Young Lions 2 Geylang United 0
7 September 2009
Home United 3 Balestier Khalsa 0
8 September 2009
Woodlands Wellington 1 Tampines Rovers 0
9 September 2009
SAFFC 4 Geylang United 1
10 September 2009
Balestier Khalsa 1 Brunei DPMM 3
Gombak United 2 Young Lions 2
11 September 2009
Tampines Rovers 3 Sengkang Punggol 1
14 September 2009
Albirex Niigata 2 Woodlands Wellington 0
Sengkang Punggol 0 Super Reds 2
15 September 2009
Young Lions 0 Brunei DPMM 1
16 September 2009
Balestier Khalsa 0 Geylang United 1
17 September 2009
Super Reds 1 Tampines Rovers 3
18 September 2009
Woodlands Wellington 0 Gombak United 2
22 September 2009
Young Lions 2 Home United 1
23 September 2009
SAFFC 2 Albirex Niigata 1
25 September 2009
Home United 3 Woodlands Wellington 1
28 September 2009
Sengkang Punggol 1 Balestier Khalsa 3
29 September 2009
Brunei DPMM 2 Tampines Rovers 2
30 September 2009
Gombak United 2 SAFFC 1
1 October 2009
Albirex Niigata 3 Young Lions 2
2 October 2009
Geylang United 1 Super Reds 2
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