Milan Fashion Week Street Style Is A Lesson In Fall Dressing

During fashion week in New York and London, it’s not unusual to witness whimsical, somewhat outlandish outfit formulas on attendees. Ruffled blouses alongside track pants, rhinestone socks with chunky Crocs — the creativity never ceases to amaze, and this time around was no different. But things tend to take a sartorial U-turn once the festivities begin in Milan. No, that’s not to say the street style moments aren’t inspiring — they’re just a bit more polished and put-together. This shouldn’t come as a huge surprise, though, given Italy is home to storied fashion houses like Prada, Fendi, Gucci, and Bottega Veneta.

It’s also worth mentioning that attendees typically opt for pieces from the designer showing. For instance, on day one at Fendi, a group of fashion folks posed for photos, donning sleek looks from the luxury label. One guest was snapped holding the brand’s beige leather By The Way Selleria carryall with its lollipop holder bag charm (yes, you read that right ... lollipop holder, which retails for a cool $620). But perhaps the buzziest item was Fendi’s pink bodysuit, which was spotted on the likes of Emili Sindlev and Yoyo Cao. With the other aforementioned brands presenting later in the week, there will be plenty more new-season designer items to gush over.

With that in mind, take in the best street style looks at MFW Spring/Summer 2025 below, and don’t forget to come back for more moments throughout the week.

Day 2

Influencer Emili Sindlev looked corporate chic in this menswear-inspired outfit from Boss.

BDG’s Jennifer Yee made a convincing argument for elevating a simple hoodie with a luxe leather jacket.

Larger-than-life bags don’t appear to be losing steam anytime soon.

This showgoer doubled down on animal print, pairing a leopard cardigan with a snakeskin skirt.

Can’t decide between gold or silver? There’s no need to pick favorites, as mixing metals is en vogue.

Style muse Chloe King seems to still be in her Barbiecore era.

Skip a statement necklace in favor of a look-at-me hair accessory like this oversized floral piece.

Kelly Rutherford brought fall florals to Milan with her ladylike maxi dress and coordinating bag.

Day 1

Influencer Tamu McPherson looked equal parts elevated and comfortable in a hooded top, which she wore underneath a robe-like jacket.

One sign cold weather is on its way? Numerous showgoers, including this fashion girl, stepped out in suede looks.

Take it from this street style star: Two leather bottoms are better than one.

No pants, no problem — simply make your blazer the look.

You’ve probably never thought about carrying your designer bag inside a netted tote — until now.

There’s something about this maroon and bright red mash-up that’s so ... captivating.

Here’s proof you needn’t wait until the season’s first snowfall to rock a cute furry hat.