The best street style looks of Pitti Uomo 109 The year of fashion insiders began in Florence

No sooner had 2026 begun than the fashion system was already back to work. Officially opening the new fashion season was Pitti Uomo, now in its 109th edition, bringing the spotlight back to Florence and the Fortezza da Basso. Among the key figures of the week were Hed Mayner and SOSHIOTSUKI, winner of the 2025 LVMH Prize, both Guest Designers who have made a renewed approach to tailoring their defining strength. This focus was also reflected in the choices of fashion insiders, who paired long double-breasted coats and wool flat caps with oversized trousers, knitwear featuring ironic patterns, and pops of color capable of breaking formal rigidity. A subtle balance between tradition and experimentation, which remains one of Pitti’s defining traits.

Through the lens of Alberto Castellano, here is a selection of the best street style looks spotted during Pitti Uomo 109.