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

Pro 20

$65.00

Pro 20: classic sneaker style with a rolling twist.

✓ Smooth rolling

✓ Adjustable lace fit

✓ Durable rubber sole

ColorBLACK/GUM

Caught between sizes? Size up for the best fit!

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Pro 20

10M/11W / BLACK/GUM

Pro 20 fuses heritage skate aesthetic with modern performance, giving you a confident, stylish ride from the moment you step out. Built around a Black Nylon Canvas Upper for everyday comfort and durability, these shoes pair premium materials with a stability-focused heel and a smooth, responsive wheel setup.

  • Black Nylon Canvas Upper delivers comfort and durability for daily wear.
  • Supportive heel with tone-on-tone branding boosts stability during moves and quick pivots.
  • Durable gum rubber outsole provides reliable traction on varied surfaces.
  • Long-lasting black nylon lace secures a precise, personalized fit.
  • Low-profile rubber wheel with ABEC 5 bearings delivers smooth, confident rolling.

To dial in the fit, tighten the nylon laces and confirm the heel remains supported for stability on curves and ramps.

Ships quickly and offers an easy returns process if you need a different size or style.

  • 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, 9M/10W, 10M/11W, 11M/12W, 12M, 13M, 14M, 15M. 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

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
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
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
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
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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