The runways in New York and London have just come to a close, and now the fashion world is turning its sights on the third destination of fashion month: Milan. With iconic fashion houses like Prada, Fendi, and Moschino showing their S/S 20 collections this week, there’s a lot of quintessential Italian glam to be had on and off the runways. Speaking of the latter, we’re keeping you up to the minute on what editors, buyers, bloggers, and celebrities are wearing to and from the shows and have the photographer behind The Style Stalker snapping the best looks throughout the week.
From the coolest streetwear ensembles to It accessories from brands like Gucci and Prada, we’ve already spotted some major outfit inspiration and double-tap-worthy ensembles. Keep scrolling to see the looks that caught our attention, and stay tuned for more of the top Milan Fashion Week street style moments from the S/S 20 shows, as we’re updating this gallery daily with fresh rounds of photos.
Did you catch the street style roundups from New York and London?
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Miranda Priestly in the Front Row, Pajamas on the Runway—Dolce Gabbana Spring 2026 Was a Study in Dressing Without RulesD&G did not disappoint.
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Forget Minimalism—at Prada, Pastel Coats, Frankenstein Skirts, and (Lots of) Jewels Marked a New Era in FashionSay hello to every item chic people will be buying come spring 2026.
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Simone Bellotti's Jil Sander Debut Was a Sartorial Palate CleanserThe Italian designer made a delightful debut of his restrained tailoring and joyful color combinations.
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Gwyneth Paltrow's New Gucci Boots Just Reignited a Frenzy for This 2000s TrendReady or not, here it comes.
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Becky G Channeled a "Latin Telenovela Vibe" for Carolina Herrera's Madrid ShowAn exclusive behind-the-scenes look.
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Spotted at the COS Show: The Leather Coat and Plaid Shirt That *Will* Sell Out by October 1Everyone was still talking about them both days later.
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Veronica Leoni's Second Calvin Klein Collection Masters Sensual MinimalismRead everything there is to know about it here.
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Pendant Necklaces, Desert Hues, and Pajama Sets—Michael Kors Ushers In Earthy Elegance for Spring 2026Fringe, suits, and wallet necklaces were all standouts.
