Milan Fashion Week’s Street Style Is More Captivating Than Ever

And just like that, fashion insiders are now in Milan, the third stop on the fashion month circuit. Though it’s bound to be extremely eventful, this week is looking a bit different than past seasons. Following Sabato de Sarno's exit from Gucci earlier this month, the Italian fashion house presented a collection created by its in-house team on day one. Meanwhile, Bottega Veneta opted out of showing as it’s waiting for newly appointed creative director Louise Trotter to debut her first designs in September. But amid all the changes at Milan Fashion Week Fall/Winter 2025, one thing has remained the same: The impeccable street style spotted outside the shows.

The fashion pack gathered at the Gucci show on Tuesday morning, with the likes of Daisy Edgar-Jones, Yara Shahidi, and Jessica Chastain looking fabulous in the front row. Celebrities aside, the venue was crawling with popular content creators like Tamu McPherson (in a chic fringe-adorned white shirt dress) and Gala Gonzalez (wearing a classic khaki trench coat in the label’s signature motif). And this is just the start of a sartorially inspiring week as other heavy hitters like Fendi, Prada, and Versace are on the schedule, too.

Scroll ahead to check out the best street style looks at MFW Fall/Winter 2025, and keep coming back to this post as more can’t-miss imagery comes in.

Day 5

Model Amelia Gray Hamlin took a walk on the wild side, sporting a form-fitted leopard tank.

On these final winter days, snuggle up in an ultra-fuzzy coat and matching scarf.

Two statement belts are better than one, as demonstrated by content creator Nina Sandbech.

Follow this model’s lead and try incorporating multiple textures in your all-black outfit.

Influencer Renia Jaz’s structured leather jacket is a fresh take on the classic silhouette.

Day 4

Style hack: Toss on two ties for a made-you-look ensemble.

Dress up an oversized tee with a pretty pink skirt and polished pearl necklace.

Chunky bangles and bag charms add a playful element to a tonal khaki outfit.

If breakfast is your favorite meal of the day, this sweater has your name written all over it.

Break up a head-to-toe black leather outfit with a printed blouse.

Christine Kuan, president of non-profit Creative Capital, carried Moschino’s viral celery bag to the label’s show.

Day 3

Influencer Tamara Kalinic made a loud statement in deep purple tights.

This attendee gave the bikecore look a whirl by way of an edgy leather moto jacket.

Brat girl winter? According to this guest’s bright green outfit, the viral aesthetic isn’t over.

This cutout-heavy full skirt is a chic way to bare a little skin.

Proof that statement earrings can really make the whole outfit.

Actress Danielle Deadwyler balanced out her barely-there bra with a collared zip-up jacket.

Day 2

Itching to pull out your Bermuda shorts? Simply layer the bottoms over tights, and you’re good to go.

When in doubt, go for a denim-on-denim moment.

Influencer Yuwei Zhangzou’s argyle and striped sweater definitely made a splash on the streets.

Diesel’s Play bags are all the rage in Milan this season, and it’s easy to see why.

When it’s not cold enough for a heavy puffer jacket, opt for a long lightweight blazer instead.

The early aughts-inspired skirt-over-pants trend is here to stay.

Day 1

Slime green boots? This guest proved that the footwear is surprisingly chic alongside neutral basics.

Sparkly fringe gave McPherson’s otherwise pared-back outfit new life.

Tying a colorful scarf around your bag (or hair!) is a surefire way to punch up a neutral look, as illustrated by Gonzalez.

It seems influencer Yoyo Cao has taken a liking to the unexpected newsboy cap comeback.

Though Valentine’s Day is in the rearview mirror, doubling down on red knitwear is always a good idea.

Sheer skirts are shaping up to be a particularly hot item this fashion month.