2. Round | 10/08/2019 | Heart of Midlothian | - | Ross County FC | 0:0 | ||||
8. Round | 05/10/2019 | Ross County FC | - | St. Johnstone FC | 2:2 | ||||
9. Round | 19/10/2019 | Celtic FC | - | Ross County FC | 6:0 | ||||
10. Round | 26/10/2019 | Hibernian FC | - | Ross County FC | 2:2 | ||||
11. Round | 30/10/2019 | Ross County FC | - | Rangers FC | 0:4 | ||||
12. Round | 02/11/2019 | Hamilton Academical | - | Ross County FC | 2:2 | ||||
17. Round | 29/01/2020 | Rangers FC | - | Ross County FC | 2:0 | ||||
25. Round | 05/02/2020 | Ross County FC | - | Livingston FC | 2:0 | ||||
26. Round | 12/02/2020 | Hibernian FC | - | Ross County FC | 3:0 | ||||
27. Round | 15/02/2020 | Ross County FC | - | St. Johnstone FC | 1:1 | ||||
28. Round | 22/02/2020 | Aberdeen FC | - | Ross County FC | 1:2 |