| 1. Round | 05/08/2023 | Celtic FC | - | Ross County FC | 4:2 | ||||
| 7. Round | 30/09/2023 | Ross County FC | - | Heart of Midlothian | 0:1 |  |
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| 8. Round | 24/10/2023 | Dundee FC | - | Ross County FC | 0:0 | ||||
| 10. Round | 28/10/2023 | Motherwell FC | - | Ross County FC | 3:3 | |
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| 11. Round | 31/10/2023 | Hibernian FC | - | Ross County FC | 2:2 | ||||
| 12. Round | 04/11/2023 | Ross County FC | - | Celtic FC | 0:3 | ||||
| 13. Round | 11/11/2023 | St. Johnstone FC | - | Ross County FC | 1:0 | ||||
| 14. Round | 25/11/2023 | Ross County FC | - | Kilmarnock FC | 0:0 | |
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| 9. Round | 28/11/2023 | Ross County FC | - | St. Mirren FC | 1:0 | ||||
| 16. Round | 05/12/2023 | Ross County FC | - | Motherwell FC | 3:0 | ||||
| 17. Round | 09/12/2023 | St. Mirren FC | - | Ross County FC | 2:0 | ||||
| 18. Round | 16/12/2023 | Ross County FC | - | Dundee FC | 0:1 | ||||
| 21. Round | 30/12/2023 | Heart of Midlothian | - | Ross County FC | 2:2 |
Scotland