| 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 | ||||
| 5. Round | 16/09/2023 | Arbroath FC | - | Airdrieonians FC | 4:0 | ||||
| 12. Round | 04/11/2023 | Raith Rovers | - | Airdrieonians FC | 1:1 | ||||
| 13. Round | 11/11/2023 | Airdrieonians FC | - | Arbroath FC | 2:0 | ||||
| 14. Round | 02/12/2023 | Partick Thistle | - | Airdrieonians FC | 2:1 | ||||
| 15. Round | 09/12/2023 | Airdrieonians FC | - | Dunfermline Athletic | 1:2 | ||||
| 25. Round | 24/02/2024 | Greenock Morton FC | - | Airdrieonians FC | 2:1 |  |
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| 36. Round | 03/05/2024 | Queen's Park FC | - | Airdrieonians FC | 2:0 |
Scotland
