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10 Coolest Vans Shoes of All Time

Best Vans Shoes for Men, Vans Skate Shoes, Vans Sneakers

Vans shoes, which started as skate shoes have gone on to become some of the coolest fashion shoes today. Also popularized by the Punk Rock bands of the 90s, the checkerboard slip-ons, Old Skool, and the Vans Sk8-Hi are some of the best Vans shoes even today.

That certainly doesn’t mean that you have to be a punk rocker or a skater to rock your Vans. The street cred, however, comes as a major bonus with a pair of Vans.

Another cool thing to love about Vans is how creative expression finds its way to your Vans designs. From colorways to graphic prints to custom designs, you’ll be lost like a kid in a candy store.

While we’ve rounded up the hottest styles from the house of Vans for you, they are in no way the definite list. Take your time, explore your options and find one that’s perfect for you. Here are 10 of the best Vans shoes that you can buy today!

1. Vans Shoes – Old Skool Pro

Best Vans Shoes of All Time, Vans Old Skool Pro Skate Shoes

The Old Skool Pro is a Vans classic upgraded for enhanced performance. It features sturdy canvas and suede uppers, single-wrap foxing tape, and UltraCush HD sockliners providing the highest level of impact cushioning.

Vans original waffle outsoles offer great grip and support, while the DURACAP reinforcement rubber underlays in high wear areas ensure durability. Buy this Now.

2. Vans Shoes – Checkerboard Slip-Ons

Best Vans Shoes of All Time, Vans Chckerboard Slip-ons Skate Shoes

The Classic Checkerboard Slip-Ons are among the top sellers and some of the best Vans shoes ever. These Slip-Ons have a low profile, sport a canvas upper with all-over checker print, and elastic side accents. They also feature the Vans original waffle outsoles and Vans flag label.

These Vans are the everyday shoes you can pair with your cargo shorts or jeans. Besides weathering the wear and tear, they offer you comfort, and are easy to get in and out, in style! Buy this Now.

3. Vans Shoes – Authentic

Best Vans Shoes of All Time, Vans Authentic Skate Shoes

The very first Vans shoes that started it all – the Authentic, continue to be a classic today. These Vans shoes feature a simple low top, lace-up with sturdy canvas, Vans original waffle outsole, metal eyelets and the Vans flag. Throw on a pair of distressed jeans and a white tee with this pair for an effortlessly cool style. Buy this Now.

4. Vans Era Checkerboard Shoes

Best Vans Shoes of All Time, Vans Era Skate Shoes

Similar to the Vans Authentic in looks, these are a slightly bulkier-looking version. The first skate shoes designed by the skateboarders for the skateboarders. Featuring sturdy canvas and suede uppers, padded collars are added for support and flexibility.

The vulcanized rubber waffle outsoles provide grip and protection, while the embossed checkerboard print and the Vans flag label kick up the style quotient. Buy this Now.

5. Vans Skate Shoes – Half Cab Pro

Best Vans Shoes of All Time, Vans Half Cab Pro Skate Shoes

Steve Caballero’s signature Half Cab Pros are some of the best Vans shoes ever and among our favorites! Upgraded for enhanced performance, they feature sturdy suede uppers, single-wrap foxing tape, UltraCush HD sockliners to keep the foot close to the board while providing the highest level of impact cushioning.

The Half Cab Pro also includes DURACAP reinforcement rubber underlays in high wear areas for durability. Be sure to check out the colorways. If you’re lucky, you may even find some really unique colorways. Buy this Now.

6. Vans Sk8-Hi High-tops

Best Vans Shoes of All Time, Vans Sk8-Hi High-tops Skate Shoes

Inspired by the classic Old Skool, the Sk8-Hi Skate Shoes offer great comfort and support. These shoes are built with sturdy canvas uppers and a supportive padded ankle. The Vans signature Waffle Outsole makes it perfect for skating.

While these Vans shoes are available in a variety of colors, we love these all-white high tops. Imagine how sexy they would look once they are worn out a little bit! Buy this Now.

7. Vans Kyle Walker Pro Skate Shoes

Best Vans Shoes of All Time, Vans Kyle Walker Pro Skate Shoes

Just like the skater Kyle Walker, these shoes have the most character of all Vans Skate Shoes. They’re not only solid in looks but are also solid in their construction. The canvas and suede uppers along with the DURACAP upper reinforcement in high wear areas lends these shoes amazing durability.

You get the highest level of impact cushioning from the UltraCush HD impact sockliners while keeping the feet close to the board. Wafflecup construction on these shoes offers the support of a cupsole without compromising any of the grip or board feel. Buy this Now.

8. Vans Rowan Pro Skate Shoes

Best Vans Shoes of All Time, Vans Rowan Pro Skate Shoes

With a killer style that can rival the Half Cab Pros, the Rowan Pros double up as some of the coolest casual sneakers. Designed by the Vans skate team, the Rowan Pro is Rowan Zorilla’s first-ever signature model built for enhanced grip, superior cushioning, and maximum durability.

Featuring sturdy canvas and suede uppers, this collection stands out just like Rowan does. Subtle, not simple. Complex, not complicated. Buy this Now.

9. Vans Chima Pro Skate Shoes

If you find the Vans Authentics a bit too plain, the Chima Pros are what you need. With the Chima Pro Skate Shoes, you get the simplicity of the Authentics topped up with loads of style.

These shoes are made of sturdy canvas and suede uppers, offering the best in boardfeel, flex, and traction. The classic Vans signature waffle outsole and the Vans flag label finish it off making them the simplest and yet the most stylish shoes. Buy this Now.

10. Vans Chukka Low Skate Shoes

Best Vans Shoes of All Time, Vans Chukka Low Skate Shoes

Designed by the Vans skate team, the Chukka Low is inspired by the classics like the Authentic and Chukka Boot. Featuring sturdy canvas and suede uppers, the rubber waffle outsoles offer grip and support.

The UltraCush HD footbeds offer support and impact cushioning. With this pair, you got the best in boardfeel, flex, and traction. Buy this Now.

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