Buongiorno, Milano! All eyes are on the runway with the arrival of the menswear season kicking into motion the buzz that surrounds every fashion week. As fashion darlings, designers, and a constellation of A-list stars flood Milan for the men’s 2026 fall/winter shows, its cobblestone streets are once again transformed into a living runway. Inaugurating the season was Zegna, as creative director Alessandro Sartori took over the Palazzo del Ghiaccio with a collection brimming with dark tones and textile innovation.
Meanwhile, making his long-awaited return to the Milanese fold after nearly two decades was one effortlessly stylish Ralph Lauren. Staged at the magnificent Palazzo Ralph Lauren, the lineup featured a playful yet refined expression of classic menswear, from polished cashmere coats to brightly coloured knits. To put it simply, the collection felt very “Ralph” in every sense. At Prada, it was about the beauty of ruination, of clothes that might have been through another life—yet still tempered by a sense of polish.
While this season’s lineup may be lighter than Paris’s, fashion enthusiasts have plenty more to look forward to, like Giorgio Armani’s show, its very first menswear showing since the passing of the house’s iconic founder, Signor Armani, last year.
And what of the streets? Well, let’s just say the fashion fleet has pulled out all the stops. Weather considered, we’re seeing attendees emerge in structured suits, long coats and plenty of chunky loafers. It’s no surprise, then, that some of our favourite A-listers have also been spotted, like Henry Golding, Colman Domingo, Nick Jonas, Mark of NCT, Byeon Woo-seok, and more.
Below, scan through the best ensembles donned by the show attendees this season, as lensed by Acielle of street style mecca, Style du Monde—with more to come.
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