Woodlands Wellington 
| 2003-02-27 | S.League | Geylang International | (H) | 0 | - 1 | L | |
| 2003-03-08 | S.League | Courts Young Lions | (A) | 1 | - 2 | L | |
| 2003-03-14 | S.League | Tampines Rovers FC | (H) | 3 | - 0 | W | |
| 2003-03-27 | S.League | Home United FC | (A) | 3 | - 3 | D | |
| 2003-04-05 | S.League | Hougang United FC | (A) | 5 | - 1 | W | |
| 2003-04-11 | S.League | Jurong | (H) | 1 | - 0 | W | |
| 2003-04-18 | S.League | Balestier Khalsa FC | (A) | 2 | - 1 | W | |
| 2003-04-26 | S.League | Tanjong Pagar United | (H) | 4 | - 1 | W | |
| 2003-05-01 | S.League | Warriors FC | (A) | 2 | - 1 | W | |
| 2003-05-09 | S.League | Sinchi | (H) | 3 | - 3 | D | |
| 2003-05-16 | S.League | Sembawang | (A) | 2 | - 1 | W | |
| 2003-05-22 | S.League | Geylang International | (A) | 1 | - 1 | D | |
| 2003-05-29 | S.League | Courts Young Lions | (H) | 1 | - 0 | W | |
| 2003-06-06 | S.League | Tampines Rovers FC | (A) | 1 | - 0 | W | |
| 2003-06-14 | S.League | Home United FC | (H) | 3 | - 5 | L | |
| 2003-06-20 | S.League | Hougang United FC | (H) | 3 | - 1 | W | |
| 2003-06-27 | S.League | Jurong | (A) | 1 | - 1 | D | |
| 2003-07-05 | S.League | Balestier Khalsa FC | (H) | 3 | - 3 | D | |
| 2003-07-08 | S.League | Warriors FC | (H) | 1 | - 1 | D | |
| 2003-07-11 | S.League | Tanjong Pagar United | (A) | 1 | - 1 | D | |
| 2003-07-26 | S.League | Sinchi | (A) | 5 | - 1 | W | |
| 2003-08-01 | S.League | Sembawang | (H) | 0 | - 0 | D | |
| 2003-08-08 | S.League | Geylang International | (H) | 2 | - 2 | D | |
| 2003-08-15 | S.League | Courts Young Lions | (A) | 5 | - 2 | W | |
| 2003-08-22 | S.League | Tampines Rovers FC | (H) | 1 | - 1 | D | |
| 2003-08-29 | S.League | Home United FC | (A) | 2 | - 3 | L | |
| 2003-09-07 | S.League | Hougang United FC | (A) | 0 | - 0 | D | |
| 2003-09-11 | S.League | Jurong | (H) | 1 | - 0 | W | |
| 2003-09-19 | S.League | Balestier Khalsa FC | (A) | 2 | - 1 | W | |
| 2003-09-27 | S.League | Tanjong Pagar United | (H) | 1 | - 3 | L | |
| 2003-10-01 | S.League | Warriors FC | (A) | 1 | - 2 | L | |
| 2003-10-09 | S.League | Sinchi | (H) | 2 | - 3 | L | |
| 2003-10-15 | S.League | Sembawang | (A) | 2 | - 2 | D |