| 1. Ronde | 18.08.2018 | Mosta FC | - | St. Andrews FC | 1:3 |  |
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| 2. Ronde | 24.08.2018 | St. Andrews FC | - | Tarxien Rainbows | 1:5 | ||||
| 3. Ronde | 16.09.2018 | Hamrun Spartans | - | St. Andrews FC | 1:0 | ||||
| 4. Ronde | 22.09.2018 | St. Andrews FC | - | Sliema Wanderers | 0:2 |  |
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| 5. Ronde | 28.09.2018 | Hibernians FC | - | St. Andrews FC | 2:0 | ||||
| 6. Ronde | 06.10.2018 | St. Andrews FC | - | Birkirkara FC | 2:0 | |
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| 7. Ronde | 19.10.2018 | Qormi FC | - | St. Andrews FC | 0:2 | |
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| 8. Ronde | 29.10.2018 | St. Andrews FC | - | Senglea Athletics | 1:2 | ||||
| 9. Ronde | 03.11.2018 | Balzan FC | - | St. Andrews FC | 0:2 | |
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| 11. Ronde | 24.11.2018 | Valletta FC | - | St. Andrews FC | 1:0 | ||||
| 12. Ronde | 08.12.2018 | St. Andrews FC | - | Floriana FC | 3:0 Toeg. | |
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| 13. Ronde | 14.12.2018 | Gżira United | - | St. Andrews FC | 2:1 | ||||
| 14. Ronde | 13.01.2019 | St. Andrews FC | - | Mosta FC | 1:1 | |
Jamaica