| 1. Round | 05/08/2023 | Inverness CT | - | Queen's Park FC | 1:2 | ||||
| 2. Round | 12/08/2023 | Ayr United | - | Inverness CT | 1:0 | ||||
| 6. Round | 23/09/2023 | Inverness CT | - | Dundee United | 0:1 | ||||
| 7. Round | 30/09/2023 | Arbroath FC | - | Inverness CT | 2:3 |  |
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| 8. Round | 07/10/2023 | Inverness CT | - | Partick Thistle | 0:0 | ||||
| 21. Round | 12/01/2024 | Inverness CT | - | Dundee United | 0:1 | ||||
| 24. Round | 17/02/2024 | Inverness CT | - | Partick Thistle | 3:3 | ||||
| 25. Round | 24/02/2024 | Arbroath FC | - | Inverness CT | 1:1 | ||||
| 26. Round | 27/02/2024 | Inverness CT | - | Dunfermline Athletic | 0:0 | ||||
| 27. Round | 02/03/2024 | Greenock Morton FC | - | Inverness CT | 0:2 | ||||
| 29. Round | 16/03/2024 | Inverness CT | - | Ayr United | 1:2 | ||||
| 31. Round | 30/03/2024 | Partick Thistle | - | Inverness CT | 1:0 | ||||
| 32. Round | 06/04/2024 | Inverness CT | - | Arbroath FC | 2:1 | ||||
| 33. Round | 13/04/2024 | Queen's Park FC | - | Inverness CT | 0:1 |  |
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| 34. Round | 19/04/2024 | Inverness CT | - | Raith Rovers | 0:1 |
Ireland