| 1. Round | 24/08/2019 | Gudja United | - | Hibernians FC | 1:1 | ||||
| 2. Round | 30/08/2019 | Hamrun Spartans | - | Gudja United | 2:2 | ||||
| 4. Round | 21/09/2019 | Sliema Wanderers | - | Gudja United | 1:1 | ||||
| 5. Round | 28/09/2019 | Gudja United | - | Floriana FC | 0:2 | ||||
| 6. Round | 05/10/2019 | Balzan FC | - | Gudja United | 1:0 |
Malta