Toddler Boy Dress Up

Dress Up

Shop a great range of toddler boy dress up collection including cute clothing sets, jackets, button shirts, chinos, dress shoes and accessories to make your little man party ready.

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(46 Products)
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Plaid Button-Front Shirt
New Arrival
Online ExclusiveOnline Only
| Toddler Boy
Plaid Button-Front Shirt
$38.00
$30.40*
Save 20% OFF
2-Piece Dinosaur Button-Front Shirt & Pant Set
New Arrival
| Toddler Boy
2-Piece Dinosaur Button-Front Shirt & Pant Set
$48.00
$33.59*
Save 30% OFF
2-Piece Plaid Button-Front Shirt & Pant Set
New Arrival
| Toddler Boy
2-Piece Plaid Button-Front Shirt & Pant Set
$48.00
$33.59*
Save 30% OFF
2-Piece Floral Bodysuit & Shortall Set
New Arrival
Online ExclusiveOnline Only
Best Seller
| Baby Girl
2-Piece Floral Bodysuit & Shortall Set
$58.00
$40.59*
Save 30% OFF
Striped Slub Jersey Polo
| Toddler Boy
Striped Slub Jersey Polo
$22.00
$15.39*
Save 30% OFF
Striped Slub Jersey Polo
| Toddler Boy
Striped Slub Jersey Polo
$22.00
$15.39*
Save 30% OFF
Striped Button-Front Shirt
| Toddler Boy
Striped Button-Front Shirt
$28.00
$19.59*
Save 30% OFF
Striped Flat-Front Shorts
| Toddler Boy
Striped Flat-Front Shorts
$32.00
$22.39*
Save 30% OFF
Plaid Button-Front Poplin Shirt
| Toddler Boy
Plaid Button-Front Poplin Shirt
$30.00
$20.99*
Save 30% OFF
Plaid Poplin Button-Front Shirt
| Toddler Boy
Plaid Poplin Button-Front Shirt
$28.00
$19.59*
Save 30% OFF
Gingham Button-Front Poplin Shirt
| Toddler Boy
Gingham Button-Front Poplin Shirt
$30.00
$20.99*
Save 30% OFF
Dinosaur Flat-Front Shorts
| Toddler Boy
Dinosaur Flat-Front Shorts
$32.00
$22.39*
Save 30% OFF
Schiffli Flat-Front Shorts
| Toddler Boy
Schiffli Flat-Front Shorts
$32.00
$22.39*
Save 30% OFF
Flat-Front Shorts
| Toddler Boy
Flat-Front Shorts
$32.00
$22.39*
Save 30% OFF
Twill Pants
| Toddler Boy
Twill Pants
$36.00
$25.19*
Save 30% OFF
Flat-Front Shorts
| Toddler Boy
Flat-Front Shorts
$32.00
$22.39*
Save 30% OFF
Twill Pants
| Toddler Boy
Twill Pants
$36.00
$25.19*
Save 30% OFF
Flat-Front Shorts
| Toddler Boy
Flat-Front Shorts
$32.00
$22.39*
Save 30% OFF
Uniform Twill Pants
Clearance
| Todder Boy
Uniform Twill Pants
$40.00 $19.85
Velcro Oxford Dress Shoes
Online ExclusiveOnline Only
| Toddler Boy
Velcro Oxford Dress Shoes
$50.00
$34.99*
Save 30% OFF
High-Top Double Strap Sneakers
Clearance
| Toddler Boy
High-Top Double Strap Sneakers
$45.00 $22.85
High-Top Double Strap Sneakers
Clearance
| Toddler Boy
High-Top Double Strap Sneakers
$45.00 $19.85
High-Top Triple Strap Sneakers
Online ExclusiveOnline Only
| Toddler Boy
High-Top Triple Strap Sneakers
$45.00 $30.00
Sailboat Button-Front Shirt
Online ExclusiveOnline Only
| Toddler Boy
Sailboat Button-Front Shirt
$40.00 $24.00
Skating Bananas Button-Front Shirt
Online ExclusiveOnline Only
| Toddler Boy
Skating Bananas Button-Front Shirt
$40.00 $24.00
Plaid Button-Front Shirt
Online ExclusiveOnline Only
| Toddler Boy
Plaid Button-Front Shirt
$40.00 $24.00
Plaid Button-Front Shirt
Online ExclusiveOnline Only
| Toddler Boy
Plaid Button-Front Shirt
$40.00 $20.00
Plaid Button-Front Shirt
Online ExclusiveOnline Only
| Toddler Boy
Plaid Button-Front Shirt
$40.00 $24.00
Twill Flannel Button-Front Shirt
Best Seller
Clearance
| Toddler Boy
Twill Flannel Button-Front Shirt
$34.00 $12.85
Plaid Twill Flannel Button-Front Shirt
Online ExclusiveOnline Only
| Toddler Boy
Plaid Twill Flannel Button-Front Shirt
$34.00
$23.79*
Save 30% OFF
Plaid Twill Flannel Button-Front Shirt
Online ExclusiveOnline Only
| Toddler Boy
Plaid Twill Flannel Button-Front Shirt
$34.00
$23.79*
Save 30% OFF
Plaid Poplin Button-Front Shirt
Clearance
| Toddler Boy
Plaid Poplin Button-Front Shirt
$30.00 $16.85
3-Piece Plaid Dress Me Up Set
Clearance
| Toddler Boy
3-Piece Plaid Dress Me Up Set
$60.00 $29.85
3-Piece Gingham Dress Me Up Set
Clearance
| Toddler Boy
3-Piece Gingham Dress Me Up Set
$60.00 $29.85
Long Sleeve Button-Front Shirt
| Toddler Boy
Long Sleeve Button-Front Shirt
$36.00
$28.80*
Save 20% OFF
Long Sleeve Striped Uniform Shirt
Clearance
| Toddler Boy
Long Sleeve Striped Uniform Shirt
$36.00 $14.85
Long Sleeve Button-Front Shirt
| Toddler Boy
Long Sleeve Button-Front Shirt
$36.00
$28.80*
Save 20% OFF
Velcro Uniform Sneaker
Clearance
| Toddler Boy
Velcro Uniform Sneaker
$40.00 $16.85
Dinosaur Slip-On Shoes
Clearance
| Toddler Boy
Dinosaur Slip-On Shoes
$35.00 $19.85
Dress Shoes
Clearance
| Toddler Boy
Dress Shoes
$40.00 $19.85
Dress Shoes
Clearance
| Toddler Boy
Dress Shoes
$40.00 $19.85
Boat Shoes
Clearance
| Toddler Boy
Boat Shoes
$40.00 $24.85
Oxford Dress Shoes
Clearance
| Toddler Boy
Oxford Dress Shoes
$40.00 $19.85
Oxford Dress Shoes
Clearance
| Toddler Boy
Oxford Dress Shoes
$40.00 $16.85
Boat Shoes
Clearance
| Toddler Boy
Boat Shoes
$35.00 $12.85
Boat Shoes
Clearance
| Toddler Boy
Boat Shoes
$40.00 $24.85
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