Top 10 Boys Dress Shoes

WHY IT MADE THE LIST: Adorable looks aside, reviewers love these dapper penny loafers for their durability and comfortable feel. Your kiddo will be able to wear them for hours on end without complaints, and they'll last through the school year and then some.

USER REVIEW: "My eight-year-old son loves these loafers. I bought them for him to wear with a suit and he is not used to this type of shoe. If it were up to him, he'd wear soccer cleats every day. But I asked him to wear them to school just to walk into the classroom, and he said they were very comfortable. I am so relieved!"

WHY IT MADE THE LIST: The shiny leather makes these loafers stand out from the rest—they'll be perfect for dressier occasions. Plus, reviewers say that they're durable and easy to maintain.

ADDITIONAL THINGS TO KNOW: This style runs large, so we recommend sizing down for a just-right fit.

WHY IT MADE THE LIST: Even though they're some of the most affordable in the bunch, the look and feel of these shoes would fool you into thinking otherwise. They're the kind you'll want to buy again as soon as he grows out of them—trust us.

USER REVIEW: "I got these for my six-year-old, and he absolutely loves them. He wore them to a wedding and didn’t complain about them at all. I have a picky kid, and he will tell me if something is uncomfortable, but these were good to his tiny feet."

WHY IT MADE THE LIST: Complete with a super cushy insole, these dress shoes will allow your little one to run and play as much as he pleases without getting tired feet. Plus, the brogue details are too cute for words.

ADDITIONAL THINGS TO KNOW: These are available in tons of other colors—think sleek black, navy, and even a handsome black and white pair that's perfect for weddings.

WHY IT MADE THE LIST: Featuring contrasting laces and a casual sole, these shoes are an excellent choice for occasions that require just a little dressing up. According to the reviews, they're just as polished as they are comfortable.

ADDITIONAL THINGS TO KNOW: Though they have laces, these shoes are actually slip-ons—they'll be a breeze for him to put on and take off.

WHY IT MADE THE LIST: With their brogue details and gorgeous leather, these shoes are just as good-looking as the adult version. To top it all off, they also have a memory foam insole that pretty much guarantees they're the most comfortable boys dress shoes out there.

ADDITIONAL THINGS TO KNOW: These have a mesh lining that ensures they're extra breathable.

WHY IT MADE THE LIST: The perforated leather, the breathable memory-foam footbed, the cushy sole that'll let him be as active as he wants—it's easy to see why shoppers rave about these cute little oxfords so much.

USER REVIEW: "These have the quality of the adult version with sizing to accommodate smaller feet! They are extremely lightweight, very comfortable, and durable. High value to price ratio. Strongly recommend!"

WHY IT MADE THE LIST: These have a square toe for an extra sharp look, plus a cushioned footbed for extra comfort in each step. And the $40 price? Hard to beat.

ADDITIONAL THINGS TO KNOW: If he'll be wearing a tux anytime soon, these sleek shoes will make a perfect match.

WHY IT MADE THE LIST: With over 1,900 rave reviews on Amazon, these dapper dress shoes have so much going for them. The durable synthetic sole and TPR bottom provide reliable traction, and the memory foam sole means discomfort is out of the question.

ADDITIONAL THINGS TO KNOW: If your little one likes to make a mess (don't they all?), don't stress—these easy-care shoes effortlessly wipe clean with a damp cloth.

WHY IT MADE THE LIST: A number one best-seller on Amazon, these dress shoes boast gorgeous leather, a classic look, and a sweat-absorbent, breathable insole for superior comfort. Best of all? You can have them in two days thanks to Amazon Prime.

ADDITIONAL THINGS TO KNOW: These run large, so you'll want to order a size down for the best fit.