| Date | Round | Round | H/A | Res. | |||
|---|---|---|---|---|---|---|---|
| 14.07.2008 | Matchday 17 | Matchday 17 | H | ![]() | Tampines Rovers | L | 0:2 |
| 22.07.2008 | Matchday 19 | Matchday 19 | A | ![]() | Gombak United | L | 0:1 |
| 25.07.2008 | Matchday 20 | Matchday 20 | H | ![]() | Geylang Int. | L | 0:1 |
| 02.08.2008 | Matchday 20 | Matchday 20 | A | ![]() | Albirex Niigata | D | 2:2 |
| 06.08.2008 | Matchday 21 | Matchday 21 | H | ![]() | Young Lions | D | 1:1 |
| 15.08.2008 | Matchday 22 | Matchday 22 | H | ![]() | Super Reds | L | 0:3 |
| 01.09.2008 | Matchday 23 | Matchday 23 | A | ![]() | Lion C. Sailors | L | 0:3 |
| 10.09.2008 | Matchday 25 | Matchday 25 | H | ![]() | Warriors FC | L | 1:4 |
| 15.09.2008 | Matchday 25 | Matchday 25 | A | ![]() | Woodlands Wellington | D | 1:1 |
| 25.09.2008 | Matchday 27 | Matchday 27 | H | ![]() | Balestier | W | 1:0 |
| 08.10.2008 | Matchday 28 | Matchday 28 | A | ![]() | Tampines Rovers | L | 1:5 |
| 22.10.2008 | Matchday 29 | Matchday 29 | H | ![]() | Hougang United | D | 1:1 |
| 30.10.2008 | Matchday 30 | Matchday 30 | H | ![]() | Gombak United | L | 0:5 |
| 06.11.2008 | Matchday 31 | Matchday 31 | A | ![]() | Geylang Int. | L | 1:5 |
| 10.11.2008 | Matchday 32 | Matchday 32 | H | ![]() | Albirex Niigata | L | 1:2 |
| 13.11.2008 | Matchday 33 | Matchday 33 | A | ![]() | Young Lions | L | 0:2 |
Dalian Shide Siwu











