| 3. Journée | 19.08.2023 | Edinburgh City | - | Hamilton Academical | 0:3 | ||||
| 6. Journée | 16.09.2023 | Hamilton Academical | - | Alloa Athletic | 2:1 | ||||
| 8. Journée | 29.09.2023 | Hamilton Academical | - | Annan Athletic | 5:0 | ||||
| 10. Journée | 21.10.2023 | Hamilton Academical | - | Edinburgh City | 1:1 |  |
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| 13. Journée | 11.11.2023 | Hamilton Academical | - | Stirling Albion FC | 5:0 | ||||
| 14. Journée | 28.11.2023 | Annan Athletic | - | Hamilton Academical | 1:2 | ||||
| 15. Journée | 02.12.2023 | Hamilton Academical | - | Queen Of The South | 5:0 | ||||
| 16. Journée | 09.12.2023 | Alloa Athletic | - | Hamilton Academical | 0:0 | ||||
| 17. Journée | 16.12.2023 | Hamilton Academical | - | Falkirk FC | 1:3 |
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