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Heelys _ Pro 20 _ _ Shoes
  • Heelys _ Pro 20 _ _ Shoes
  • Heelys _ Pro 20 _ _ Shoes
  • Heelys _ Pro 20 _ _ Shoes
  • Heelys _ Pro 20 _ _ Shoes
  • Heelys _ Pro 20 _ _ Shoes
Pro 20
Rated 4.7 out of 5
Based on 2038 reviews

Pro 20

$60.00

Pro 20: classic sneaker style with a rolling twist.

✓ Smooth rolling

✓ Adjustable lace fit

✓ Durable rubber sole
ColorBLACK/WHITE/PINK

Heelys Size Chart

Sorry, we don’t do half sizes. At Heelys, we do everything in full — but if you’re between sizes, we recommend sizing up for the best fit.

USA Youth (Y) USA Women (W) USA Men (M) UK EU CM Inches
12Y--1130176.75
13Y--1231187.0
1Y--1332197.5
2Y--133207.75
3Y--234218.25
4Y5W-335228.75
5Y6W-436.5239.0
6Y7W-538249.5
7Y8W-639259.75
8Y9W-740.52610.25
-10W9M8422710.75
-11W10M9432811.0
-12W11M1044.52911.5
--12M1145.53011.75
--13M12473112.25
--14M1348.53212.5
--15M1449.53313.0

Step 1: Place a sheet of paper on the floor against a wall. Stand on it with your heel against the wall.

Step 2: Mark the tip of your longest toe. Repeat for both feet.

Step 3: Measure from the wall edge to the mark in centimeters or inches, and compare with the size chart above.

Between sizes? Measurements are approximate. If you are between sizes, we recommend sizing up.

Caught between sizes? Size up for the best fit!

Pro 20

7Y/8W / BLACK/WHITE/PINK

Pro 20

What is Pro 20? A modern update to our classic Pro 19 style that blends a canvas upper with a secure lace closure, low-profile wheels, and ABEC 5 bearings for a smoother, more controlled ride. This model preserves the heritage while delivering a lighter, more versatile feel for everyday skating.

  1. What makes it different: a canvas upper and updated silhouette for a freer, lighter ride while retaining Pro 19's familiar fit.
  2. How to wear: lace closure ensures a secure yet adjustable fit; start loose, then tighten for comfort during sessions.
  3. Best use: ideal for daily cruising, urban skating, and light tricks where stability and smooth roll matter, thanks to low-profile wheels and ABEC 5 bearings.
  4. Why choose Pro 20: improved breathability, consistent turning, and reliable glide that differentiates it from older styles.
  5. What is the fit: canvas upper offers breathable comfort, while the lace closure provides adjustable security for a snug ride across different foot shapes.

Next steps: explore size options and add Pro 20 to your cart to upgrade your daily ride.

  • Modern update to our classic Pro 19 style
  • Canvas upper
  • Lace Closure
  • Low profile wheels
  • ABEC 5 bearings
  • Secure Checkout

    Safe and easy payments every time

  • $7.99 Flat Rate

    Applies to U.S. freight-rate shipping only

  • Customer Support

    Friendly help whenever you need it

  • 30-Day Returns

    Shop with confidence, free 30-day returns

Heelys _ Pro 20 _ _ ShoesHeelys _ Pro 20 _ _ Shoes

Smooth rolling

Low-profile wheels and ABEC 5 bearings support a smooth roll. Lace closure lets you fine-tune the fit.

  • Heelys _ Pro 20 _ _ Shoes
  • Adjustable lace fit

    Low-profile wheels and ABEC 5 bearings support a smooth roll.

    Smooth rolling

    Low-profile wheels and ABEC 5 bearings support a smooth roll.

  • Adjustable lace fit

    Low-profile wheels and ABEC 5 bearings support a smooth roll.

    Adjustable lace fit

    Lace closure lets you fine-tune the fit.

  • Durable rubber sole

    A rubber sole provides grip and durability for everyday wear.

    Durable rubber sole

    A rubber sole provides grip and durability for everyday wear.

  • Durable rubber sole

    A rubber sole provides grip and durability for everyday wear.

    Canvas upper

    A canvas upper brings classic sneaker texture to the design.

Heelys _ Pro 20 _ _ ShoesHeelys _ Pro 20 _ _ Shoes

Durable rubber sole

A rubber sole provides grip and durability for everyday wear. A canvas upper brings classic sneaker texture to the design.

Questions before you order?

Sizing, delivery, and the details that matter.

What wheel or bearing features does this style have?
Low-profile wheels and ABEC 5 bearings support a smooth roll.
What features help with comfort or fit?
Lace closure lets you fine-tune the fit.
Which sizes does this style come in?
This listing includes these size options: 13Y, 1Y, 2Y, 3Y, 4Y/5W, 5Y/6W, 6Y/7W, 7Y/8W, 8Y/9W, 9Y/10W. Check the size selector for current availability and refer to the Heelys size chart before ordering.
When will my order arrive?

Allow 2–3 business days for processing, plus delivery time. Busy periods can take longer. Available shipping methods and transit estimates appear at checkout; see Shipping & Returns.

Can I return this item or choose a different size?

Qualifying unused items in original packaging can be returned under our return policy; Final Sale items are excluded. We do not offer direct exchanges. Return an eligible item and place a new order for the size or style you want.

View all FAQs

Customer Reviews

Write a Review
average rating 4.7 out of 5
Based on 2038 reviews
  • 5 Stars
    1726 Reviews
  • 4 Stars
    197 Reviews
  • 3 Stars
    47 Reviews
  • 2 Stars
    19 Reviews
  • 1 Star
    49 Reviews
95% of reviewers would recommend this product to a friend
Sizing
Rated 0 on a scale of minus 2 to 2, where minus 2 is Runs Small, 0 is True to Size and 2 is Runs Large
Width
Rated 0 on a scale of minus 2 to 2, where minus 2 is Narrow, 0 is Just Right and 2 is Wide
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2038 Reviews
Reviewed by Kyle
Pro 20
Reviewing
Pro 20
I recommend this product
Rated 5 out of 5
Review posted

5 Stars

shipping was good

looks good just didn't fit

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Reviewed by Nancy
Pro 20 Prints Glow
Reviewing
Pro 20 Prints Glow
I recommend this product
Rated 5 out of 5
Review posted

5 Stars

My son loves them. Thank you

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Reviewed by Emily
Pro 20 Prints Glow
Reviewing
Pro 20 Prints Glow
I recommend this product
Rated 5 out of 5
Review posted

5 Stars

First pair of Heelys and I absolutely love this pair. <3

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Reviewed by VincenT
Pro 20
Reviewing
Pro 20
I recommend this product
Rated 5 out of 5
Review posted

5 Stars

They fit comfortably and roll smoothly, super nostalgic

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Reviewed by Dusty
Hello Kitty Pro 20
Reviewing
Hello Kitty Pro 20
I recommend this product
Rated 5 out of 5
Review posted

5 Stars

Omg if your kiddo loves hello kitty these are super cute, good quality and arrived on time!

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