1. Round | 03/08/2019 | Ross County FC | - | Hamilton Academical | 3:0 | ||||
2. Round | 10/08/2019 | Heart of Midlothian | - | Ross County FC | 0:0 | ||||
3. Round | 24/08/2019 | Ross County FC | - | Livingston FC | 1:4 | ||||
4. Round | 31/08/2019 | Aberdeen FC | - | Ross County FC | 3:0 | ||||
5. Round | 14/09/2019 | Ross County FC | - | St. Mirren FC | 2:1 | ||||
21. Round | 29/12/2019 | St. Johnstone FC | - | Ross County FC | 1:1 | ||||
22. Round | 22/01/2020 | Ross County FC | - | Heart of Midlothian | 0:0 | ||||
23. Round | 25/01/2020 | Celtic FC | - | Ross County FC | 3:0 | ||||
17. Round | 29/01/2020 | Rangers FC | - | Ross County FC | 2:0 | ||||
24. Round | 01/02/2020 | Kilmarnock FC | - | Ross County FC | 3:1 | ||||
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 | ||||
29. Round | 04/03/2020 | Motherwell FC | - | Ross County FC | 4:1 | ||||
30. Round | 08/03/2020 | Ross County FC | - | Rangers FC | 0:1 |