- May 9 Amber [Marie-Claire Cremers], Dutch-born German singer-songwriter, born in Ubbergen, the Netherlands
- May 13 Buckethead [Brian Carroll], American underground guitarist, born in Los Angeles, California
- May 13 Patricia Leonard, American classical composer (My Dearest Friend; Strangely Close, Yet Distant), born in Boston, Massachusetts
- May 13 Sevren Ni-Arb [André Schmechta], German techno-trance musician (X Marks the Pedwalk), born in Germany
- May 14 Danny Wood, American singer, guitarist, and choreographer (New Kids On The Block), born in Dorchester, Massachusetts
- May 14 Greg Kurstin, American record producer, and songwriter (Lily Allen; Sia; P!nk; Foo Fighters; Adele; Paul McCartney; Bird and The Bee), born in Los Angeles, California
- May 15 Assala [Nasri], Syrian-Bahraini Middle Eastern and Arabic pop singer ("Ma Aaaraftik"), born in Damascus, Syria
- May 17 Alan Doyle, Canadian musician (Great Big Sea), and actor, born in Petty Harbour, Newfoundland
- May 17 Ryan Anthony, American trumpet player (Canadian Brass, 2000-03; Dallas Symphony, 2006-20), born in Whittier, California (d. 2020)
- May 18 Ettore Carucci, Italian jazz pianist and composer, born in Taranto, Italy
- May 18 Martika [Marta Marrero], Cuban-American singer ("Toy Soldiers"), born in Whittier, California
- May 24 Rich Robinson, American rock guitarist (Black Crowes - "Shake Your Money Maker"), born in Atlanta, Georgia
- May 29 Chan Kinchla, Canadian rock guitarist (Blues Traveler - "Run-Around"), born in Hamilton, Ontario
About May 1969
How Old? 54 or 55 years old
Generation: Generation X
Leap Year: No
Country Singers
Jazz Musicians
Opera Singers
Pop Stars
Rappers
Rockers