Woodlands Wellington 
| 2008-02-18 | S.League | Super Reds | (A) | 1 | - 2 | L | |
| 2008-02-23 | S.League | Courts Young Lions | (H) | 2 | - 2 | D | |
| 2008-02-28 | S.League | Dalian | (H) | 1 | - 0 | W | |
| 2008-03-04 | S.League | Balestier Khalsa FC | (A) | 2 | - 1 | W | |
| 2008-03-13 | S.League | Hougang United FC | (H) | 0 | - 0 | D | |
| 2008-03-29 | S.League | Warriors FC | (A) | 0 | - 3 | L | |
| 2008-04-01 | S.League | Tampines Rovers FC | (H) | 1 | - 1 | D | |
| 2008-04-09 | S.League | Home United FC | (H) | 0 | - 3 | L | |
| 2008-04-15 | S.League | Gombak United FC | (A) | 1 | - 0 | W | |
| 2008-04-20 | S.League | Geylang International | (H) | 1 | - 2 | L | |
| 2008-04-24 | S.League | Albirex Niigata (S) FC | (A) | 2 | - 1 | W | |
| 2008-05-02 | S.League | Courts Young Lions | (A) | 1 | - 2 | L | |
| 2008-05-15 | S.League | Dalian | (A) | 3 | - 1 | W | |
| 2008-05-23 | S.League | Super Reds | (H) | 2 | - 2 | D | |
| 2008-06-19 | S.League | Balestier Khalsa FC | (H) | 3 | - 0 | W | |
| 2008-06-24 | S.League | Hougang United FC | (A) | 0 | - 0 | D | |
| 2008-07-14 | S.League | Warriors FC | (H) | 1 | - 4 | L | |
| 2008-07-17 | S.League | Tampines Rovers FC | (A) | 1 | - 3 | L | |
| 2008-07-23 | S.League | Home United FC | (A) | 0 | - 1 | L | |
| 2008-08-11 | S.League | Courts Young Lions | (H) | 0 | - 0 | D | |
| 2008-08-14 | S.League | Albirex Niigata (S) FC | (H) | 2 | - 4 | L | |
| 2008-09-04 | S.League | Super Reds | (A) | 1 | - 2 | L | |
| 2008-09-10 | S.League | Gombak United FC | (H) | 0 | - 2 | L | |
| 2008-09-15 | S.League | Dalian | (H) | 1 | - 1 | D | |
| 2008-09-19 | S.League | Balestier Khalsa FC | (A) | 1 | - 0 | W | |
| 2008-09-25 | S.League | Geylang International | (A) | 1 | - 4 | L | |
| 2008-10-02 | S.League | Warriors FC | (A) | 1 | - 2 | L | |
| 2008-10-10 | S.League | Hougang United FC | (H) | 2 | - 0 | W | |
| 2008-10-20 | S.League | Tampines Rovers FC | (H) | 0 | - 0 | D | |
| 2008-10-26 | S.League | Home United FC | (H) | 2 | - 1 | W | |
| 2008-11-06 | S.League | Gombak United FC | (A) | 1 | - 2 | L | |
| 2008-11-09 | S.League | Geylang International | (H) | 1 | - 2 | L | |
| 2008-11-13 | S.League | Albirex Niigata (S) FC | (A) | 1 | - 4 | L |