| Lunedi 04/11/13 | Woodlands Wellington FC | 3 - 6 | Tampines Rovers FC | |
|---|---|---|---|---|
| Mercoledi 30/10/13 | Balestier Khalsa FC | 3 - 0 | Woodlands Wellington FC | |
| Mercoledi 23/10/13 | Albirex Niigata | 3 - 1 | Woodlands Wellington FC | |
| Venerdi 18/10/13 | Woodlands Wellington FC | 2 - 2 | Tanjong Pagar United | |
| Mercoledi 25/09/13 | Woodlands Wellington FC | 2 - 3 | Home United FC | |
| Giovedi 19/09/13 | Balestier Khalsa FC | 1 - 2 | Woodlands Wellington FC | |
| Giovedi 29/08/13 | Woodlands Wellington FC | 3 - 3 | Tampines Rovers FC | |
| Venerdi 23/08/13 | Geylang United FC | 1 - 2 | Woodlands Wellington FC | |
| Domenica 04/08/13 | Woodlands Wellington FC | 2 - 3 | Tanjong Pagar United | |
| Martedi 16/07/13 | Woodlands Wellington FC | 5 - 2 | Young Lions | |
| Mercoledi 10/07/13 | Albirex Niigata | 0 - 1 | Woodlands Wellington FC | |
| Venerdi 05/07/13 | Woodlands Wellington FC | 5 - 2 | Brunei | |
| Mercoledi 26/06/13 | Hougang United FC | 0 - 1 | Woodlands Wellington FC | |
| Sabato 25/05/13 | Singapore Armed Forces FC | 1 - 1 | Woodlands Wellington FC | |
| Sabato 18/05/13 | Harimau Muda B | 2 - 0 | Woodlands Wellington FC | |
| Lunedi 06/05/13 | Woodlands Wellington FC | 0 - 3 | Home United FC | |
| Giovedi 02/05/13 | Woodlands Wellington FC | 3 - 1 | Balestier Khalsa FC | |
| Sabato 27/04/13 | Tampines Rovers FC | 3 - 1 | Woodlands Wellington FC | |
| Giovedi 18/04/13 | Woodlands Wellington FC | 0 - 0 | Geylang United FC | |
| Giovedi 11/04/13 | Tanjong Pagar United | 1 - 1 | Woodlands Wellington FC |