| 1. Round | 05/08/2023 | Celtic FC | - | Ross County FC | 4:2 |  |
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| 2. Round | 12/08/2023 | Ross County FC | - | St. Johnstone FC | 2:0 |  |
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| 3. Round | 26/08/2023 | Ross County FC | - | Rangers FC | 0:2 | |
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| 4. Round | 02/09/2023 | Kilmarnock FC | - | Ross County FC | 0:1 | ||||
| 5. Round | 16/09/2023 | Ross County FC | - | Livingston FC | 1:1 | ||||
| 6. Round | 24/09/2023 | Aberdeen FC | - | Ross County FC | 4:0 | ||||
| 7. Round | 30/09/2023 | Ross County FC | - | Heart of Midlothian | 0:1 | |
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| 10. Round | 28/10/2023 | Motherwell FC | - | Ross County FC | 3:3 | ||||
| 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 | ||||
| 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 | ||||
| 21. Round | 30/12/2023 | Heart of Midlothian | - | Ross County FC | 2:2 | ||||
| 22. Round | 02/01/2024 | Ross County FC | - | Aberdeen FC | 0:3 |
Scotland