| 1. Journée | 03.08.2024 | Cove Rangers | - | Annan Athletic | 1:3 | ||||
| 2. Journée | 10.08.2024 | Annan Athletic | - | Inverness CT | 1:0 |  |
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| 3. Journée | 17.08.2024 | Queen Of The South | - | Annan Athletic | 2:0 |  |
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| 4. Journée | 24.08.2024 | Annan Athletic | - | Alloa Athletic | 0:1 | ||||
| 7. Journée | 21.09.2024 | Arbroath FC | - | Annan Athletic | 2:0 | ||||
| 8. Journée | 28.09.2024 | Kelty Hearts | - | Annan Athletic | 3:0 | ||||
| 9. Journée | 05.10.2024 | Annan Athletic | - | Montrose FC | 1:0 |
Angleterre