(Street Style)

The Street Style Looks At Milan Fashion Week Spring/Summer 2027 Deserve Your Attention

These women know how to dress.

by Kelsey Stewart
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Milan Fashion Week street style

Time truly does fly when you’re having fun. Or at least, such is the case during fashion month, which is somehow nearing its end. New York and London are in the rearview mirror, with Milan Fashion Week now in full swing. And even if you aren’t in attendance, there’s a lot to gush over from afar. Two words: street style. Day one in Milan has already served up some swoon-worthy fashion moments from showgoers — but then again, we expected nothing less with Prada and Diesel kicking things off.

Though street style outfits in New York and London tend to appear as though they were plucked straight from attendees’ own closets, that’s not typically the case in Milan. Instead, guests often arrive at designers’ shows clad in their looks — and not just a piece here and there, but from head to toe. Case in point: Prada. It girl Anaa Saber, for one, arrived in the fashion house’s red floral embroidered midi skirt, while content creator Caetana Botelho cozied up in one of its red striped scarves and a burnt orange sweater. And with the schedule featuring Italian houses like Gucci, Versace, and Bottega Veneta, prepare yourself for a steady stream of designer moments from attendees.

Below, take in the best street style looks from MFW Spring/Summer 2027.

Day 5

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Whenever you feel like your outfit needs a little something-something, tie a printed silk scarf around your neck.

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A long-sleeve white tee and relaxed jeans are always a model-off-duty go-to.

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A citrus orange maxi skirt stands out in a sea of neutrals.

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Business in the front, party in the back.

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When in doubt, toss on a snakeskin jacket.

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A splash of chartreuse livens up a neutral look.

Day 4

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Fall’s royal purple color trend is MFW-approved.

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Take the jeans-tucked-into-boots styling trick for a whirl this fall.

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This guest balanced a fitted corset with super slouchy trousers.

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Influencer Yoyo Cao toughened up a frilly blouse with a leather newsboy cap.

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Pajama dressing, but make it fashion.

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Stylist and content creator Coco Schiffer wore Ferragamo’s quilted nappa gilet with a knee-length skirt in the same material.

Day 3

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The fashion-girl way to style boat shoes? With a bright tee and slouchy Bermuda shorts.

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Give an understated suit new life with a statement brooch.

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According to influencer Vicky Montanari, there’s no such thing as too many hair barrettes.

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Knee-high boots and Bermuda shorts = a perfect summer-to-fall transitional look.

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Forget about tying your scarf around your waist — content creator Tamu McPherson made an argument for wearing it around your neck, tied in the front.

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Why not coordinate with your friend by dressing in a similar color palette?

Day 2

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A leopard print skirt is one of those pieces you’ll own forever.

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Influencer Yoyo Cao bundled up in a printed furry jacket, pairing the outerwear with slouchy cargo pants.

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Note to self: primary colors can be incredibly chic when mixed together.

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An easy way to tap into the season’s fringe trend? A suede bag.

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A tailored blazer instantly grounds a printed set — bonus points if the jacket is in the same color scheme.

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Though electric purple can be daunting to wear, styling the color with black helps tone it down.

Day 1

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This guest gave the dress-over-pants styling hack a go, layering a pastel pink lace number over black jeans.

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Adding embellishments to a polished skirt can truly make a world of difference, as seen above.

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Pops of red take an all-black look from 0 to 100.

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Why stop at one Diesel logo-adorned piece when you can wear two?

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Good news: Saber’s Prada embroidered midi skirt is still available to shop (for now, that is).

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This fall, try mixing traditional autumn shades with bright colors, as Botelho did here.