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. Defending IRL champion Kenny Bräck started 8th and became the first Swedish driver to win the Indy 500.

The 1999 Pep Boys Indy Racing League was highly competitive and parity was the order of the year. Team Menard had a very good season with their driver Greg Ray capturing 3 race wins and the series championship. This was the last year before CART teams began to break ranks and jump to the IRL.