1. Round | 03/08/2019 | Livingston FC | - | Motherwell FC | 0:0 | ||||
2. Round | 10/08/2019 | St. Johnstone FC | - | Livingston FC | 2:2 | ||||
3. Round | 24/08/2019 | Ross County FC | - | Livingston FC | 1:4 | ||||
4. Round | 31/08/2019 | Livingston FC | - | St. Mirren FC | 2:1 | ||||
7. Round | 28/09/2019 | Hamilton Academical | - | Livingston FC | 2:1 | ||||
9. Round | 19/10/2019 | Kilmarnock FC | - | Livingston FC | 2:1 | ||||
10. Round | 26/10/2019 | Livingston FC | - | Heart of Midlothian | 0:0 | ||||
11. Round | 30/10/2019 | Hibernian FC | - | Livingston FC | 2:2 | ||||
12. Round | 02/11/2019 | Motherwell FC | - | Livingston FC | 2:1 | ||||
17. Round | 07/12/2019 | Livingston FC | - | Kilmarnock FC | 3:0 | ||||
18. Round | 14/12/2019 | St. Mirren FC | - | Livingston FC | 3:3 | ||||
19. Round | 21/12/2019 | Livingston FC | - | Ross County FC | 4:0 |