In 2007, the event was held before the start of the S.League season (and serving as a pre-season warm-up tournament), and was won by Woodlands Wellington FC.
The top four teams in the S.League in 2007 were given a bye to the quarter-final stage.
The final will be played on 16 June at Jalan Besar Stadium.
The draw for the first knockout round was held on Tuesday, 13 May 2008 in Singapore.
Teams who had finished in top 4 positions of 2007 S.League received a bye and need not participate in Round one knockout competition.