1. Round | 05/08/2023 | Dunfermline Athletic | - | Airdrieonians FC | 2:1 | ||||
2. Round | 12/08/2023 | Airdrieonians FC | - | Partick Thistle | 2:1 | ||||
3. Round | 26/08/2023 | Airdrieonians FC | - | Inverness CT | 2:1 | ||||
4. Round | 02/09/2023 | Dundee United | - | Airdrieonians FC | 2:0 | ||||
6. Round | 23/09/2023 | Airdrieonians FC | - | Raith Rovers | 1:0 | ||||
7. Round | 30/09/2023 | Greenock Morton FC | - | Airdrieonians FC | 0:1 | ||||
8. Round | 07/10/2023 | Airdrieonians FC | - | Ayr United | 1:2 | ||||
9. Round | 20/10/2023 | Airdrieonians FC | - | Queen's Park FC | 1:1 | ||||
10. Round | 28/10/2023 | Inverness CT | - | Airdrieonians FC | 1:0 | ||||
11. Round | 31/10/2023 | Airdrieonians FC | - | Dundee United | 0:2 | ||||
36. Round | 03/05/2024 | Queen's Park FC | - | Airdrieonians FC | 2:0 |