5. Round | 14/09/2019 | Ross County FC | - | St. Mirren FC | 2:1 | ||||
6. Round | 21/09/2019 | Motherwell FC | - | Ross County FC | 1:2 | ||||
7. Round | 28/09/2019 | Kilmarnock FC | - | Ross County FC | 0:0 | ||||
10. Round | 26/10/2019 | Hibernian FC | - | Ross County FC | 2:2 | ||||
12. Round | 02/11/2019 | Hamilton Academical | - | Ross County FC | 2:2 | ||||
13. Round | 09/11/2019 | Ross County FC | - | Aberdeen FC | 1:3 | ||||
14. Round | 23/11/2019 | St. Mirren FC | - | Ross County FC | 2:1 | ||||
18. Round | 14/12/2019 | Ross County FC | - | Kilmarnock FC | 1:0 | ||||
19. Round | 21/12/2019 | Livingston FC | - | Ross County FC | 4:0 |