sneakers pants match 000 Acne Studios Balenciaga Converse
Highsnobiety / Eva Al Desnudo

Amazing sneaker rotations are only as good as the ’fits they’re being rocked with. Take the polarizing chunkiness of a Balenciaga Triple-S and pair with a skinny jean and you run the risk of clown-like feet, for example, while the right wide-legged crop will land you front-of-place on a fashion week street style round-up every time.

The rules aren’t concrete, but for those putting on their pants two legs at a time, we’ve seen it right to offer some loose guidance to live by. Scrolling through our recent sneaker style round-ups from Paris to Tokyo, we’ve noticed a few key trends setting the pace for fashion-forward sneaker/pant combos. Using this as our inspiration, below we’ve outlined some of the best sneaker styles to pair with denim, sweatpants, wide-leg cuts and smarter tailoring.

So, if you’re in need of some top-line rules to ensure your fall fits are treading in the right direction, scroll on and click through for some failsafe shopping suggestions.

Wide Leg + Chunky

Wider leg trousers and chunky footwear are a match made in heaven. Each sit at the more fashion-forward side of apparel and sneakers, and together make for a fit that’s sure to get you papped by the fashion week brigade.

The pairing works so well because, with a wide-leg cut anything less than a chunky silhouette will become lost, and the attention taken away from your beloved kicks. Acne Studios consistently nails the chunky-soled shoe, while Balenciaga and Eytys take the notion and exaggerate it for real statements. Meanwhile, lower-key bulk comes from COMME des GARÇONS’ minimalist take on the Nike ACG Mowabb.

Denim + Classics

Keep it casual with your denim. Jeans are super versatile when it comes to sneakers, but our favorite looks come from some of the simplest and most iconic sneaker silhouettes, including skate shoes from Converse or Vans.

A classic One Star in black suede or OG Vans go perfectly with black or washed out denim, while more elevated styles such as the recent Converse x Brain Dead collab or popular COMME des GARÇONS Play offerings will make your casualwear go above and beyond.

Sweatpants + Sporty

Styling sweatpants and sneakers is easy. Grey or black; cashmere or cotton, you can do no wrong with a trusty pair of Nike kicks.

Naturally, the Cortez Kenny takes the cake when it comes to sporty, comfy, and low-key, but equally dope looks can be gained from OFF-WHITE x Nike‘s recent black blazer and the Skepta Air Max Deluxe. Alternatively, keep it slick with a box-fresh pair of John Elliott’s white-on-white Air Force 1.

For those with an unfaltering affiliation with three-stripes, however (you can’t be rocking YEEZY Calabasas sweats with Nike, after all), the Yung-1 is a perfect accompaniment, as is YEEZY’s chunkier offerings such as the latest Boost 700 “Mauve” colorway.

Tailored + Fashion

For us, Prada’s recent sneaker heat has really set the fashion house apart from other token offerings at the top. From its classic America’s Cup to futuristic Cloudbust silhouettes, the Italian label always keeps things luxe and suave — best highlighted by its Brixxen leather derby shoes which fuse a classic smart shoe with a sneaker’s sole.

That said, we’re also big fans of going in the other direction altogether — with tailored trousers pairing just as nicely with dadcore comfy classics such as Balenciaga’s latest Track shoe, or A.P.C.’s Techno. Even the New Balance 990 works really well with smarter pants, and, as you might have guessed, it’s a look that’s much easier on the wallet.

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Words by Aaron Toumazou
E-Commerce Editor