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Buying Guide · Footwear

The Best Retro Sneakers for Men Right Now

From the Adidas Samba to the Onitsuka Tiger Mexico 66, these are the retro sneakers worth owning in 2026 — what each one does best and how to wear it.

By Black Sheep Editors · Updated · 3 min read
Buying GuideThe Best Retro Sneakers for Men Right Now

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Retro sneakers never really left, but the lineup has changed. The chunky basketball shoes of a few years ago have given way to slimmer terrace and runner silhouettes, and the brands keep reissuing their archives with better materials than the originals ever had.

We picked seven pairs that cover every kind of wardrobe, from tailored trousers to weekend denim. Each pick below tells you who it's for, what it costs and where to buy it. Prices are approximate and move with colorways and sales, so check the retailer before you buy.

01

Adidas Samba OG

Best for: Best overall
Adidas Samba OG
Courtesy of Adidas

The Samba started as an indoor soccer shoe in the 1950s and has become the default low-profile sneaker for men who dress a little sharper. The gum sole, suede T-toe and slim leather upper look as right with pleated trousers as with straight-leg jeans.

Why we like it

  • Slim profile works with tailoring
  • Gum sole ages well
  • Easy to find in your size

Keep in mind

  • Everyone has a pair
  • Flat, thin sole — not for all-day walking
~$100
Approx. price · changes often
Buy at Adidas
UpperLeather, suede overlay
SoleGum rubber
FitRuns slightly narrow
02

Onitsuka Tiger Mexico 66

Best for: Best slim runner
Onitsuka Tiger Mexico 66
Courtesy of Onitsuka Tiger

The Mexico 66 is a 1966 design from the Japanese brand that later became Asics, and its paper-thin sole and crossed stripes make it the lightest-looking shoe on this list. It's the pick for summer tailoring, linen and cropped trousers.

Why we like it

  • Very light
  • Distinctive without being loud
  • Great with shorts

Keep in mind

  • Minimal cushioning
  • Narrow toe box
~$120
Approx. price · changes often
Buy at Onitsuka Tiger
UpperLeather or suede
SoleThin rubber
FitConsider half a size up
03

Nike Cortez

Best for: Best classic runner
Nike Cortez
Courtesy of Nike

Nike's first big running shoe, from 1972. The wedge sole and swoosh are pure Americana, and the leather version reads cleaner than most modern Nikes.

Why we like it

  • Iconic shape
  • Comfortable wedge sole
  • Affordable

Keep in mind

  • Leather creases quickly
  • Narrow fit
~$95
Approx. price · changes often
Buy at Nike
UpperLeather or nylon
SoleFoam wedge + rubber
FitRuns narrow
04

Converse Chuck 70

Best for: Best canvas sneaker
Converse Chuck 70
Courtesy of Converse

Not the $60 Chuck Taylor — the Chuck 70 uses heavier canvas, a thicker glossy sidewall and a cushioned insole modeled on the 1970s version. It's the upgrade most men don't know exists.

Why we like it

  • Better build than standard Chucks
  • Works year-round
  • Ages well when beaten up

Keep in mind

  • Little arch support
  • Runs half a size big
~$95
Approx. price · changes often
Buy at Converse
UpperHeavyweight canvas
SoleVulcanized rubber
FitGo half a size down
05

Reebok Club C 85

Best for: Best white tennis sneaker for the money
Reebok Club C 85
Courtesy of Reebok

A 1985 tennis shoe with a clean leather upper and a tiny logo. If you want the minimalist white-sneaker look without spending designer money, this is the one.

Why we like it

  • Clean, minimal look
  • Soft leather
  • Frequently on sale

Keep in mind

  • White leather needs care
  • Toe box is roomy for narrow feet
~$80
Approx. price · changes often
Buy at Reebok
UpperLeather
SoleRubber cupsole
FitTrue to size
06

Vans Old Skool

Best for: Best budget pick
Vans Old Skool
Courtesy of Vans

The skate shoe with the side stripe has been in production since 1977 and costs less than a dinner out. Black-and-white is the version to get.

Why we like it

  • Cheapest pick on the list
  • Grippy waffle sole
  • Goes with everything casual

Keep in mind

  • Not dressy
  • Wears out faster than leather shoes
~$75
Approx. price · changes often
Buy at Vans
UpperCanvas and suede
SoleWaffle rubber
FitTrue to size
07

Puma Suede Classic

Best for: Best suede sneaker
Puma Suede Classic
Courtesy of Puma

Puma's 1968 Suede is a hip-hop and b-boy icon with a softer, rounder shape than the Samba. Deep colors like navy, burgundy and forest green do the most for a fall wardrobe.

Why we like it

  • Rich colors
  • Soft suede
  • Comfortable from day one

Keep in mind

  • Suede needs protector spray
  • Not for rain
~$90
Approx. price · changes often
Buy at Puma
UpperSuede
SoleRubber cupsole
FitTrue to size

How to choose the right retro sneaker

Start with your trousers, not the shoe. Slim or cropped trousers want a slim sneaker (Samba, Mexico 66, Cortez). Wider, straight-leg or pleated trousers need visual weight at the bottom, which is where the Puma Suede Classic and Chuck 70 earn their place.

Leather or suede. Leather is easier to clean and works year-round. Suede looks richer in fall and winter but needs a protector spray and stays out of the rain.

Think in pairs, not colors. A white leather pair and a dark suede pair cover 90% of a casual wardrobe. Add a third only when you know which of the two you reach for less.

What to wear them with

Retro sneakers have become the default shoe for smart-casual dressing, which is why they pair well with outerwear with some edge. A slim Samba under dark denim and a leather jacket is about as classic as fall outfits get. On the wrist, the same logic applies: a steel sports watch like the ones in our luxury dive watch guide looks right with sneakers in a way a dress watch doesn't. If chunky is more your speed this season, see how the 90s revival is playing out in boots and cargo pants too.

Sizing notes

Sneaker Fit Our advice
Adidas Samba OG Narrow True to size; half up for wide feet
Onitsuka Tiger Mexico 66 Narrow Half a size up
Nike Cortez Narrow True to size; half up for wide feet
Converse Chuck 70 Big Half a size down
Reebok Club C 85 Roomy True to size
Vans Old Skool True True to size
Puma Suede Classic True True to size

These are also the shoes worth keeping clean for the daily commute — pair them with the phone mount and wireless CarPlay adapter from our car accessories guide and the drive to work gets a little easier too.

For more on building a wardrobe around a few great pieces, browse the rest of our Style section.

FAQ

What is the most popular retro sneaker right now?

The Adidas Samba is the retro sneaker you'll see most in 2026, especially for slim, low-profile outfits. The Puma Suede Classic is the pick if you want something with a bit more visual weight.

Are retro sneakers good for walking all day?

Most retro sneakers use thin, flat soles built to 1960s–1980s standards. For long days on your feet, the Reebok Club C 85 offers more cushioning than a Samba or Mexico 66.

Can you wear retro sneakers with a suit?

Yes, with a slim, low-profile pair in white or black, like the Samba or Club C 85, and trousers with little to no break. Avoid chunky basketball shoes with tailoring.

How do I keep white leather sneakers clean?

Wipe them after each wear with a damp cloth, use a dedicated sneaker cleaner once a month and store them with cedar shoe trees to hold the shape.

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