| 1. Jornada | 03.08.2019 | Livingston FC | - | Motherwell FC | 0:0 | ||||
| 2. Jornada | 10.08.2019 | St. Johnstone FC | - | Livingston FC | 2:2 | ||||
| 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 |  |
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| 7. Jornada | 28.09.2019 | Hamilton Academical | - | Livingston FC | 2:1 | ||||
| 8. Jornada | 06.10.2019 | Livingston FC | - | Celtic FC | 2:0 | ||||
| 9. Jornada | 19.10.2019 | Kilmarnock FC | - | Livingston FC | 2:1 | ||||
| 10. Jornada | 26.10.2019 | Livingston FC | - | Heart of Midlothian | 0:0 | ||||
| 30. Jornada | 07.03.2020 | St. Johnstone FC | - | Livingston FC | 1:0 |
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