| 22. Round | 25/01/2025 | Raith Rovers | - | Falkirk FC | 0:2 | ||||
| 15. Round | 28/01/2025 | Hamilton Academical | - | Raith Rovers | 0:3 |  |
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| 23. Round | 01/02/2025 | Dunfermline Athletic | - | Raith Rovers | 3:1 | ||||
| 24. Round | 15/02/2025 | Raith Rovers | - | Partick Thistle | 3:0 | ||||
| 25. Round | 22/02/2025 | Raith Rovers | - | Hamilton Academical | 2:0 | ||||
| 26. Round | 25/02/2025 | Airdrieonians FC | - | Raith Rovers | 1:0 | ||||
| 27. Round | 01/03/2025 | Raith Rovers | - | Queen's Park FC | 0:4 | ||||
| 29. Round | 14/03/2025 | Raith Rovers | - | Dunfermline Athletic | 2:0 | ||||
| 30. Round | 21/03/2025 | Partick Thistle | - | Raith Rovers | 0:0 |  |
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| 21. Round | 25/03/2025 | Greenock Morton FC | - | Raith Rovers | 3:3 | ||||
| 31. Round | 29/03/2025 | Hamilton Academical | - | Raith Rovers | 0:3 | |
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| 33. Round | 12/04/2025 | Raith Rovers | - | Airdrieonians FC | 1:1 | ||||
| 34. Round | 19/04/2025 | Falkirk FC | - | Raith Rovers | 1:3 | |
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| 35. Round | 26/04/2025 | Raith Rovers | - | Greenock Morton FC | 1:1 | ||||
| 36. Round | 02/05/2025 | Queen's Park FC | - | Raith Rovers | 1:5 | |
England