Shop Payless for all your needs in kids' shoes! Our selection of slip-on shoes and dress shoes for boys will keep your child comfortable and stylish in any situation.

  • BOGO!168322010
    Boys' Grant Slip-On Dress Shoes, Brown, hi-res
    $19.99
     4.0 star rating
    (10 reviews).
    Buy One, Get One 50% Off!
  • BOGO!079319060
    Boys' Daniel Dress Slip-On, Black, hi-res
    $19.99
     3.5 star rating
    (28 reviews).
    • Wide Width Available
    Buy One, Get One 50% Off!
  • BOGO!165795010
    Sale!
    Boys' Grant Bit Slip-On, Black, hi-res
    $19.99 reg $24.99
     4.0 star rating
    (4 reviews).
    Buy One, Get One 50% Off!
  • BOGO!165793050
    Sale!
    Boys' Grant Slip-On, Black, hi-res
    $19.99 reg $24.99
     4.0 star rating
    (10 reviews).
    Buy One, Get One 50% Off!
  • BOGO!171033010
    Sale!
    Boys' Infant Winston Soft Sole Dress Loafer, Black, hi-res
    $6.99 reg $12.99
    Buy One, Get One 50% Off!

Slip-On Dress Shoes for Boys

Effortlessly stylish and endlessly comfortable, slip-on boys' shoes from Payless are the right choice when your child needs to dress up for a special occasion. We carry sizes for older boys as well as infant and toddler dress shoes so you can find the right pair of shoes for kids of any age.

You won’t find a shoe with better easy-on/easy-off convenience than the boys' slip-on dress shoes. With handsome and stylish looks, these slip-ons are perfect for boys who need to dress up without sacrificing any comfort. Soft insoles and SmartFit Tried and True technology ensure a roomy yet snug fit any boy will appreciate, especially toddlers on the move.

The selection of boys' dress shoes at Payless.com and a Payless store near you includes a wonderful variety of slip-on boys' dress shoes for any special occasion. Your wallet will thank you for shopping Payless’ affordable everyday prices, and you find even more savings at the Payless deals and coupons page and by signing up for the Payless text program.

Refine Your Results By:

Boys

width

price