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Following a London, Copenhagen, New York seasons that brought us brides in the snow, lots of ribbon and faux fur and runway cameos from the likes of Alexa Chung and Fiona Shaw, the fashion pack has since decamped to Italy for Milan Fashion Week.
Already, it’s been an eventful one. From Grammy-winning rapper Doechii opening Dsquared²’s autumn/winter 2025 collection with a tribute to none other than Naomi Campbell, to silky slips and faux fur at Gucci, the Italian capital is already proving why it’s got a reputation for being the sexiest of the fashion weeks.
And just like that, fashion insiders are now in Milan, the third stop on the fashion month circuit. Though it’s bound to be extremely eventful, this week is looking a bit different than past seasons. Following Sabato de Sarno’s exit from Gucci earlier this month, the Italian fashion house presented a collection created by its in-house team on day one. Meanwhile, Bottega Veneta opted out of showing as it’s waiting for newly appointed creative director Louise Trotter to debut her first designs in September. But amid all the changes at Milan Fashion Week Fall/Winter 2025, one thing has remained the same: The impeccable street style spotted outside the shows.
It’s easy to get swept up in the showmanship of Fashion Month street style. Runway guests often dress with flash and flourish, angling to catch a photographer’s eye and impress their peers with hard-won designer wares. Milan Fashion Week’s street style trends, however, are a major exception. In the Italian city lauded for its heritage craftsmanship and high standards of luxury, you’ll find a milder and more minimal presentation.
Take the current Milan Fashion Week Fall 2025 season, for instance. Rather than forcing a hodgepodge of statements into a single look, showgoers are cherry-picking one fashion trend at a time. Exaggerated wide-leg denim doesn’t need an equally bold top half when a simple white button-down shirt does the trick. There’s also no need to test drive all of spring’s color trends at once, either—committing to one hue at a time works to ensure you don’t bite off more than you chew color-wise.
The fashion pack gathered at the Gucci show on Tuesday morning, with the likes of Daisy Edgar-Jones, Yara Shahidi, and Jessica Chastain looking fabulous in the front row. Celebrities aside, the venue was crawling with popular content creators like Tamu McPherson and Gala Gonzalez. And this is just the start of a sartorially inspiring week as other heavy hitters like Fendi, Prada, and Versace are on the schedule, too.
Scroll ahead to check out the best street style looks at MFW Fall/Winter 2025, and keep coming back to this post as more can’t-miss imagery comes in.
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