| 21. Round | 07/01/2023 | Peterhead FC | - | Airdrieonians FC | 0:3 | ||||
| 22. Round | 14/01/2023 | Kelty Hearts | - | Airdrieonians FC | 1:1 | ||||
| 23. Round | 28/01/2023 | Airdrieonians FC | - | Alloa Athletic | 4:0 | ||||
| 24. Round | 04/02/2023 | Airdrieonians FC | - | Clyde FC | 1:0 | ||||
| 18. Round | 11/02/2023 | Airdrieonians FC | - | Dunfermline Athletic | 3:4 |  |
|||
| 25. Round | 18/02/2023 | Dunfermline Athletic | - | Airdrieonians FC | 1:1 |  |
|||
| 27. Round | 04/03/2023 | Queen Of The South | - | Airdrieonians FC | 3:2 | ||||
| 28. Round | 11/03/2023 | Airdrieonians FC | - | Kelty Hearts | 6:1 | ||||
| 29. Round | 18/03/2023 | Airdrieonians FC | - | Peterhead FC | 7:0 | ||||
| 30. Round | 24/03/2023 | Clyde FC | - | Airdrieonians FC | 1:5 | ||||
| 31. Round | 01/04/2023 | Alloa Athletic | - | Airdrieonians FC | 0:1 | ||||
| 32. Round | 08/04/2023 | Airdrieonians FC | - | Montrose FC | 3:0 | ||||
| 33. Round | 15/04/2023 | Falkirk FC | - | Airdrieonians FC | 2:2 | ||||
| 34. Round | 22/04/2023 | Airdrieonians FC | - | Dunfermline Athletic | 1:1 | ||||
| 35. Round | 29/04/2023 | Airdrieonians FC | - | Queen Of The South | 1:3 | ||||
| 36. Round | 06/05/2023 | FC Edinburgh | - | Airdrieonians FC | 1:4 |
Scotland