| 2. Ronde | 10.08.2024 | Annan Athletic | - | Inverness CT | 1:0 | ||||
| 4. Ronde | 24.08.2024 | Annan Athletic | - | Alloa Athletic | 0:1 |  |
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| 8. Ronde | 28.09.2024 | Kelty Hearts | - | Annan Athletic | 3:0 | ||||
| 9. Ronde | 05.10.2024 | Annan Athletic | - | Montrose FC | 1:0 | ||||
| 10. Ronde | 19.10.2024 | Inverness CT | - | Annan Athletic | 1:0 | ||||
| 11. Ronde | 26.10.2024 | Annan Athletic | - | Queen Of The South | 1:0 | |
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| 12. Ronde | 02.11.2024 | Alloa Athletic | - | Annan Athletic | 5:0 | ||||
| 13. Ronde | 09.11.2024 | Annan Athletic | - | Stenhousemuir FC | 1:1 | ||||
| 14. Ronde | 16.11.2024 | Annan Athletic | - | Kelty Hearts | 0:2 | ||||
| 15. Ronde | 23.11.2024 | Montrose FC | - | Annan Athletic | 2:1 | ||||
| 16. Ronde | 07.12.2024 | Annan Athletic | - | Cove Rangers | 1:1 | ||||
| 17. Ronde | 14.12.2024 | Dumbarton FC | - | Annan Athletic | 1:5 | ||||
| 18. Ronde | 21.12.2024 | Annan Athletic | - | Arbroath FC | 0:4 | ||||
| 20. Ronde | 04.01.2025 | Stenhousemuir FC | - | Annan Athletic | 1:1 | ||||
| 21. Ronde | 18.01.2025 | Annan Athletic | - | Inverness CT | 0:3 | ||||
| 22. Ronde | 25.01.2025 | Annan Athletic | - | Montrose FC | 2:2 | ||||
| 23. Ronde | 01.02.2025 | Kelty Hearts | - | Annan Athletic | 1:3 |
Schotland