| 14. Ronde | 02.12.2023 | Inverness CT | - | Raith Rovers | 1:2 | ||||
| 15. Ronde | 08.12.2023 | Raith Rovers | - | Partick Thistle | 4:3 |  |
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| 9. Ronde | 13.12.2023 | Arbroath FC | - | Raith Rovers | 1:2 | ||||
| 18. Ronde | 30.12.2023 | Raith Rovers | - | Arbroath FC | 2:2 | ||||
| 19. Ronde | 02.01.2024 | Dunfermline Athletic | - | Raith Rovers | 1:2 | |
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| 20. Ronde | 06.01.2024 | Airdrieonians FC | - | Raith Rovers | 1:0 |  |
Ierland