| 21. Ronde | 18.01.2025 | Annan Athletic | - | Inverness CT | 0:3 | ||||
| 22. Ronde | 25.01.2025 | Annan Athletic | - | Montrose FC | 2:2 | ||||
| 31. Ronde | 29.03.2025 | Annan Athletic | - | Kelty Hearts | 2:1 | ||||
| 32. Ronde | 05.04.2025 | Annan Athletic | - | Queen Of The South | 0:2 | ||||
| 33. Ronde | 12.04.2025 | Alloa Athletic | - | Annan Athletic | 1:0 |  |
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| 34. Ronde | 19.04.2025 | Annan Athletic | - | Arbroath FC | 5:1 | ||||
| 36. Ronde | 03.05.2025 | Annan Athletic | - | Cove Rangers | 2:4 |
Schotland