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 5

This showgoer gave her luxe snakeskin look a sporty touch via a baseball cap.

From the printed matching set (complete with a peplum top) to the lace-up over-the-knee boots, this outfit is next-level striking.

These hardware-heavy boots were definitely made for walking.

Filmmaker Amalie Gassmann played around with an autumn-ready olive green color palette.

Influencer Tamu McPherson’s gold spiky statement earrings stole the show.

This attendee’s unique fish printed number made a splash.

Day 4

Never underestimate the power of a belt — especially if said belt is shiny and circular.

Content creator Livia Nunes Marques hit the Gucci show in the luxury label’s pocket-covered parka jacket.

Dress down a polished blazer with a cool corset top, as seen on this attendee.

Now this is the definition of a statement jacket.

Influencer Karen Blanchard kept it classic with timeless neutral separates and an oversized leather carryall.

Part pant, part boot, this look is practical and playful in equal measure.

Day 3

On those mornings when comfort is your main priority, adorn yourself in a soft blanket scarf.

Balance a billowy blouse with a sleek leather miniskirt. (Extra credit it you finish the look with cool oversized sunnies)

BDG’s Stephanie Sanchez made a loungwear-like romper outdoor-apt with a luxe trench coat.

It seems the brooch trend is still going strong this fall.

Follow this attendee’s lead and work as many pastel colors as possible into your look — the result is bound to put a smile on your face.

A bomber jacket + Bermuda shorts = a foolproof transitional outfit.

It’s (almost) sweater weather, and this striped Prada iteration is worth putting on your wishlist.

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.