A round-up of the best looks from Milan Men’s Fashion Week, where luxury designers focused on a mixture of timeless styles and innovative outwear materials. It even included a surprise designer wedding.

The runway shows by Prada, Giorgio Armani and Emporio Armani and Zegna, which anchored the four-day calendar, were widely praised, as were the presentations from tailoring brands ranging from Brunello Cucinelli to Brioni.

Winter menswear trends out of Milan, including monochromatic palettes, oversized silhouettes, and fashion that embraces individuality.

Here are the key takeaways from Milan Fashion Week Men’s Autumn/Winter 2025. As Vogue Runway ’s Luke Leitch puts it, there was a willingness to “both appreciate and undermine convention” in Milan this season, as designers explored less conventional styles and injected a sense of freedom into their collections.

A model wears a creation part of the men's Prada Fall-Winter 2025-2026 collection, that was presented in Milan, Italy.

Giorgio Armani kept his youth game sharp with an Emporio Armani menswear collection presented during Milan Fashion Week on Saturday that was all about texture and glistening surfaces. Titled “Seductive,

MILAN-There were fewer brands showing their fall men's collections in Milan, but there were plenty of ideas that left retailers upbeat about the season. The runway shows by Prada, Giorgio Armani and Emporio Armani and Zegna,

Back in December 2023, our own Gerald Ortiz declared that there were only two correct outerwear choices for men: drapey topcoats or cropped jackets. A month later, that theory was proved correct by the ever-stylish attendees of Milan Fashion Week. And a full year after that, the sentiment remains true on the streets of the very same city.

Streamlined silhouettes, tailoring, and monogram looks dominated street style during men's Milan Fashion Week. They stunned with a hint of "American Psycho."

The clothes had their usual tradition and elegance. But the brand added an option for its loyal customers to shop almost straight from the Milanese catwalk.

Innovative cuts and a contemporary take on archival designs injected novelty into the offer from traditional tailoring brands.