The Best Milan Street Style to Inspire Your Next Fall Look

Estimated read time2 min read

If there was one thing to take away from Milan Fashion Week’s spring/summer 2027 season, it’s that Italians know how to lean into their own brand of whimsy. No doubt, everyone was talking about the splashy skirts on Prada’s runway or the wardrobe staples—with a twist—at Jil Sander’s, but the inspiration doesn’t stop when the fashion shows end. Milan Fashion Week’s showgoers served up just as much to satiate your sartorial appetite, offering fresh ideas for how to get dressed for fall.

While New York’s street style scene leaned into casual ensembles with statement pieces that could catch anyone’s eye, and London’s gave everyone a new lesson in transition-weather outerwear and suiting, Milan’s showed the world how to embrace a little kitsch—the fashion girl way. Whether it be through vibrant pops of color or opting for prints in neutral hues, Milan Fashion Week’s fashion insiders proved that chic doesn’t need to be boring.

Scroll on to see four outfits from Milan Fashion Week to incorporate into your fall wardrobe.


The Longline Coat

Woman in stylish outfit walking on a city street, surrounded by cars and people, wearing glasses and a patterned scarf.

Vincenzo Grillo

Fashion people love their trench coats, but soon enough, those won’t be the go-to piece to brave the cold. Instead, they’ll be reaching for wool-blend longline options. To get ahead of the trend, try pairing one with a T-shirt and white jeans.

Casual Workwear

Person in a stylish outfit with a gray blazer, graphic t-shirt, and red accessories, standing on a city street.

Mattia Arioli

Business casual is looking a lot cooler these days, especially when you trade a button-down shirt for a graphic tee and keep things interesting with ever-trending pops of red.

A Sheer Dress for Fall

A woman in a patterned dress and black coat walking in a park, holding a yellow bag and accessories.

Mattia Arioli

Sure, you already know about zebra and leopard prints, but what about something unexpected, like cuttlefish? In any case, an animal print shift dress and some eye-catching jewel tones will always be a chic combination. Keep things on the casual side with easy mule loafers.

The It Color Combination

Woman in a lavender oversized shirt and burgundy leather skirt, wearing sunglasses, standing near a car.

Francesca Babbi

If you’re looking to shift away from the tried-and-true neutrals this fall, may I suggest the color combination of the season? Shades of purple styled with varying hues of red have been everywhere lately, so you know you’ll be right on trend. Of course, you won’t go wrong with the non-neutral neutral, burgundy, to ground your outfits, either.


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