| 1. Jornada | 05.08.2023 | Queen Of The South | - | Alloa Athletic | 3:4 | ||||
| 2. Jornada | 12.08.2023 | Alloa Athletic | - | Stirling Albion FC | 0:1 | ||||
| 3. Jornada | 19.08.2023 | Kelty Hearts | - | Alloa Athletic | 2:1 |  |
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| 4. Jornada | 26.08.2023 | Alloa Athletic | - | Falkirk FC | 1:4 | ||||
| 5. Jornada | 02.09.2023 | Alloa Athletic | - | Cove Rangers | 1:0 | ||||
| 8. Jornada | 30.09.2023 | Alloa Athletic | - | Edinburgh City | 1:1 | ||||
| 9. Jornada | 07.10.2023 | Montrose FC | - | Alloa Athletic | 2:1 | ||||
| 10. Jornada | 21.10.2023 | Alloa Athletic | - | Kelty Hearts | 3:1 | ||||
| 11. Jornada | 28.10.2023 | Falkirk FC | - | Alloa Athletic | 3:0 | ||||
| 12. Jornada | 04.11.2023 | Stirling Albion FC | - | Alloa Athletic | 0:2 | ||||
| 13. Jornada | 11.11.2023 | Alloa Athletic | - | Queen Of The South | 1:0 | ||||
| 14. Jornada | 18.11.2023 | Edinburgh City | - | Alloa Athletic | 3:0 | ||||
| 16. Jornada | 09.12.2023 | Alloa Athletic | - | Hamilton Academical | 0:0 |
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