The 2008 Singapore League Cup marks the second occasion on which the Singapore League Cup competition has been staged. (The event was launched in 2007). Its official sponsored name for 2008 is the Avaya-J&J League Cup.
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. However, in 2008, the event is being held during the S.League season. All 12 S.League teams have entered the 2008 competition.
The cup is being played over four rounds. The top four teams in the S.League in 2007 were given a bye to the quarter-final stage.
The draw for the first knockout round was held on Tuesday, 13 May 2008 in Singapore. The first round matches kick off on 30 May. The matches are played on a one match basis. The winners advance to the quarter-final stage. Teams who had finished in top 4 positions of 2007 S.League received a bye and need not participate in Round one knockout competition. They were: Singapore Armed Force FC, Home United, Tampines Rovers and Gombak United respectively.