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.

Despite the slimmer Milan Men's Fashion Week calendar this fall season, the city was abuzz with street-style action, as showgoers played the dress-up game. There will always be the influencers and celebrities,

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

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 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.

If there was one major unifying theme for Milan Men’s this season, it was seduction. “Unpremeditated contrasts result in unexpected and seductive combinations,” was the key to Prada’s brilliantly mismatched collection which saw floral cowboy boots meeting golfing tartan in a push-back against clean styling.

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.

On the closing day of Milan Fashion Week, Giorgio Armani unveiled his Fall-Winter 2025-26 menswear collection, capturing attention with shimmering textiles and subtle crystal accents. At 90, Armani continues to redefine elegance,

Miuccia Prada and her co-creative director Raf Simons described the latest Prada menswear collaboration unveiled during Milan Fashion Week on Sunday as raw and romantic.

Armani closed four days of menswear previews for Fall-Winter 2025-26 at his historic headquarters on Via Borgonuovo, freeing the fashion crowd to head to Paris for the next round.