| 11. Round | 01/11/2023 | Motherwell FC | - | Aberdeen FC | 2:4 |  |
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| 12. Round | 04/11/2023 | Kilmarnock FC | - | Motherwell FC | 1:0 | ||||
| 9. Round | 07/11/2023 | St. Johnstone FC | - | Motherwell FC | 2:2 | ||||
| 13. Round | 11/11/2023 | Motherwell FC | - | Heart of Midlothian | 1:2 | |
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| 14. Round | 25/11/2023 | Celtic FC | - | Motherwell FC | 1:1 | |
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| 15. Round | 02/12/2023 | Motherwell FC | - | Dundee FC | 3:3 | |
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| 16. Round | 05/12/2023 | Ross County FC | - | Motherwell FC | 3:0 | ||||
| 22. Round | 02/01/2024 | Hibernian FC | - | Motherwell FC | 2:2 | ||||
| 23. Round | 27/01/2024 | St. Johnstone FC | - | Motherwell FC | 1:1 | ||||
| 24. Round | 03/02/2024 | Motherwell FC | - | Kilmarnock FC | 1:1 | |
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| 25. Round | 06/02/2024 | Motherwell FC | - | Ross County FC | 5:0 | |
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| 20. Round | 14/02/2024 | Aberdeen FC | - | Motherwell FC | 3:3 | |
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| 27. Round | 25/02/2024 | Motherwell FC | - | Celtic FC | 1:3 | |
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| 32. Round | 06/04/2024 | Dundee FC | - | Motherwell FC | 2:3 |
England