Milan Fashion Week Men’s Street Style Featured the Chunkiest Shoes, From Sneakers to Combat Boots

The world’s most stylish men descended upon Milan in trendsetting fashion this week for the Milan Men’s Fashion Week fall ’20 shows.

As men shuffled off to presentations for labels such as Fendi, Salvatore Ferragamo and Prada, many sported eye-catching shoes in bold shades, colors and silhouettes.

In particular, Prada was a favorite brand among MFW Men’s guests, including for both sneakers and combat boots.

Prada , milan fashion week, fall 2020, street style, sneakers
A guest in chunky Prada sneakers.
CREDIT: Jason Jean

 Prada , hiker sneakers, street style, fall 2020, mfw men's, milan fashion week
A closer look at Prada hiker sneakers.
CREDIT: Jason Jean

Throughout the fall, “It” girls like Bella Hadid and Kendall Jenner went gaga for the Italian label’s monster boots, and men in Milano, too, embraced Prada’s footwear, recognizable for its elevated lug outsoles.

Casey Spooner , prada, combat boots, leather coat, street style, milan fashion week mens
Casey Spooner in Prada combat boots.
CREDIT: Jason Jean
casey spooner, street style, milan fashion week mens
A close-up look at Casey Spooner’s Prada combat boots.
CREDIT: Jason Jean

For the past few seasons, combat boots have been trending for both men and women, and Prada’s weren’t the only ones in sight. Cult boots with paint-splattered accents added a fun touch to one guest’s look, and combat silhouettes appeared in several brands’ presentations.

cult, street style, combat boots, mfw men's, milan
Cult combat boots.
CREDIT: Jason Jean

But don’t think that combat boots have replaced sneakers as men’s go-to comfy shoes. Chunky kicks abounded on the streets of Milan, including silhouettes from MSGM. The brand’s trainers featured subtle pops of color, which attendees matched to their apparel and accessories.

Dennis Van Peel, msgm, red tracksuit, sneakers, milan fashion week, mens, street style, mfw
Dennis Van Peel in MSGM sneakers.
CREDIT: Jason Jean

Emporio Armani’s sneakers offered yet another take on the elevated sneaker trend. The shoes had mesh, leather and suede uppers, with neon accents providing an Instagram-friendly finish.

 Emporio Armani , milan fashion week mens, street style, sneakers, fall 20
Chunky Emporio Armani sneakers.
CREDIT: Jason Jean

Click through the gallery for more street style looks at Milan Fashion Week Men’s fall ’20.

Want more?

A Model’s Take on How Prada Men’s Rain Boots Really Feel & More From the Fall ’20 Show

How Paul Andrew Plans to Attract More Millennial Men to Ferragamo

Sister Sledge Performed ‘We Are Family’ at Dsquared2’s Epic 25th Anniversary Show

Access exclusive content