On this day September 16, 1989 , “Don’t Want to Lose You” by Gloria Estefan Hits #1 in America Gloria Estefan’s heartfelt ballad “Don’t Want to Lose You” reached the top spot on the US Billboard charts on this day in 1989. The song captivated audiences with its emotional depth and Estefan’s powerful vocals, holding the #1 position from September 16 to 22.