1. Round | 24/08/2019 | Gudja United | - | Hibernians FC | 1:1 | ||||
2. Round | 30/08/2019 | Hamrun Spartans | - | Gudja United | 2:2 | ||||
3. Round | 15/09/2019 | Gudja United | - | St. Luċija FC | 1:1 | ||||
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 | ||||
7. Round | 20/10/2019 | Gudja United | - | Valletta FC | 0:1 | ||||
8. Round | 26/10/2019 | Gżira United | - | Gudja United | 6:1 | ||||
9. Round | 04/11/2019 | Birkirkara FC | - | Gudja United | 2:3 | ||||
11. Round | 23/11/2019 | Sirens FC | - | Gudja United | 1:1 | ||||
13. Round | 08/01/2020 | Mosta FC | - | Gudja United | 1:0 | ||||
14. Round | 12/01/2020 | Hibernians FC | - | Gudja United | 2:0 | ||||
15. Round | 18/01/2020 | Gudja United | - | Hamrun Spartans | 1:1 | ||||
16. Round | 01/02/2020 | St. Luċija FC | - | Gudja United | 2:1 | ||||
17. Round | 08/02/2020 | Gudja United | - | Sliema Wanderers | 1:0 | ||||
18. Round | 15/02/2020 | Floriana FC | - | Gudja United | 1:2 | ||||
19. Round | 22/02/2020 | Gudja United | - | Balzan FC | 0:2 | ||||
20. Round | 07/03/2020 | Valletta FC | - | Gudja United | 0:2 |