Benarrivo experienced another successful year with the club during the 1998–99 season. Parma finished fourth place in the league, but Benarrivo finished the season with the conquest of his second UEFA Cup and Italian Cup titles, following these successes up with the 1999 Supercoppa Italiana, a title which had evaded him in 1995. This would be his final season as an indisputable starter, however, and the following seasons would see him play with less regularity.