The Best Looks From Milan Fashion Week Street Style, Hands Down
The best Milan Fashion Week spring/summer 2027 street style, plus how to get the look with pieces at all price points.

Every fashion month, I promise myself I'll stop screenshotting street style photos by the time the shows hit Milan. Every season, I fail. Milan just dresses different from the other cities. The tailoring is sharper, the leather is richer, and the accessories look like they've been in someone's family for decades (even when they were bought last week).
This season was no exception, so I narrowed it down to the 10 outfits I keep coming back to, from showgoing editors to the stylists and creators lining the streets between shows. The best part is that most of these looks start with pieces you probably already own. Keep scrolling for my favorites and how to get the looks for yourself.

Get the look: Sheer Blouse + Corset + Dark-Wash Denim + T Sandals

Get the look: Tank Top + Bermuda Shorts + Suede Bag
Shop the Look
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The Frankie Shop
The Frankie Shop Kalvo Belted Bermuda Shorts
$225

J.Crew
J.Crew New Perfect-Fit High-Neck Tank Top
$30

Get the look: Long-Sleeve Tee + Cargo Pants + Ballet Flats
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Get the look: Shift Dress + Knit Sweater + Oxfords
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Get the look: Pillbox Hat + Poplin Shirt + Tailored Shorts
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Get the look: Zip-Up Sweater + Organza Dress + Colorful Pumps
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Get the look: Knit Tank Top + Pencil Skirt + Statement Shoes
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Get the look: Suiting Shirt + Cummerbund + Suit Pants
Shop the Look
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Free People
Free People Reese Oversized Shield Aviator Sunglasses
$60

Madewell
Madewell The Easy Poplin Button-Up Shirt
$88

Tony Bianco
$170

Valentino Garavani
Valentino Garavani Ruched Satin Cummerbund Waistband
$1750

Get the look: Leather Jacket + Baggy Pants + Tee
Shop the Look
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LAMARQUE
LAMARQUE Ramona Funnel Neck Leather Jacket
$745

Madewell
Madewell Perfect Crewneck T-Shirt
$17

rag & bone
rag & bone Stevie Tapered Stretch Cotton Utility Pants
$174

Get the look: Bandana + Suede Jacket + Flare Jeans
Shop the Look
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