The 83rd Indianapolis 500 was held at the Indianapolis Motor Speedway in Speedway, Indiana on Sunday, May 30, 1999. The race was sanctioned by the Indy Racing League, and was part of the 1999 Pep Boys Indy Racing League season. Popular veteran and two-time winner Arie Luyendyk entered the race planning to retire at the end of the event. He won the pole position and was a factor most of the first half. After leading 63 laps, however, he crashed while leading after he tangled with a backmarker. Luyendyk would eventually return to Indy in 2001.