Fiorentina's 1995–96 season was disappointing in the league, but they did reach the Cup Winners' Cup semi-final by beating Gloria Bistrița, Sparta Prague and Benfica.
Di Musim 1995-96 prestasi fiorentina mengecewakan di Liga, namun mereka berhasil mencapai perempat final di Piala Winners dengan mengalahkan Gloria Bistrita, Sparta Prague, dan Benfica.