3. Round | 26/08/2023 | Dunfermline Athletic | - | Raith Rovers | 0:1 | ||||
4. Round | 02/09/2023 | Raith Rovers | - | Queen's Park FC | 3:2 | ||||
5. Round | 16/09/2023 | Raith Rovers | - | Inverness CT | 1:0 | ||||
6. Round | 23/09/2023 | Airdrieonians FC | - | Raith Rovers | 1:0 | ||||
7. Round | 30/09/2023 | Ayr United | - | Raith Rovers | 1:2 | ||||
8. Round | 07/10/2023 | Raith Rovers | - | Dundee United | 1:1 | ||||
13. Round | 11/11/2023 | Queen's Park FC | - | Raith Rovers | 2:3 | ||||
14. Round | 02/12/2023 | Inverness CT | - | Raith Rovers | 1:2 | ||||
15. Round | 08/12/2023 | Raith Rovers | - | Partick Thistle | 4:3 | ||||
9. Round | 13/12/2023 | Arbroath FC | - | Raith Rovers | 1:2 | ||||
16. Round | 16/12/2023 | Dundee United | - | Raith Rovers | 0:1 | ||||
17. Round | 22/12/2023 | Raith Rovers | - | Ayr United | 4:4 | ||||
18. Round | 30/12/2023 | Raith Rovers | - | Arbroath FC | 2:2 | ||||
19. Round | 02/01/2024 | Dunfermline Athletic | - | Raith Rovers | 1:2 | ||||
20. Round | 06/01/2024 | Airdrieonians FC | - | Raith Rovers | 1:0 | ||||
21. Round | 13/01/2024 | Raith Rovers | - | Queen's Park FC | 1:2 |