| 1. Round | 03/08/2024 | Airdrieonians FC | - | Raith Rovers | 1:0 |  |
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| 2. Round | 10/08/2024 | Raith Rovers | - | Partick Thistle | 1:0 | ||||
| 3. Round | 24/08/2024 | Ayr United | - | Raith Rovers | 2:0 | ||||
| 4. Round | 31/08/2024 | Raith Rovers | - | Livingston FC | 0:1 | ||||
| 5. Round | 13/09/2024 | Dunfermline Athletic | - | Raith Rovers | 2:0 | |
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| 11. Round | 29/10/2024 | Raith Rovers | - | Airdrieonians FC | 1:0 | ||||
| 13. Round | 09/11/2024 | Partick Thistle | - | Raith Rovers | 1:1 | ||||
| 14. Round | 16/11/2024 | Raith Rovers | - | Greenock Morton FC | 2:3 | ||||
| 16. Round | 07/12/2024 | Falkirk FC | - | Raith Rovers | 3:0 | ||||
| 17. Round | 14/12/2024 | Raith Rovers | - | Dunfermline Athletic | 2:0 | ||||
| 18. Round | 20/12/2024 | Queen's Park FC | - | Raith Rovers | 1:2 | ||||
| 20. Round | 04/01/2025 | Ayr United | - | Raith Rovers | 3:0 | ||||
| 15. Round | 28/01/2025 | Hamilton Academical | - | Raith Rovers | 0:3 | ||||
| 24. Round | 15/02/2025 | Raith Rovers | - | Partick Thistle | 3:0 | ||||
| 27. Round | 01/03/2025 | Raith Rovers | - | Queen's Park FC | 0:4 | ||||
| 28. Round | 05/03/2025 | Livingston FC | - | Raith Rovers | 0:0 | ||||
| 33. Round | 12/04/2025 | Raith Rovers | - | Airdrieonians FC | 1:1 |
Scotland