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.

Emporio Armani wins at Men’s Fashion Week 2025 proving timeless style thrives through bold design, cultural relevance, and modern vision.

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.

From my vantage point, one admittedly muddled by some 4,000-odd miles of choppy Atlantic — that’s approximately 6,500 km, for those metric-leaning folk — Milan Menswear Fashion Week seemed to almost comically portended the classic idiom of never judging a book by its cover.

Milan Men’s Fashion Week Fall/Winter 2025 kicked off the fashion season with a bang, redefining the boundaries of menswear. From raw, instinctual designs to reimagined tailoring and timeless elegance,