| 1. Ronde | 05.08.2023 | Partick Thistle | - | Raith Rovers | 2:2 | ||||
| 2. Ronde | 12.08.2023 | Raith Rovers | - | Greenock Morton FC | 3:2 |  |
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| 3. Ronde | 26.08.2023 | Dunfermline Athletic | - | Raith Rovers | 0:1 | ||||
| 4. Ronde | 02.09.2023 | Raith Rovers | - | Queen's Park FC | 3:2 | ||||
| 5. Ronde | 16.09.2023 | Raith Rovers | - | Inverness CT | 1:0 | |
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| 6. Ronde | 23.09.2023 | Airdrieonians FC | - | Raith Rovers | 1:0 | ||||
| 24. Ronde | 16.02.2024 | Raith Rovers | - | Dundee United | 2:1 | |
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| 25. Ronde | 24.02.2024 | Ayr United | - | Raith Rovers | 1:2 | ||||
| 26. Ronde | 27.02.2024 | Raith Rovers | - | Greenock Morton FC | 0:0 | ||||
| 27. Ronde | 01.03.2024 | Arbroath FC | - | Raith Rovers | 3:2 | ||||
| 31. Ronde | 30.03.2024 | Dundee United | - | Raith Rovers | 2:0 | |
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| 32. Ronde | 06.04.2024 | Raith Rovers | - | Ayr United | 2:1 | ||||
| 30. Ronde | 09.04.2024 | Raith Rovers | - | Airdrieonians FC | 1:3 | ||||
| 33. Ronde | 13.04.2024 | Raith Rovers | - | Partick Thistle | 0:0 |
Schotland