Quarter-finals (as at 10 June 2009)10 June 09 Super Reds 0 Woodlands Wellington 0 (a.e.t.) (Woodlands Wellington won 4-3 on penalties)
11 June 09 Home United vs Gombak United
12 June 09 Brunei DPMM vs Geylang United
13 June 09 Tampines Rovers vs SAFFC
Semi-finals
15 June 09 Brunei DPMM or Geylang United vs Woodlands Wellington
16 June 09 Home United or Gombak United vs Tampines Rovers or SAFFC
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