Toddler Boys' Button Up Shirts

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Toddler Boys' Button Up Shirts

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Boys Embroidered Beach Button Up Shirt - Amalfi Coast - view 1
    Price: $42.95

    $34.36 WITH CODE EXTRA20

    Boys Embroidered Tropical Leaf Gauze Button Up Shirt - Amalfi Coast - view 1
    Price: $42.95

    $34.36 WITH CODE EXTRA20

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    Boys Embroidered Tropical Leaf Linen-Blend Button Up Shirt - Amalfi Coast - view 1
      Price: $42.95

      $34.36 WITH CODE EXTRA20

      Boys Embroidered Tropical Leaf Linen-Blend Button Up Shirt - Amalfi Coast - view 1
        Price: $42.95

        $34.36 WITH CODE EXTRA20

        Boys Gingham Seersucker Button Up Shirt - Nantucket Charm - view 1
        Sale Price: $26.21Original Price: $34.9525% OFF

        $20.97 WITH CODE EXTRA20

        new

        Boys Embroidered Flag Seersucker Button Up Shirt - Nantucket Charm - view 1
        Sale Price: $33.71Original Price: $44.9525% OFF

        $26.97 WITH CODE EXTRA20

        Boys Textured Button Up Shirt - Driftwood Bay - view 1
          Sale Price: $32.21Original Price: $42.9525% OFF

          $25.77 WITH CODE EXTRA20

          Boys Striped Textured Button Up Shirt - Driftwood Bay - view 1
          Sale Price: $32.21Original Price: $42.9525% OFF

          $25.77 WITH CODE EXTRA20

          Boys Matching Family Paisley Linen-Blend Button Up Shirt - Linen Edit - view 1
          Sale Price: $26.21Original Price: $34.9525% OFF

          $20.97 WITH CODE EXTRA20

          Mens Matching Family Paisley Linen-Blend Button Up Shirt - Linen Edit - view 1
          Sale Price: $37.46Original Price: $49.9525% OFF

          $29.97 WITH CODE EXTRA20

          online only

          Boys Embroidered Lighthouse Denim Button Up Shirt - Driftwood Bay - view 1
          Sale Price: $24.98Original Price: $49.9550% OFF

          $19.98 WITH CODE EXTRA20

          Boys Striped Textured Button Up Shirt - Driftwood Bay - view 1
          Sale Price: $22.48Original Price: $44.9550% OFF

          $17.98 WITH CODE EXTRA20

          Boys Embroidered Fish Button Up Shirt - Driftwood Bay - view 1
          Sale Price: $24.98Original Price: $49.9550% OFF

          $19.98 WITH CODE EXTRA20

          Kids Pinstripe Linen-Blend Button Up Shirt - Linen Edit - view 1
          Sale Price: $17.48Original Price: $34.9550% OFF

          $13.98 WITH CODE EXTRA20

          Boys Striped Linen-Blend Button Up Shirt - Linen Edit - view 1
          Sale Price: $24.47Original Price: $34.9530% OFF

          $19.58 WITH CODE EXTRA20

          Boys Striped Linen-Blend Button Up Shirt - Linen Edit - view 1
          Sale Price: $20.97Original Price: $34.9540% OFF

          $16.78 WITH CODE EXTRA20

          Kids Linen-Blend Button Up Shirt - Linen Edit - view 1
          Sale Price: $17.48Original Price: $34.9550% OFF

          $13.98 WITH CODE EXTRA20

          Star Rating Icon2 reviews
          Boys Linen-Blend Button Up Shirt - Linen Edit - view 1
          Sale Price: $19.98Original Price: $39.9550% OFF

          $15.98 WITH CODE EXTRA20

          Star Rating Icon1 reviews
          Boys Linen-Blend Button Up Shirt - Linen Edit - view 1
          Sale Price: $19.98Original Price: $39.9550% OFF

          $15.98 WITH CODE EXTRA20

          Star Rating Icon1 reviews
          Boys Linen-Blend Button Up Shirt - Linen Edit - view 1
          Sale Price: $19.98Original Price: $39.9550% OFF

          $15.98 WITH CODE EXTRA20

          Star Rating Icon1 reviews
          Kids Linen-Blend Button Up Shirt - Linen Edit - view 1
          Sale Price: $20.97Original Price: $34.9540% OFF

          $16.78 WITH CODE EXTRA20

          Star Rating Icon2 reviews

          Top Rated

          Most Favorited

          Mens Dad And Me Striped Linen-Blend Button Up Shirt - view 1
          Sale Price: $27.48Original Price: $54.9550% OFF

          $21.98 WITH CODE EXTRA20

          Star Rating Icon7 reviews

          online only

          Mens Dad And Me Linen-Blend Button Up Shirt - view 1
          Sale Price: $27.48Original Price: $54.9550% OFF

          $21.98 WITH CODE EXTRA20

          Star Rating Icon10 reviews

          online only

          Mens Dad And Me Linen-Blend Button Up Shirt - view 1
          Sale Price: $27.48Original Price: $54.9550% OFF

          $21.98 WITH CODE EXTRA20

          Star Rating Icon3 reviews

          online only

          Mens Dad And Me Linen-Blend Button Up Shirt - view 1
          Sale Price: $27.48Original Price: $54.9550% OFF

          $21.98 WITH CODE EXTRA20

          Star Rating Icon3 reviews

          online only

          Top Rated

          Kids Linen-Blend Button Up Shirt - view 1
          Sale Price: $17.48Original Price: $34.9550% OFF

          $13.98 WITH CODE EXTRA20

          Star Rating Icon14 reviews

          online only

          Kids Linen-Blend Button Up Shirt - view 1
          Sale Price: $17.48Original Price: $34.9550% OFF

          $13.98 WITH CODE EXTRA20

          Star Rating Icon14 reviews

          online only

          Mens Dad And Me Linen-Blend Button Up Shirt - view 1
          Sale Price: $27.48Original Price: $54.9550% OFF

          $21.98 WITH CODE EXTRA20

          Star Rating Icon3 reviews

          online only

          Top Rated

          Boys Wrinkle-Resistant Oxford Button Up Shirt - Uniform - view 1
          Sale Price: $18.87Original Price: $26.9530% OFF

          $15.10 WITH CODE EXTRA20

          Star Rating Icon4 reviews
          $12.08with store pickup only

          Top Rated

          Boys Wrinkle Resistant Button Down Shirt - Uniform - view 1
          Sale Price: $23.07Original Price: $32.9530% OFF

          $18.46 WITH CODE EXTRA20

          Star Rating Icon11 reviews

          online only

          Top Rated

          Boys Wrinkle Resistant Button Down Shirt - Uniform - view 1
          Sale Price: $23.07Original Price: $32.9530% OFF

          $18.46 WITH CODE EXTRA20

          Star Rating Icon11 reviews

          online only

          $14.77with store pickup only
          Page 1 of 1

          Make Every Moment Special with Dressy Shirts

          Find the perfect outfit for your little one with Gymboree’s dressy toddler boys shirts. From family gatherings to holiday celebrations or picture day at preschool, each shirt is designed to keep toddlers comfortable while looking adorable. Soft, breathable fabrics feel gentle on sensitive skin, while thoughtful details like tag-free labels, easy snap closures, and flexible fits ensure unrestricted play. Parents love that these tops can be paired with dress pants, boys chinos, or denim for smart-casual styling. With so many colors, patterns, and classic designs, dressing for special occasions becomes easy, fun, and memorable for every little one and their family.

          Practical Designs With Playful Details

          Gymboree’s dressy shirts combine style and functionality. Button-downs, collared polos, and patterned tops are crafted to fit toddlers perfectly while keeping comfort front and center. From soft stripes and checks to timeless solids like white, navy, and light blue, every shirt works for formal and semi-formal events. These versatile pieces can be layered with sweaters, jackets, or vests, letting parents create complete outfits in minutes. Flexible fits and lightweight fabrics allow toddlers to move freely, play, and celebrate without fuss. Every design balances charm, durability, and practicality, making it a wardrobe staple for parents who value style and comfort.

          Complete the Look for Toddler Boys

          Make every occasion magical with coordinated toddler boys outfits. Pair dressy shirts with pants, chinos, or denim jeans for a polished look, and add accessories like bow ties, belts, and soft-soled shoes for finishing touches. Gymboree also offers matching sweaters, jackets, and other wardrobe essentials to layer for cooler days while keeping the outfit stylish. Shop Gymboree’s full collection of dressy toddler boys shirts and create effortless bow-to-toe ensembles for birthdays, holidays, or family photos. Every piece is designed to keep toddlers smiling and parents worry-free, making every special moment easy to celebrate in style.