1. Jornada | 05.08.2023 | Falkirk FC | - | Annan Athletic | 3:0 | ||||
3. Jornada | 19.08.2023 | Queen Of The South | - | Annan Athletic | 3:1 | ||||
4. Jornada | 26.08.2023 | Annan Athletic | - | Edinburgh City | 3:2 | ||||
9. Jornada | 07.10.2023 | Cove Rangers | - | Annan Athletic | 3:2 | ||||
11. Jornada | 28.10.2023 | Edinburgh City | - | Annan Athletic | 3:2 |