Best Beauty Street Style at Milan Fashion Week S/S 2026

five women posing on the street with fashionable outfits in a grid pattern — (Image credit: Launchmetrics)

Once again, I did not wake up this morning in Italy. However, it's not all bad news: Milan Fashion Week S/S '26 is underway and the city is rampant with stunning fashion and beauty inspiration. Gucci, Prada, Armani, Fendi, Max Mara—the list of designers showing this week is truly swoon-worthy. But for all the glitz and glamour on the runways, I know that the real beauty story can be found outside on the street style stars. There's no better place to scope out the best haircuts, colors, and makeup trends for the season ahead, and to find inspiration for how to switch up your own look for fall. That's what I love so much about beauty—you don't have to wait for a new collection to drop to test out the season's best new hair and makeup styles.

The week is just getting started and already there are a few major trends appearing amongst the fashion elite. Red hair in shades of copper, deep burgundy, and rich crimson have all made an appearance, the bob and ponytail craze has carried over from London and New York to the Italian fashion mecca, and moody, grunge-inspired glam is seeing a refined Milanese twist with dark red lipsticks and perfectly smokey eye makeup.

Ready to add a little Italian spice to your fall beauty routine? Keep scrolling for the best Milan Fashion Week beauty street style looks of the season, and check back in for more updates over the next few days.

a woman in a white ruffled dress standing on the street in front of a crowd of photographers

Natalia Bryant is making her Milan Fashion Week debut and she brought her gorgeous curls with her to complete the ethereal look.

a woman with tan skin and silver hair wearing a low cut white suit jacket

This is the most glamorous woman I've ever set my eyes upon. The fresh face, the silver hair, the suit with no shirt underneath... all my goals.

a woman with a short blonde bob, black vest over a pink sheer shirt and green pants

I'm not sure what I adore more—the platinum blonde bob or the mega-watt glow paired with rosy cheeks.

a woman with dark red hair wearing a silver gown and diamond hoop earrings

High fashion ponytails cannot be stopped this fashion month! This rich auburn rendition is particularly noteworthy.

a woman with a slick-back ponytail and black nail polish wears a black denim jacket over a white blouse

Truthfully, a slick-back pony without a part doesn't get nearly enough airtime. Plus the short black nails are picture-perfect for fall.

a woman with dark blonde hair is looking down wearing a white shirt, black bra and silver necklaces

The editorial wet hair look is the perfect addition to this menswear-inspired outfit. It's so sexy and chic.

a woman with a short red bob wears a white turtleneck, glasses and a purple fur stole

Another blunt bob, and this time with an impossibly chic red-orange color. Bellissima.

a woman with long box braids, a black and white bomber jacket and sunglasses facing the camera

These flawless box braids are fall hair personified and look so chic with the biker jacket and oversized sunnies.

a woman in a white silk gown with brunette hair

Nothing says Italian glamour like a softly curled updo with a few loose tendrils around the face.

a woman in a pale blue and white silk dress with smokey eye makeup and short hair

Oliva Palermo is proof that the flippy bob trend is very much back for fall. Her smokey eye makeup is also so stunning.

a woman with dark brunette hair wearing a ponytail, red red leather jacket, gold earrings and sunglasses

Swinging ponytails galore! It's the perfect hairstyle to keep your hair our of your face and tangle-free when you slip into your favorite leather jacket for fall.

a woman with bright red hair wearing sunglasses, gold earrings and a red wrap coat

I will never stop thinking about this vivid red hair color matching this attendee's ruby red wrap coat. I can only hope to look this chic for fall.

a woman with light brown hair wearing a light green shirt over a dark green tank top

Looking for a low-maintenance hairstyle for fall? Take a cue from this look and try a '90s-style layered cut.

a woman with a short bixie haircut wearing an all black outfit and sunglasses

Never fear the awkward grow out stage with a pixie cut! The bixie (a combination of a bob and a pixie) is one of the most popular haircuts of 2025, and clearly, Milan has plenty of fans.

a woman with dark brunette hair and dark plum lipstick wears a dark purple dress with matching bag and leather gloves

Take monochrome dressing to the next level and match your rich ebony brunette hair with a dark plum lipstick.

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Hannah Baxter is the Beauty Director at Marie Claire. She has previously held roles at The Zoe Report, Coveteur, and Bust Magazine, covering beauty, wellness, fashion, and lifestyle. She authors the Marie Claire newsletter Face Forward. Her writing has appeared in Harper's Bazaar, Allure, The Cut, Elle, InStyle, Glamour, Air Mail, Vogue, Architectural Digest, Byrdie, Nylon and more.

She is also the founder of Anxiety Beer, a weekly newsletter about the intersection of culture and mental health. In her spare time you can catch her reading too many overdue library books, thrifting, or hanging with her hairless cat, Norman. You can find her on Instagram and TikTok @hannahbaxward.