2. Round | 11/08/2018 | Livingston FC | - | Kilmarnock FC | 0:0 | ||||
3. Round | 25/08/2018 | St. Mirren FC | - | Livingston FC | 0:2 | ||||
4. Round | 01/09/2018 | Livingston FC | - | Hibernian FC | 2:1 | ||||
6. Round | 22/09/2018 | Heart of Midlothian | - | Livingston FC | 0:0 | ||||
8. Round | 06/10/2018 | Motherwell FC | - | Livingston FC | 1:1 | ||||
15. Round | 01/12/2018 | Livingston FC | - | Motherwell FC | 2:0 | ||||
16. Round | 05/12/2018 | Kilmarnock FC | - | Livingston FC | 2:0 | ||||
18. Round | 14/12/2018 | Livingston FC | - | Heart of Midlothian | 5:0 | ||||
19. Round | 22/12/2018 | Hibernian FC | - | Livingston FC | 1:1 | ||||
20. Round | 26/12/2018 | Dundee FC | - | Livingston FC | 0:0 | ||||
21. Round | 29/12/2018 | Livingston FC | - | Aberdeen FC | 1:2 | ||||
22. Round | 23/01/2019 | St. Johnstone FC | - | Livingston FC | 1:0 |