1999 Botswana Premier League

The 1999 Botswana Premier League, also known as the 1999 Castle Super League for sponsorship reasons, was the 22nd season of the Botswana Premier League. It was a "mini league" with only half the games played as the Premier League transitioned from the February-November football calendar to the August-May European calendar.

It was won by Mogoditshane Fighters for the first time in their history under the tutelage of David Bright, who became the youngest Motswana to win a league title. The team would also win the 1999 Botswana FA Cup to complete a historic double.

Team changes
Teams relegated from the 1998 Botswana Premier League
 * TASC FC
 * Mokgosi Young Fighters

Teams promoted from the 1998 First Division South and 1998 First Division North
 * Jwaneng Comets
 * FC Satmos