Jason Scheff is the singer and bassist who served as the frontman of the legendary rock band Chicago from 1985 to 2016 — making him the longest-serving vocalist in the band’s history. Born in San Diego, California, Scheff comes from musical royalty; his father, Jerry Scheff, was Elvis Presley’s longtime bassist. At just 23 years old, Jason stepped into Chicago following the departure of Peter Cetera and quickly made the role his own. His debut lead vocal on the 1986 remake of “25 or 6 to 4” was followed by a string of smash hits including “Will You Still Love Me?”, “If You Leave Me Now,” “Just You and Me,” and the Top 5 single “What Kind of Man Would I Be?”, which he also wrote. Over three decades, Scheff performed thousands of concerts with Chicago, contributed to multiple studio albums, and was present for the band’s induction into the Rock and Roll Hall of Fame in 2016. On the 2026 Happy Together Tour, he brings Chicago’s greatest early hits to life with the full power of that unmistakable tenor voice.