.99
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      (59)
    • Carter's 2-Pc. Fish Rash Guard & Swim Trunks Swim Set, Toddler Boys
      Limited-Time Special
      $40.00
      Sale $15.99
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    • Marvel's® Superhero Adventures 4-Pc. Cotton Pajama Set, Toddler Boys
      Limited-Time Special
      $42.00
      Sale $15.99
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      (1)
    • 2 colors
      Epic Threads Straight Jeans, Toddler Boys, Created for Macy's
      Limited-Time Special
      $30.00
      Sale $11.99
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      (102)
    • 2 colors
      Epic Threads Knit Denim Jogger Pants, Toddler Boys, Created for Macy's
      Limited-Time Special
      $32.00
      Sale $11.99
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      (1)
    • 2 colors
      Nike Toddler Boys 2-Pc. Baseball-Print Muscle Tank & Shorts Set
      $36.00
      Sale $27.00
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      Free ship at $49
    • Nickelodeon's® Paw Patrol Briefs, 7-Pk., Toddler Boys
      Limited-Time Special
      $26.00
      Sale $14.99
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      (11)
    • 3 colors
      Calvin Klein 2-Pk. Cotton Boxer Briefs, Toddler Boys, Little Boys & Big Boys
      Limited-Time Special
      $26.00
      Sale $14.99
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    • Calvin Klein Toddler Boys 2-Pc. Graphic-Print Tank Top & Striped Shorts Set
      Limited-Time Special
      $55.00
      Sale $21.99
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    • Nautica 4-Pc. Denim Jacket, Plaid Shirt, Pants & Bowtie Set, Toddler Boys
      LAST ACT
      $89.50
      Now $31.93
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    • Nautica 4-Pc. Shirt, Shorts, Suspenders & Crab-Print Bowtie Set, Toddler Boys
      LAST ACT
      $59.50
      Now $20.93
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      (1)
    • 3 colors
      Polo Ralph Lauren Cotton Cargo Shorts, Toddler Boys
      $35.00
      Sale $25.99
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      With offer $20.79
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    • Calvin Klein 2-Pc. Graphic-Print Tank Top & Shorts Set, Toddler Boys
      LAST ACT
      $50.00
      Now $14.93
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    • Disney's® Mickey Mouse, Donald Duck, & Pluto 2-Pc. Pajama Set, Toddler Boys
      Limited-Time Special
      $34.00
      Sale $12.99
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      (1)
    • The North Face Tailout Rain Jacket, Toddler Boys
      $55.00
      Sale $38.50
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    • 7 colors
      Ralph Lauren Pique Polo, Toddler Boys
      $29.50
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      (118)
    • 5 colors
      Tommy Hilfiger Ken Tee, Toddler Boys
      $16.00
      Sale $12.80
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      With offer $10.24
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      (153)
    • Laguna 2-Pc. Jawsome Rash Guard & Swim Trunks Set, Toddler Boys
      Limited-Time Special
      $40.00
      Sale $15.99
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      Free ship at $49
    • Calvin Klein Toddler Boys 2-Pc. Graphic-Print Tank Top & Striped Shorts Set
      Limited-Time Special
      $55.00
      Sale $21.99
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    • Ralph Lauren Graphic-Print T-Shirt, Little Boys
      $22.50
      Now $13.50
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      With offer $10.80
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      (1)
    • 3 colors
      Nike Toddler Boys 2-Pc. Soccer-Print Muscle Tank & Shorts Set
      $36.00
      Sale $27.00
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    • Champion 2-Pc. Cotton T-Shirt & Shorts Set, Toddler Boys
      Limited-Time Special
      $20.00
      Sale $11.99
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    • Polo Ralph Lauren Graphic T-Shirt, Toddler Boys
      $22.50
      Now $13.50
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      With offer $10.80
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    • Kids Headquarters Toddler Boys 2-Pc. Graphic-Print T-Shirt & Shorts Set
      Limited-Time Special
      $38.00
      Sale $14.99
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    • Nautica 4-Pc. Vest, Shirt, Pants & Necktie Set, Toddler Boys
      LAST ACT
      $59.50
      Now $20.93
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    • 2 colors
      Polo Ralph Lauren Striped Traveler Swim Trunks, Toddler Boys
      $45.00
      Now $27.00
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      With offer $21.60
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    • Polo Ralph Lauren Striped Polo, Toddler Boys
      $39.50
      Now $23.70
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      With offer $18.96
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