| 1. Ronde | 03.08.2024 | Cove Rangers | - | Annan Athletic | 1:3 |  |
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| 2. Ronde | 10.08.2024 | Annan Athletic | - | Inverness CT | 1:0 | ||||
| 3. Ronde | 17.08.2024 | Queen Of The South | - | Annan Athletic | 2:0 | ||||
| 4. Ronde | 24.08.2024 | Annan Athletic | - | Alloa Athletic | 0:1 | ||||
| 5. Ronde | 31.08.2024 | Stenhousemuir FC | - | Annan Athletic | 5:1 | ||||
| 6. Ronde | 14.09.2024 | Annan Athletic | - | Dumbarton FC | 1:1 | ||||
| 7. Ronde | 21.09.2024 | Arbroath FC | - | Annan Athletic | 2:0 | ||||
| 9. Ronde | 05.10.2024 | Annan Athletic | - | Montrose FC | 1:0 | ||||
| 10. Ronde | 19.10.2024 | Inverness CT | - | Annan Athletic | 1:0 | ||||
| 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 |
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