Verdict from +100 user reviews

6 reasons to buy

  • Nearly all who reviewed the Vans Checkerboard Old Skool praised the exemplary style of the sneaker. They called the shoe “rad,” “dope,” and “fresh.”
  • The casual low-top footwear is comfortable and needs no breaking-in, several purchasers said.
  • According to a good number of testers, the lifestyle sneaker runs true to size.
  • The Checkerboard Old Skool is a versatile footwear that is a great addition to any collection, some consumers remarked. They added that the shoe could go with different outfits and looks.
  • A few customers declared that the low-top sneaker is “one of the best shoes you can buy for their pricing.”
  • The Vans Checkerboard Old Skool provides a nice fit, a handful of individuals remarked. They also mentioned that the shoe could accommodate thin inserts if you wish for more cushioning.

2 reasons not to buy

  • A few people were disappointed that the black squares on the Vans Checkerboard Old Skool came lighter than expected. 
  • Two people wished the insole of the sneaker was removable.

Bottom line

Vans brings two of the most well-loved Vans favorites together—the Old Skool silhouette and the checkerboard pattern. When combined, they create an eye-grabbing design that’s great for strutting on the streets. The shoe is comfortable, durable, and gives an excellent fit.

The checkerboard squares are far from a pure black color and the shoe can only accommodate thin inserts. But with its low pricing, the points are stacked firmly in the shoe’s favor.

Tip: see the best sneakers.

Good to know

Great style knows no boundaries and the Vans Checkerboard is much the same way. The model is a unisex shoe and is available in men’s measurements. Women can convert to their size by subtracting one size and a half from their usual shoe measurement.

The shoe makes use of a traditional lace-closure system for fit adjustment and secure lockdown.

Go flashy the old-school way. The Vans Checkerboard Old Skool is a funky shoe that just looks hip no matter how you style it. The sneaker particularly looks great with olive shades. One way women can wear the sneaker is to pair it with short denim overalls and a tank top in tonal shades of olive. Men can utilize the same green hue in their jeans and combine it with a black tee.

The coveted Vans checkerboard print has found a new home in the iconic Old Skool, resulting in a head-turning footwear that anyone would be proud to show off. This sharp-looking new style, however, is accompanied by the same trusty sturdiness, flexibility, and comfort of the Old Skool silhouette.

The Vans Checkerboard Old Skool is inspired by the legendary silhouette that has remained in production despite being released some forty-odd years ago. In 1977, the brand debuted the Old Skool, their first-ever model to feature the famous leather sidestripe that proclaims a shoe is unmistakably Vans.

The Old Skool had a hip style and was a favorite among skateboarders and everyone else who wanted to get away from the mainstream shoes of the time. The sneaker was made of suede and canvas and had reinforced toecaps. The design also had the happy coincidence of being ideal for unleashing creativity, and soon Vans Old Skool shoes with shades and doodles of all kinds were sprouting up, courtesy of their artistic owners.

Despite the decades that have passed since the icon’s release, it has remained as relevant as ever. One proof of this is the number of iterations and collabs that have come out based on the low-top’s silhouette. One example of which is this very retro-inspired Checkerboard Old Skool that combines the two of the best things that the brand is known for—the Old Skool silhouette and the checkerboard print that debuted on Style #48, or more commonly known as the Checkerboard Slip-On.

  • The Vans Checkerboard Old Skool features a suede material on the toecap, heel, and along the tongue for added durability while canvas covers most of the shoe’s upper.


How Vans Checkerboard Old Skool ranks compared to all other shoes
Top 8% sneakers
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Top 19% Vans sneakers
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Top 8% low sneakers
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The current trend of Vans Checkerboard Old Skool.
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Danny McLoughlin
Danny McLoughlin

Danny McLoughlin is a researcher for RunRepeat covering football, sneakers and running. After graduating with a degree in computer science from The University of Strathclyde, Danny makes sure never to miss a game of his beloved Glasgow Rangers or the Scotland national football team. He has been featured in prestigious publications such as The Washington Post, The Irish Times, Footwear News and the like.