| Matches by round |
| 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 |
| Match list: | By round By date Latest | Player stats: |
| R | Date | Home | Score | Away | Location | |
| 1 | 09/11/2008 | Pietà H. | 3 - 3 | San Gwann | V. Tedesco Stadium | |
| 2 | 29/11/2008 | San Gwann | 0 - 2 | Mosta | V. Tedesco Stadium | |
| 3 | 07/12/2008 | Mqabba | 2 - 1 | San Gwann | Hibs Ground | |
| 4 | 14/12/2008 | San Gwann | 1 - 2 | Vittoriosa S. | V. Tedesco Stadium | |
| 5 | 28/12/2008 | San Gwann | 4 - 2 | Senglea A. | V. Tedesco Stadium | |
| 6 | 11/01/2009 | Rabat A. | 1 - 2 | San Gwann | V. Tedesco Stadium | |
| 7 | 25/01/2009 | San Gwann | 4 - 3 | Dingli S. | Hibs Ground | |
| 8 | 01/02/2009 | St. Patrick | 2 - 0 | San Gwann | V. Tedesco Stadium | |
| 9 | 15/02/2009 | San Gwann | 0 - 3 | St. Georges | Hibs Ground | |
| 10 | 01/03/2009 | San Gwann | 0 - 1 | Pietà H. | Hibs Ground | |
| 11 | 14/03/2009 | Mosta | 2 - 1 | San Gwann | V. Tedesco Stadium | |
| 12 | 24/03/2009 | San Gwann | 1 - 1 | Mqabba | V. Tedesco Stadium | |
| 13 | 29/03/2009 | Vittoriosa S. | 1 - 2 | San Gwann | Hibs Ground | |
| 14 | 11/04/2009 | Senglea A. | 0 - 1 | San Gwann | Hibs Ground | |
| 15 | 19/04/2009 | San Gwann | 3 - 3 | Rabat A. | V. Tedesco Stadium | |
| 16 | 02/05/2009 | Dingli S. | 2 - 2 | San Gwann | Hibs Ground | |
| 17 | 10/05/2009 | San Gwann | 4 - 1 | St. Patrick | V. Tedesco Stadium | |
| 18 | 17/05/2009 | St. Georges | 7 - 2 | San Gwann | V. Tedesco Stadium |