1998–99 South African Premiership

The 1998–99 Premiership, known as the 1998–99 Castle Premiership for sponsorship purposes, and also commonly referred to as the PSL after the governing body, was the third season of the Premiership since its establishment in 1996. The season began on 31 July 1998 and ended on 9 June 1999. Mamelodi Sundowns became the first team in Premiership history to defend their title as they won their second straight Premiership title and their fifth South African title after previously winning the Premiership's predecessor - the National Soccer League - on three occasions (1988, 1990 and 1993). In a hotly contested title race between Sundowns and Kaizer Chiefs it came down to goal difference to separate the two as both finished on a joint record 75 points. A margin of +5 in goal difference was all that separated the two teams as Sundowns won their second in what would be a hat-trick of Premiership titles.

As before, the league was contested by 18 teams, sixteen returning from the 1997–98 season and two newly promoted clubs; Dynamos and Seven Stars. The league would also continue to run parallel to the European football calendar (August–May) and not run concurrently with the African football calendar (January–December).

Sundowns 15 : 2 Chiefs