| 11. Round | 18/11/2023 | Dunfermline Athletic | - | Inverness CT | 1:1 | ||||
| 14. Round | 02/12/2023 | Inverness CT | - | Raith Rovers | 1:2 | ||||
| 15. Round | 09/12/2023 | Queen's Park FC | - | Inverness CT | 1:4 | ||||
| 9. Round | 12/12/2023 | Greenock Morton FC | - | Inverness CT | 2:1 | ||||
| 19. Round | 02/01/2024 | Airdrieonians FC | - | Inverness CT | 2:0 | ||||
| 20. Round | 06/01/2024 | Ayr United | - | Inverness CT | 1:3 |  |
Scotland