Milan Fashion Week street style always feels a little more experimental, a little less polished—and that’s exactly why I love it. As I scrolled through the street style moments this season, I noticed how personal everything felt. The outfits weren’t about perfection; they were about personality, layering, and taking risks that felt intentional rather than forced. And the trends worn were, per usual, notably on point.
What stood out most was the styling confidence. From unexpected proportions to bold outerwear choices, these looks weren’t trying to please everyone. This roundup captures the trend moments that made me pause—things I saw on the runway last season that had already made their way to the streets of Milan. This is the kind of street style that sticks with you, I will be referencing it in the months to come. Below, the 7 trends to consider if you’re trying to nail the Spring/Summer 2026 aesthetic, and right on time.
High Vamp Kitten Heels
(Image credit: Who What Wear)
High vamp heels are having a bold resurgence, I first saw them scattered about and now they’re on every single foot. They offer a more covered, elongated look that instantly sharpens an outfit. They feel a bit more on trend than your average pump, giving even a minimal look a fashion-person edge.
New Color Codes
(Image credit: Who What Wear)
New color codes are less about finding “the color of the season” and more about unexpected pairings—think tonal dressing with a twist or clashing shades that somehow just work. It’s a shift toward color as styling language rather than statement.
Calf Hair Jackets
(Image credit: Who What Wear)
Calf hair jackets are slowly but surely becoming the talk of the town, bringing texture back into the conversation in a way that feels directional but still wearable. There’s something inherently luxe about the finish—it adds depth to even the simplest outfit without trying too hard.
Pop of Color Scarves
(Image credit: Who What Wear)
Pop of color scarves are emerging as the easiest way to wake up a neutral outfit without overthinking it. Even the most minimalist of people you can think of have been seen wearing it lately. Toss one on at the neck, bag, or even in your hair—it’s low effort with high payoff.
Royal Purple
(Image credit: Who What Wear)
Royal purple is stepping in as the “new neutral” for those who want something richer than black but just as versatile. It carries a certain drama, but styled simply, it feels surprisingly wearable day to day.
Wear Again and Again Staples
(Image credit: Who What Wear)
Fresh off the debut of the Hulu Series, Love Story, something that drew light to minimal style and once again brought an uproar of the “quiet luxury” obsessed. Wea on repeat staples are defining the current mindset—pieces that aren’t just good for one moment, but many. It’s less about building outfits and more about building a wardrobe that actually keeps up with your life.
A-Line Midi Skirts
(Image credit: Who What Wear)
A-line midi skirts are quietly becoming the backbone of a modern wardrobe—thanks to Prada. Scattered amongst the attendees of the show, we saw this skirt everywhere and at other shows as well. It’s modest enough to feel polished, but easy enough to wear on repeat. They hit that sweet spot between tailored and relaxed, making them just as right with a crisp button-down as they are with a slouchy knit.
Explore More:
