5. Round | 14/09/2019 | Kilmarnock FC | - | Hibernian FC | 2:0 | ||||
6. Round | 22/09/2019 | Celtic FC | - | Kilmarnock FC | 3:1 | ||||
7. Round | 28/09/2019 | Kilmarnock FC | - | Ross County FC | 0:0 | ||||
14. Round | 23/11/2019 | Kilmarnock FC | - | Heart of Midlothian | 3:0 | ||||
15. Round | 30/11/2019 | Hibernian FC | - | Kilmarnock FC | 2:2 | ||||
16. Round | 04/12/2019 | Kilmarnock FC | - | St. Johnstone FC | 0:0 | ||||
17. Round | 07/12/2019 | Livingston FC | - | Kilmarnock FC | 3:0 | ||||
21. Round | 29/12/2019 | St. Mirren FC | - | Kilmarnock FC | 1:0 |