Shop Payless for a large selection of boys' dress shoes for all occasions!

Dress Shoes for Boys

Every boy has a special occasion to dress up for from time to time. Make sure his outfit is complete with boys' dress shoes from Payless. With sizes for infants, toddlers, and older boys, you’ll find the right pair of boys’ shoes for kids of every age.

Boys' slip-on shoes are a reliable option with their easy-on/easy-off convenience and sharp looks, including a square toe that offers extra wiggle room for little feet. Slip-ons are especially great as toddler boys’ shoes thanks to SmartFit Tried and True technology that makes them durable and flexible because of hidden gores in the design.

Payless also carries boys’ lace-up Oxfords and alternate closure dress shoes featuring SmartFit technology. Our Oxfords are handsome and stylish with a snug fit while our alternate closure shoes with straps are available in canvas and faux leather designs, giving you the freedom to pick the perfect style for your boy’s outfit.

When it’s time for a special occasion, check out the large selection of boys' dress shoes from or a Payless store near you. These trendy and tasteful boys’ shoes are available at Payless’ affordable everyday prices, and you can save even more by visiting the Payless deals and coupons page and by signing up for the Payless text program.

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