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Kids/Little Kid/Clothing
Top 10 Boys Dress Shirts

Boys Dress Shirts For Any Occasion

Boys Dress Shirts For Any Occasion

Finding the perfect dress shirt for your boy can be just as hard as getting him to wear a dress shirt. Lucky for you, we've not only found the best dress shirts on the market, but we've made sure to take into account your little one's needs. Comfort, moveability, and style are of the utmost importance when searching for the perfect dress shirts, and those are all features of the shirts listed below. Using our algorithm factoring in best-selling buzz, editorial selections, and real user reviews, we've compiled a list of the Top 10 Best Boys Dress Shirts that are kid and parent-approved. In no time, your boy will be looking and feeling his best self in any of these dapper dress shirts! Opening image: oldnavy.com

Did you like our 10 Best Boys Dress Shirts? Shop all our Top 10 Kids lists to discover more top-ranked finds!  

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June 27, 2019

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Top 10 Lists serve as unbiased shopping guides to the most trusted product recommendations on the internet. Products are scored and ranked using an algorithm backed by data consumers find most valuable when making a purchase. We are reader-supported and may earn a commission when you shop through our links.

The Rankings


Tommy Hilfiger Long-Sleeve Button-Up Shirt

Our Score

LOVED FOR: The accents make this classic shirt featuring a pointed collar and stitching detail.

USERS SAID: "This shirt looked great on my son and was very comfortable. Looks great after washing too!"


Cat & Jack Long Sleeve Button-Down Shirt

Our Score

WHERE TO WEAR: This button-down instantly takes any outfit up a notch—it'll look great paired with jeans for the school day, with khakis for a family dinner out or with a suit for a formal event.

LOVED FOR: Made from a cotton blend, this dress shirt will breathe as your child wears it, keeping him cool and comfy no matter the occasion.


Tommy Hilfiger Pinpoint Oxford Shirt

Our Score

STYLE WITH: For a dressier look, pair with slacks or khakis. For a casual-cool look, pair with jeans.

WHERE TO WEAR: Recitals, special family occasions, and nice dinners


Calvin Klein Slim Fit Solid Stretch Poplin Shirt

Our Score

HELPFUL TIP: This shirt has a slim fit, so go up a size if you're in between sizes.

USERS SAID: "The shirt was exactly as it appeared online when ordered. When my son tried it on, he smiled. The shirt fitted him perfectly. The material is soft. This shirt fit as if it was made for my skinny length little man. He was the most handsome little man at his fifth-grade graduation!"


Old Navy Lightweight Built-In Flex Oxford Uniform Shirt

Our Score

BEST FOR: An ultra-comfy fit

LOVED FOR: Made with Old Navy's special Built-In Flex stretch technology, this shirt is an affordable option for great movability.


Gap Kids Uniform Oxford Long Sleeve Shirt

Our Score

USERS SAID: "These shirts are great! They wear like iron and are cut long enough to tuck into pants but also not so long that they can't be worn untucked."

BEST FOR: A versatile shirt that can be dressed up or down


The Children's Place Long Sleeve Uniform Oxford Shirt

Our Score

BEST FOR: An everyday uniform shirt at the best value

USERS SAID: "I love that this shirt is a thicker weight than a lot of other children's button-ups. You can't see straight through it and that certainly speaks to quality."


Cat & Jack Long Sleeve Button-Down Shirt

Our Score

BEST FOR: A closet staple he'll be comfortable in

STYLE WITH: Layer under a sweater or blazer or wear alone with a pair of chinos


IZOD Long Sleeve Solid Button-Down Oxford Shirt

Our Score

BEST FOR: A durable wardrobe necessity  

USERS SAID: "This is a great shirt! It is on the thicker side and the perfect shade of light blue. The texture makes it nicer than a plain thin dress shirt. We used it for pictures and it also looked good when we cuffed up the sleeves for a more casual look." 


Calvin Klein Long Sleeve Sateen Dress Shirt

Our Score

USERS SAID: "The style and fit were perfect! Loved everything about this shirt. Crisp, bright white and lightweight, but not extremely thin or cheap.

BEST FOR: Layering under a suit or blazer

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