- Jan 10 Fatboy Slim (Norman Cook) achieves his third UK No.1 single with 'Praise You'
- Mar 3 "Fortunate" single by Maxwell is released (Billboard Music Award Best R&B Single of the Year)
- Mar 22 "Amazed" single released by Lonestar (Billboard Song of the Year 1999)
- May 18 "Millennium" 3rd studio album by the Backstreet Boys is released - one of the best-selling albums of all time, over 30 million copies sold
- May 29 44th Eurovision Song Contest: Charlotte Nilsson for Sweden wins singing "Take Me to Your Heaven" in Jerusalem
Oct 19 Cher releases "Believe" single (Billboard Song of the Year, 1999; Grammy Award Best Dance Recording, 2000)