List of Billboard Tropical Airplay number ones of 1999

Tropical Airplay is a chart published by Billboard magazine that ranks the top-performing songs (regardless of genre or language) on tropical radio stations in the United States, based on weekly airplay data compiled by Nielsen's Broadcast Data Systems. It is a subchart of Hot Latin Songs, which lists the best-performing Spanish-language songs in the country. In 1999, 11 songs topped the chart, in 52 issues of the magazine.

The first number one of the year was "El Cuerpo Me Pide" by Víctor Manuelle and Elvis Crespo from the Christmas compilation album Tarjeta de Navidad, Vol. 2 (1998). The song moved into the top spot in the issue dated January 9. It remained in the top spot for a week before being replaced by "Mi PC" by Juan Luis Guerra. Before its two-week stint at number one, "Mi PC" had previously topped the chart in the week ending December 12, 1998, spending a total of five weeks at number one. Víctor Manuelle also had the final number one of 1999 with "Pero Dile", which was the longest-running number one of the year with nine weeks. Guerra achieved his second number one of the year with "Palomita Blanca". Jerry Rivera's "Ese" superseded "Mi PC", dominating the top spot for eight consecutive weeks and earning the distinction of being his fifth overall number one on the chart. "Ese" and "Déjate Querer" by Gilberto Santa Rosa had the longest continuous run at number one in 1999.

Tito Rojas obtained his second and final chart-topper with his cover version of Pepe Aguilar's song "Por Mujeres Como Tú". Jennifer Lopez achieved her first number one on the Tropical Airplay chart with "No Me Ames", performed in collaboration with Marc Anthony, and was the sole female artist to attain the summit during the year. The salsa version of "No Me Ames", titled as the "tropical remix", was commercially released to tropical radio stations by Sony Discos. Marc Anthony achieved his 12th number one later in the year with "Dímelo", the Spanish-language version of "I Need to Know".

Note
The best-performing tropical song of 1999 was "El Niágara en Bicicleta" by Juan Luis Guerra, which peaked at number two on the Tropical Airplay chart.