1. Round | 23/08/2019 | Sirens FC | - | Senglea Athletics | 1:1 | ||||
2. Round | 28/08/2019 | Senglea Athletics | - | Birkirkara FC | 1:0 | ||||
3. Round | 14/09/2019 | Senglea Athletics | - | Mosta FC | 2:1 | ||||
4. Round | 21/09/2019 | Hibernians FC | - | Senglea Athletics | 2:1 | ||||
5. Round | 28/09/2019 | Senglea Athletics | - | Hamrun Spartans | 1:3 | ||||
9. Round | 02/11/2019 | Senglea Athletics | - | Balzan FC | 2:2 | ||||
12. Round | 07/12/2019 | Gudja United | - | Senglea Athletics | 4:1 |