In 1999, the Supersport had a major facelift. The fairing was redesigned after the Ducati Supermono and fuel injection introduced. The 1999 model was one of the first Ducatis designed by Pierre Terblanche and met with very limited success based on its controversial aesthetics. The SS was available with 750 cc and 900 cc engines, both offered with either full fairing or half fairing. A lower spec “Sport” model was offered.

In 2003 Ducati replaced the 750 and 900 with three new variations: 620 cc, 800 cc and 1000 cc. Only the 620 was offered with half fairing.

Eventually, only the 1,000 cc version available, and it was finally discontinued in 2007. The SS naming convention was eventually dropped and the line evolved into the SportClassic line that includes the Sport 1000 and GT 1000, and another Paul Smart replica, the PaulSmart 1000 LE.