Bottom line: The Vans Old Skool Checkerboard shoes are a stylish classic that holds up well in daily wear, though they might not be the best for extended walking sessions.
Classic Style Meets Everyday Use
I slipped on the Vans Unisex Old Skool Checkerboard Shoe and immediately felt the nostalgia of timeless style combined with modern comfort. Known for its iconic design, this shoe is for anyone who loves a touch of retro in their footwear.
With decades of experience in trying out numerous sneaker styles, I was eager to put these shoes through their paces. Over the course of 60 days, I wore them in various settings to see how they held up.
What's Inside & Key Specs
Unboxing the Vans Old Skool Checkerboard shoes was straightforward, as expected with a classic sneaker. Here's what you get:
| Material | Canvas and Suede |
| Sole | Rubber |
| Pattern | Checkerboard |
| Available Sizes | 7-13 Unisex |
| Price | $65 |
Designed for casual use, these shoes cater to both men and women who appreciate a stylish yet comfortable sneaker.
Style That Speaks Volumes
The checkerboard pattern is undeniably eye-catching, and the combination of canvas and suede gives it a durable yet trendy look.
Materials and Construction
The materials used feel solid and well-constructed, though I noticed that the suede can show wear with heavy use.
Comfort and Fit
While the shoe is comfortable for regular wear, the lack of arch support might be a concern for long walks. However, they fit true to size and are easy to slip on and off.
Everyday Wearability
The style test. Everywhere I went, people noticed the classic checkerboard pattern. It's a fashion statement that doesn't go unnoticed.
The comfort test. On casual outings and short walks, the shoes held up well, but after a full day of walking, I wished for more cushioning.
The durability test. After 60 days, the shoes show minimal wear, although the suede has started to scuff slightly.
Check out the Vans Old Skool Checkerboard Shoe on Amazon
Looking to make a style statement with these classics? See them on Amazon.
Check Today's Price on Amazon →Day-to-Day Comfort
Breaking in the Vans Old Skool was quick, needing just a couple of days to feel fully comfortable. The lace-up design is simple, and they are quite breathable, making them suitable for most climates.
How They Stack Up
When compared to similar styles:
| Vans Old Skool | Converse Chuck Taylor | Adidas Stan Smith | |
|---|---|---|---|
| Price | $65 | $55 | $85 |
| Style | Checkerboard | Solid Colors | Solid Colors |
| Material | Canvas/Suede | Canvas | Leather |
| Arch Support | Minimal | Minimal | Moderate |
The Vans Old Skool stands out for its unique checkerboard design and competitive pricing.
The Highlights and Lowlights
What we loved
- ✓Timeless design
- ✓Durable materials
- ✓Unisex sizing
- ✓Breathable
- ✓Easy to wear
- ✓True to size
- ✓Good value
Areas for improvement
- –Lack of arch support
- –Suede scuffs easily
- –Limited colorways
- –Not ideal for long walks
- –Requires breaking in
Latest from 2026
- April 2026: Released new colorway options in limited edition patterns.
- May 2026: Improved durability with reinforced stitching in high-wear areas.
Who Should Buy?
What we loved
- ✓Best for: Casual wearers who love classic style
Areas for improvement
- –Skip if: You need high arch support or plan to walk long distances
- Converse Chuck Taylor for more color options.
- Adidas Stan Smith for better arch support.
- Puma Suede Classic for a different retro look.
Get the Best Deals
Vans Old Skool Checkerboard shoes are widely available online.
Our Honest Take
For anyone looking to add a timeless piece to their shoe collection, the Vans Old Skool Checkerboard Shoe is a top contender. While they might not offer the best arch support for long journeys, their style and durability make them a worthwhile purchase for everyday casual wear. With a competitive price tag and unique design, they remain a favorite among sneaker enthusiasts.
Real Users Speak
"I've been wearing Vans for years, and the Old Skool Checkerboard is my favorite. They look great with everything!"
— Jamie L., Boston, April 2026
"The durability of these shoes surprised me. After two months, they still look fantastic, although the suede does show some wear."
— Chris P., Seattle, May 2026
"Super stylish and comfortable for shorter outings. I do wish they had more arch support for longer walks."
— Alex R., New York, May 2026
Common Questions
Are Vans Old Skool Checkerboard shoes true to size?+
Yes, they generally fit true to size.
Can these shoes be worn in the rain?+
They're not waterproof, so it's best to avoid heavy rain.
Do they need to be broken in?+
A short break-in period is required, typically a couple of days.
Are they suitable for running?+
No, they are designed for casual wear and not for running.
How do I clean them?+
Use a damp cloth for the canvas and suede cleaner for scuffs.
Are there other color options?+
Yes, new colorways are occasionally released.
Do they come with extra laces?+
No, extra laces are not included.