| 3. Jornada | 24.08.2019 | Ross County FC | - | Livingston FC | 1:4 | ||||
| 4. Jornada | 31.08.2019 | Livingston FC | - | St. Mirren FC | 2:1 | ||||
| 5. Jornada | 14.09.2019 | Rangers FC | - | Livingston FC | 3:1 | ||||
| 6. Jornada | 21.09.2019 | Livingston FC | - | Aberdeen FC | 0:2 | ||||
| 15. Jornada | 30.11.2019 | Livingston FC | - | Hamilton Academical | 0:0 | ||||
| 16. Jornada | 04.12.2019 | Heart of Midlothian | - | Livingston FC | 1:1 | ||||
| 19. Jornada | 21.12.2019 | Livingston FC | - | Ross County FC | 4:0 | ||||
| 20. Jornada | 26.12.2019 | Aberdeen FC | - | Livingston FC | 2:1 | ||||
| 21. Jornada | 29.12.2019 | Livingston FC | - | Hibernian FC | 2:0 | ||||
| 22. Jornada | 22.01.2020 | Livingston FC | - | St. Johnstone FC | 1:0 |
Escocia