Milan Fashion Week SS25 Street Style

Immediately after London Fashion Week debuted for the Spring/Summer 2025 season, Milan Fashion Week is hot on its heels, migrating the typical fashion crowd of buyers, press and influencers to the Italy’s fashion capital. In a city where Italian craftsmanship and tailoring has been at the forefront of fashion, the city has also been a catalyst for change as fashion brands embrace modern silhouettes and stylings.

As we bid summer goodbye, fall weather arrives right on time in mid-September for fashion week attendees to show off their best autumn stylings. As the weather cools, Milan saw the beginning of the wardrobe transition. Overcoats, leather jackets and denim jackets have been dusted off and were the obvious choices to round out any outfit as the final top layer. From chore jackets to trench coats, street style has transformed over the years from logo-mania t-shirts to more button downs and ties over casual trousers or even overalls. While in the past, Milan often brought tailored suits to fashion week, in menswear, trousers are worn in a more relaxed fit, pairing with a tank top and a chore jacket.

The motocross trend continues as typical leather jackets are replaced with those with race-ready logos. The athletic comfort continues to be a choice, with jerseys paired over baggy cargo pants. Brands like Courrèges, Bottega Veneta, AVAVAV, Fendi and Prada are Milan Fashion Week staples. All-black ensembles range from baggy denim jeans and leather overshirts to full denim on denim. Bottega suits made a splash in vibrant colors and tailoring contrasting the comfort-focused wearer. Take a look above at some of the best street style looks during Milan Fashion Week SS25