| 1. Ronde | 03.08.2024 | Cove Rangers | - | Annan Athletic | 1:3 | ||||
| 2. Ronde | 10.08.2024 | Annan Athletic | - | Inverness CT | 1:0 |  |
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| 3. Ronde | 17.08.2024 | Queen Of The South | - | Annan Athletic | 2:0 |  |
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| 4. Ronde | 24.08.2024 | Annan Athletic | - | Alloa Athletic | 0:1 | ||||
| 7. Ronde | 21.09.2024 | Arbroath FC | - | Annan Athletic | 2:0 | ||||
| 8. Ronde | 28.09.2024 | Kelty Hearts | - | Annan Athletic | 3:0 | ||||
| 9. Ronde | 05.10.2024 | Annan Athletic | - | Montrose FC | 1:0 | ||||
| 35. Ronde | 26.04.2025 | Dumbarton FC | - | Annan Athletic | 3:1 | |
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| 36. Ronde | 03.05.2025 | Annan Athletic | - | Cove Rangers | 2:4 |
Engeland