Top Street Style Moments from Outside Milan’s Fashion Shows

Just like that, 2025’s first fashion week has arrived! Kicking off the year in style, Milan Fashion Week is here with its AW25 menswear collections, featuring powerhouses like Prada, Armani, and Dolce & Gabbana. While the runway trends are definitely worth watching, the real magic is happening outside the shows—street style is back, and it’s making a statement.

From effortlessly stylish Milanese locals to globe-trotting fashion editors making a quick stop in the city, the trends of 2025 are already taking shape on Milan’s (sometimes rainy) streets. Some are fully committed to head-to-toe designer looks, while others are mixing and matching in ways that make even unexpected footwear choices look effortlessly cool.

And while the menswear collections are the official highlight, it’s the women attending the shows who are serving up the winter style inspiration we need right now.

An old favorite done a new way makes for a stylish shake-up, like a classic Aran jumper in Yves Klein blue.

More proof that a classic pair of jeans never goes out of style.

Clever details like pinstripe jeans elevate a simple outfit combination.

White accessories make for a surprising but valuable winter wardrobe player.