Heelys are the original wheelie shoes. They are fun and stylish, and you’re sure to have a great time with them. The wheels are detachable, so you can switch your Heelys to regular walking shoes in a matter of seconds.

Heelys Shoe Sizes

You can determine the correct size for Heelys shoes with wheels the same way as with regular sneakers. Use the size chart included in the product details to find the right fit.

How to Find the Right Heelys Size

The best method is to place a piece of paper on the floor against a wall. Stand barefoot on the paper with your heel touching the wall and trace your foot. Use a pen to mark the tip of your longest toe. Then simply measure the distance from the edge of the paper to the mark you made. For a comfortable fit, the inside of the shoe should be slightly larger. If choosing Heelys for a child, we recommend selecting one size up from their usual size.

Measuring foot size for Heelys shoes against a wall

Sometimes, children might feel that their heel lifts slightly while trying on the shoes. This is due to the lower inner platform to accommodate the wheel, so slight heel lift is not an issue.

Types of Heelys

Shoes with wheels by Heelys are available in a variety of styles:

Classic Skate Shoe

  • Upper made of synthetic leather, vinyl, or synthetic nubuck
  • Wider fit
  • Classic laces

Heelys Chupa Chups shoes with classic skate design

Canvas Shoe in Converse Style

  • Canvas or vinyl upper
  • More interior space (less padding)

Heelys Simpsons shoes in Converse style

High-Cut Shoe

  • Upper varies by model
  • Extra ankle support (although not necessary, all Heelys provide adequate ankle support)

Heelys Spongebob high-cut shoes with ankle support

Difference Between 1-Wheel and 2-Wheel Heelys

The wheels make this brand unique, and you can even choose between Heelys with 1 or 2 wheels.

Heelys with Two Wheels

The X2 model is ideal for younger children. Two wheels provide greater stability and balance. When the child is ready for one wheel, the smaller front wheel can be easily removed, turning the shoe into a classic Heelys model.

The back wheel is slightly larger than the front, which helps the user balance on the heel and provides extra support. This model offers more stability and safety as it is closer to the ground, making it easier to return to a neutral position. X2 models also come with elastic bands instead of laces.

Heelys X2 shoes with two wheels for enhanced stability

Heelys with One Wheel

The single-wheel model has a larger wheel, allowing the user to be higher off the ground and gain more speed. Single-wheel Heelys are the classic choice.

Collaborations and Limited Editions

Heelys designs are further enriched by unique collaborations. Limited editions include partnerships with Minecraft, Marvel, Barbie, The Simpsons, MTV, and more. Recently, Heelys introduced new shoe designs in collaboration with GUESS and Tommy Hilfiger, ensuring there’s something for everyone.

Heelys limited edition designs including Minecraft, Marvel, and others