We spent 7.1 hours reading reviews from experts and users. In summary, this is what sneaker fanatics think:

6 reasons to buy

  • The majority of the reviewers have recommended the Vans Cherry Checker Old Skool to a friend.
  • This low-top sneaker has a stylish silhouette with checkerboard and cherry prints that easily blend with different hues, as appreciated by many customers. 
  • Several users have attested that the low-top Vans Cherry Checker Old Skool is a comfortable sneaker that is suitable for all-day walking.
  • This stylish sneaker provides a great fit, as pointed out by a few.
  • A couple of happy buyers have testified that they receive compliments whenever they wear this kind of Vans sneakers.
  • This updated version of the Old Skool is up for grabs at a budget-friendly pricing point.

1 reasons not to buy

  • A consumer has noted that it would be better if the Vans Cherry Checker Old Skool also comes with a pair of white shoelaces.

Bottom line

With another new look, the Vans Cherry Checker Old Skool is available at a budget-friendly price. Like other head-turning Vans Old Skools, this iteration can easily blend with a lot of colors and outfits, soliciting compliments from others. You can confidently walk with it as it gives the all-day comfort that you need. Check out this uniquely designed sneaker, if you are searching for footwear that can stand out from the crowd.



A top 2% best sneaker
A top rated Vans sneaker
It has never been more popular than this June

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The low-top Vans Cherry Checker Old Skool is available in men’s and women’s sizing. It is made of durable canvas and suede uppers that offer sufficient foot breathability. The lace-up closure system gives an adjustable fit while the padded collar ensures support. It has a soft textile lining that provides a next-to-skin feel and the padded tongue for extra comfort. For impact resistance, a cushioned footbed is installed.

With the signature low-top profile, the Vans Cherry Checker Old Skool ensures adequate ankle mobility. It has a checkerboard pattern with cherry prints all throughout, providing another unique design and fashion-forward aesthetic appeal. This design adds a lot of flare to its retro-classic silhouette that offers a look that never goes of style. This unisex sneaker can smoothly go well with a variety of outfits. Men and women can wear them with their joggers, fitted jeans, shorts or jumpsuits. Ladies can also pair it with skirts. 

The Vans Cherry Checker Old Skool is another iteration with a unique and head-turner design. It has the black and white checkerboard pattern with the cherry print all throughout that will surely catch your eye. Another noteworthy feature of this sneaker is its re-enforced toe caps. It has the rubber Duracap along the toe’s edge, as well as double stitching on the high-abrasion areas, for durability.

Initially called the “Style 36,” the Old Skool was originally released in the 1970s. It was made to battle the skateboarding’s wear and tear issue. It also provided skaters better board feel as well as excellent grip. Then later, the checkerboard pattern was applied to the silhouette of the Old Skool.

The checkerboard pattern started when Steve Van Doren, son of the Vans’ founder, observed and saw the SoCal’s youth draw the checkerboard print across their shoe’s sidewalls. Back then, it was a typical practice for the young people of SoCal to express their individuality by customizing their shoes.

This creative idea made Steve decide and apply the pattern first on the “Style 48” or the Vans Authentic, then later on to the silhouette of Old Skool, Slip-on and SK8-Hi. The pattern became so popular and was even seen in the 1980s movie “Fast Times at Ridgemont High” which starred skater Sean Penn.

Another iteration, the Vans Cherry Checker Old Skool, was released in 2017. Although the Old Skool has been updated countless times, the checkerboard remains a beloved classic. This version of the Old Skool is where the checkerboard pattern was given a new life and style by fusing it with a twist of cherry prints all throughout, having the best of both worlds on its iconic upper. This sneaker has durable canvas and suede uppers that sit atop of a waffle-tread pattern outsole. It has a stylish aesthetic appeal that can blend with different outfits, spicing up your look.

  • The iconic Vans Sidestripe is patched in leather material.
  • The Vans Cherry Checker Old Skool is only available in the black/gum colorway.
  • On the heel, the “Off The Wall” license plate is in the red palette.
  • This sneaker has gum outsoles that offer flexible grip and traction.
Danny McLoughlin
Danny McLoughlin

Danny is a sneakerhead turned sneaker industry expert that believes a good outfit begins from the feet up. His aunt currently isn't speaking to him for wearing a pair of kicks at his cousin's wedding. He spends most of his time trying to keep on top of the latest releases, hitting up his contacts and doing what needs to be done to secure his next pickup. Danny has been featured in prestigious publications such as The Washington Post, The Irish Times, Footwear News and the like.