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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(52 Products)
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Velcro Oxford Dress Shoes
New Arrival
| Toddler Boy
Velcro Oxford Dress Shoes
$50.00 $30.00
High-Top Double Strap Sneakers
New Arrival
| Toddler Boy
High-Top Double Strap Sneakers
$45.00 $30.00
High-Top Double Strap Sneakers
New Arrival
| Toddler Boy
High-Top Double Strap Sneakers
$45.00 $30.00
High-Top Triple Strap Sneakers
New Arrival
| Toddler Boy
High-Top Triple Strap Sneakers
$45.00 $30.00
Sailboat Button-Front Shirt
| Toddler Boy
Sailboat Button-Front Shirt
$40.00
$27.99*
Save 30% OFF
Skating Bananas Button-Front Shirt
| Toddler Boy
Skating Bananas Button-Front Shirt
$40.00
$27.99*
Save 30% OFF
Plaid Button-Front Shirt
| Toddler Boy
Plaid Button-Front Shirt
$40.00
$27.99*
Save 30% OFF
Plaid Button-Front Shirt
Online ExclusiveOnline Only
| Toddler Boy
Plaid Button-Front Shirt
$40.00
$27.99*
Save 30% OFF
Denim Jacket
Online ExclusiveOnline Only
| Toddler Boy
Denim Jacket
$80.00
$55.99*
Save 30% OFF
Plaid Button-Front Shirt
Online ExclusiveOnline Only
| Toddler Boy
Plaid Button-Front Shirt
$40.00
$27.99*
Save 30% OFF
Twill Flannel Button-Front Shirt
| Toddler Boy
Twill Flannel Button-Front Shirt
$34.00
$23.79*
Save 30% OFF
Plaid Twill Flannel Button-Front Shirt
| Toddler Boy
Plaid Twill Flannel Button-Front Shirt
$34.00
$23.79*
Save 30% OFF
Plaid Twill Flannel Button-Front Shirt
| Toddler Boy
Plaid Twill Flannel Button-Front Shirt
$34.00
$23.79*
Save 30% OFF
Plaid Poplin Button-Front Shirt
| Toddler Boy
Plaid Poplin Button-Front Shirt
$30.00
$20.99*
Save 30% OFF
Suspenders
| Toddler Boy / Boy
Suspenders
$18.00
$12.59*
Save 30% OFF
3-Piece Plaid Dress Me Up Set
| Toddler Boy
3-Piece Plaid Dress Me Up Set
$60.00 $30.00
3-Piece Gingham Dress Me Up Set
| Toddler Boy
3-Piece Gingham Dress Me Up Set
$60.00 $30.00
3-Piece Schiffli Dress Me Up Set
| Toddler Boy
3-Piece Schiffli Dress Me Up Set
$60.00 $30.00
3-Piece Dinosaur Dress Me Up Set
| Toddler Boy
3-Piece Dinosaur Dress Me Up Set
$60.00 $30.00
Plaid Poplin Button-Front Shirt
Online ExclusiveOnline Only
| Toddler Boy
Plaid Poplin Button-Front Shirt
$30.00
$20.99*
Save 30% OFF
Twill Pants
Online ExclusiveOnline Only
| Toddler Boy
Twill Pants
$38.00
$26.59*
Save 30% OFF
Checkered Twill Button-Front Shirt
Online ExclusiveOnline Only
| Toddler Boy
Checkered Twill Button-Front Shirt
$32.00
$22.39*
Save 30% OFF
Plaid Twill Button-Front Shirt
Online ExclusiveOnline Only
| Toddler Boy
Plaid Twill Button-Front Shirt
$32.00
$22.39*
Save 30% OFF
Button-Front Flannel Shirt
Online ExclusiveOnline Only
| Toddler Boy
Button-Front Flannel Shirt
$40.00
$27.99*
Save 30% OFF
Button-Front Plaid Shirt
Online ExclusiveOnline Only
| Toddler Boy
Button-Front Plaid Shirt
$36.00
$25.19*
Save 30% OFF
Plaid Button-Front Shirt
Online ExclusiveOnline Only
| Toddler Boy
Plaid Button-Front Shirt
$36.00
$25.19*
Save 30% OFF
Plaid Poplin Button-Front Shirt
Online ExclusiveOnline Only
| Toddler Boy
Plaid Poplin Button-Front Shirt
$30.00 $15.00
2-Piece Gingham Button-Front Top & Canvas Short Set
Online ExclusiveOnline Only
| Toddler Boy
2-Piece Gingham Button-Front Top & Canvas Short Set
$34.00
$23.79*
Save 30% OFF
Long Sleeve Button-Front Shirt
| Toddler Boy
Long Sleeve Button-Front Shirt
$36.00
$25.19*
Save 30% OFF
Long Sleeve Striped Uniform Shirt
| Toddler Boy
Long Sleeve Striped Uniform Shirt
$36.00
$25.19*
Save 30% OFF
Long Sleeve Button-Front Shirt
| Toddler Boy
Long Sleeve Button-Front Shirt
$36.00
$25.19*
Save 30% OFF
Logo Polo
| Toddler Boy
Logo Polo
$26.00
$18.19*
Save 30% OFF
Checkered Poplin Button-Front Shirt
Online ExclusiveOnline Only
| Toddler Boy
Checkered Poplin Button-Front Shirt
$34.00 $17.00
Plaid Poplin Button-Front Shirt
Clearance
| Toddler Boy
Plaid Poplin Button-Front Shirt
$30.00 $12.85
Striped Poplin Button-Front Shirt
Clearance
| Toddler Boy
Striped Poplin Button-Front Shirt
$30.00 $12.85
Plaid Poplin Button-Front Shirt
Clearance
| Toddler Boy
Plaid Poplin Button-Front Shirt
$30.00 $12.85
2-Piece Plaid Button-Front Top & Canvas Pant Set
Clearance
| Toddler Boy
2-Piece Plaid Button-Front Top & Canvas Pant Set
$36.00 $16.85
Plaid Poplin Button-Front Shirt
Online ExclusiveOnline Only
Clearance
| Toddler Boy
Plaid Poplin Button-Front Shirt
$28.00 $12.85
Plaid Button-Front Shirt
Online ExclusiveOnline Only
Clearance
| Toddler Boy
Plaid Button-Front Shirt
$30.00 $12.85
Button-Front Striped Shirt
Online ExclusiveOnline Only
Clearance
| Toddler Boy
Button-Front Striped Shirt
$40.00 $24.85
Plaid Button-Front Shirt
Online ExclusiveOnline Only
Clearance
| Toddler Boy
Plaid Button-Front Shirt
$38.00 $19.85
Flat-Front Canvas Shorts
Online ExclusiveOnline Only
Clearance
| Toddler Boy
Flat-Front Canvas Shorts
$30.00 $14.85
Button-Front Plaid Shirt
Online ExclusiveOnline Only
Clearance
| Toddler Boy
Button-Front Plaid Shirt
$40.00 $24.85
Button-Front Plaid Shirt
Online ExclusiveOnline Only
Clearance
| Toddler Boy
Button-Front Plaid Shirt
$40.00 $24.85
Button-Front Plaid Shirt
Online ExclusiveOnline Only
Clearance
| Toddler Boy
Button-Front Plaid Shirt
$38.00 $19.85
Plaid Poplin Button-Front Shirt
Online ExclusiveOnline Only
Clearance
| Toddler Boy
Plaid Poplin Button-Front Shirt
$28.00 $12.85
Flat-Front Canvas Shorts
Online ExclusiveOnline Only
Clearance
| Toddler Boy
Flat-Front Canvas Shorts
$30.00 $14.85
Suspenders
| Toddler Boy / Boy
Suspenders
$18.00
$12.59*
Save 30% OFF

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