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 | ||||
4. Round | 02/09/2023 | Inverness CT | - | Dunfermline Athletic | 1:1 | ||||
5. Round | 16/09/2023 | Raith Rovers | - | Inverness CT | 1:0 |