- Buddy Holly: The American rock and roll singer and songwriter Buddy Holly died in a plane crash on February 3, 1959, near Clear Lake, Iowa, along with Ritchie Valens and J.P. "The Big Bopper" Richardson. The incident became known as "The Day the Music Died."
- Ritchie Valens: Ritchie Valens, a Mexican-American rock and roll singer, also perished in the plane crash with Buddy Holly and J.P. "The Big Bopper" Richardson on February 3, 1959.
- Otis Redding: The American soul singer Otis Redding died in a plane crash on December 10, 1967, near Madison, Wisconsin, along with four members of his backing band, The Bar-Kays.
- Jim Croce: American folk-rock singer-songwriter Jim Croce passed away in a plane crash on September 20, 1973, near Natchitoches, Louisiana. His wife Ingrid and three others were also killed in the accident.
- Lynyrd Skynyrd: On October 20, 1977, a chartered plane carrying the American Southern rock band Lynyrd Skynyrd crashed in Gillsburg, Mississippi. The crash resulted in the deaths of lead vocalist Ronnie Van Zant, guitarist Steve Gaines, backup vocalist Cassie Gaines, and several crew members.
- John Denver: American singer-songwriter John Denver died in a plane crash on October 12, 1997, near Pacific Grove, California. He was piloting his own experimental plane when it crashed.
- Aaliyah: American R&B singer Aaliyah died in a plane crash on August 25, 2001, near Marsh Harbour, Abaco Islands in The Bahamas. Eight others on board the plane, including her record company executives and a video crew, also lost their lives.
- Jenni Rivera: Popular Mexican-American singer Jenni Rivera died in a plane crash on December 9, 2012, near Iturbide, Nuevo León, Mexico. The plane carrying Rivera and six others crashed shortly after takeoff.