| 1. Round | 30/07/2022 | Dunfermline Athletic | - | Alloa Athletic | 1:0 |  |
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| 2. Round | 06/08/2022 | FC Edinburgh | - | Dunfermline Athletic | 0:3 | ||||
| 29. Round | 18/03/2023 | Dunfermline Athletic | - | FC Edinburgh | 0:0 | ||||
| 28. Round | 11/04/2023 | Peterhead FC | - | Dunfermline Athletic | 0:2 | ||||
| 33. Round | 15/04/2023 | Dunfermline Athletic | - | Queen Of The South | 5:0 |  |
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| 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 | |
Scotland