| 6. Round | 06/10/2019 | Hamrun Spartans | - | Mosta FC | 0:2 | ||||
| 12. Round | 06/12/2019 | Balzan FC | - | Hamrun Spartans | 1:1 | ||||
| 13. Round | 15/12/2019 | Hamrun Spartans | - | Valletta FC | 0:1 | ||||
| 14. Round | 13/01/2020 | Hamrun Spartans | - | Gżira United | 0:3 | ||||
| 15. Round | 18/01/2020 | Gudja United | - | Hamrun Spartans | 1:1 | ||||
| 16. Round | 01/02/2020 | Hamrun Spartans | - | Tarxien Rainbows | 2:3 | ||||
| 17. Round | 10/02/2020 | Sirens FC | - | Hamrun Spartans | 1:2 | ||||
| 19. Round | 22/02/2020 | Mosta FC | - | Hamrun Spartans | 2:1 |  |
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| 20. Round | 07/03/2020 | Hamrun Spartans | - | Hibernians FC | 1:2 |
Italy