| 9. Round | 01/10/2022 | Dunfermline Athletic | - | Peterhead FC | 2:2 | ||||
| 7. Round | 18/10/2022 | Clyde FC | - | Dunfermline Athletic | 0:2 | ||||
| 12. Round | 22/10/2022 | Montrose FC | - | Dunfermline Athletic | 2:0 | ||||
| 15. Round | 12/11/2022 | Dunfermline Athletic | - | Clyde FC | 2:2 | ||||
| 22. Round | 14/01/2023 | Dunfermline Athletic | - | Peterhead FC | 4:0 | ||||
| 18. Round | 11/02/2023 | Airdrieonians FC | - | Dunfermline Athletic | 3:4 | ||||
| 25. Round | 18/02/2023 | Dunfermline Athletic | - | Airdrieonians FC | 1:1 | ||||
| 30. Round | 25/03/2023 | Montrose FC | - | Dunfermline Athletic | 1:3 | ||||
| 31. Round | 01/04/2023 | Dunfermline Athletic | - | Kelty Hearts | 0:0 | ||||
| 33. Round | 15/04/2023 | Dunfermline Athletic | - | Queen Of The South | 5:0 | ||||
| 34. Round | 22/04/2023 | Airdrieonians FC | - | Dunfermline Athletic | 1:1 | ||||
| 35. Round | 29/04/2023 | Dunfermline Athletic | - | Clyde FC | 2:1 | ||||
| 36. Round | 06/05/2023 | Alloa Athletic | - | Dunfermline Athletic | 0:2 |
Ireland