| 1. Jornada | 05.08.2023 | Dunfermline Athletic | - | Airdrieonians FC | 2:1 | ||||
| 2. Jornada | 12.08.2023 | Dundee United | - | Dunfermline Athletic | 1:1 | ||||
| 3. Jornada | 26.08.2023 | Dunfermline Athletic | - | Raith Rovers | 0:1 | ||||
| 4. Jornada | 02.09.2023 | Inverness CT | - | Dunfermline Athletic | 1:1 | ||||
| 5. Jornada | 16.09.2023 | Queen's Park FC | - | Dunfermline Athletic | 0:2 |  |
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| 6. Jornada | 23.09.2023 | Dunfermline Athletic | - | Greenock Morton FC | 3:1 | ||||
| 7. Jornada | 30.09.2023 | Partick Thistle | - | Dunfermline Athletic | 3:0 | ||||
| 13. Jornada | 10.11.2023 | Dunfermline Athletic | - | Dundee United | 1:2 | |
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