1. Round | 05/08/2023 | Inverness CT | - | Queen's Park FC | 1:2 | ||||
2. Round | 12/08/2023 | Ayr United | - | Inverness CT | 1:0 | ||||
3. Round | 26/08/2023 | Airdrieonians FC | - | Inverness CT | 2:1 | ||||
6. Round | 23/09/2023 | Inverness CT | - | Dundee United | 0:1 | ||||
7. Round | 30/09/2023 | Arbroath FC | - | Inverness CT | 2:3 | ||||
10. Round | 28/10/2023 | Inverness CT | - | Airdrieonians FC | 1:0 | ||||
12. Round | 04/11/2023 | Dundee United | - | Inverness CT | 1:1 |