Pitti Uomo 2023: The Best Winter Street Style

by | Jan 16, 2023 | Style, Fashion, Featured

With the dawn of a new year comes a need for fresh sartorial inspiration. And there’s no better place than Pitti Uomo, Italy’s leading menswear fashion spectacle, to seek style notes.

Related: Street style spotted: 7 stylish winter coats for men

The 103rd edition of the biannual trade event showcased 789 brands in total, bringing back some of the pre-pandemic glory that was thoroughly missed for the last two years. What’s more, the Fortezza da Basso exhibition area opened its doors to the world of pets and design this year. That was a huge first for the fashion trade show.

Pitti Uomo People 114

Pitti Uomo 2023: Deconstructed suits, timeless knits, vibrant winter toques, fanny packs, & more

The streetwear at Pitti Uomo 103 reflected the optimistic mood of the event. There was a medley of colours, prints, and shapes taking precedence over traditional aesthetics. Of course, there’s no denying the allure of all-black ensembles. But the unexpected pop of colour—like a rust orange hat teamed with a head-to-toe jet-black look or an orange statement sweater contrasted with a blue-brown-white palette—emanated a playful and a rather hopeful sentiment for the future of fashion.

Though street style at Pitti Uomo is known for its sharp tailoring and traditional suits, this year saw a hybrid approach to dressing, just like our current way of working. Think: a hoodie worn under a double-breasted blazer with jeans, or a hoodie layered with a houndstooth coat and styled with tailored trousers and sneakers. These deconstructed suit styles took the hard edge out of conventional tailoring and offered a sense of freedom to the wearer.

Pitti Uomo People 26

Pitti Uomo: A hybrid approach to dressing this year

Coming to accessories, winter toques and cozy hats proved essential for almost everyone. Others chose a solid pair of sunglasses to elevate their outfits. The humble fanny pack made a major appearance, styled in a multitude of ways. Ready to take notes? Scroll through 25 of the best winter street style looks spotted at Pitti Uomo 2023.

Stay updated with the latest street style trends by following Regarding Luxury on Pinterest

Click on image to enlarge and view gallery; Images from Pitti Uomo, Enrico Labriola, Astra Marina Cabras, ChillaxingRoad, Style du Monde

Regarding Luxury Icon

Related Posts

Inside the 2025 Fall Home Show Toronto

Inside the 2025 Fall Home Show Toronto

Attending the Fall Home Show in Toronto is a rewarding experience for homeowners, building contractors, and trendsetters in search of the latest conveniences.  Held at the Enercare Centre in Exhibition Place in September each year, the much-anticipated exhibition is...

read more
Top 5 High-Roller Ontario Online Casinos

Top 5 High-Roller Ontario Online Casinos

Good high-roller casino sites can be hard to find in Canada, especially in Ontario. This is because Ontario online casinos must hold a license from the Alcohol and Gaming Commission (AGCO) and iGaming Ontario which comes with certain restrictions they must follow. As...

read more
2026 Porsche Macan 4 Electric Review

2026 Porsche Macan 4 Electric Review

So when I hopped into the new Porsche Macan 4 Electric in July, knowing I had a drive to a family event from Liberty Village in downtown Toronto to Picton, Ont. (218 kilometres, or 135 miles, one way) first thing on my brain was battery range. I was making the drive...

read more