| League One | 05.08.23 | Falkirk FC | - | Annan Athletic | 3:0 | ||||
| League One | 27.01.24 | Annan Athletic | - | Edinburgh City | 3:0 | ||||
| League One | 13.04.24 | Annan Athletic | - | Cove Rangers | 4:2 | ||||
| League One | 24.08.24 | Annan Athletic | - | Alloa Athletic | 0:1 | ||||
| League One | 22.02.25 | Annan Athletic | - | Alloa Athletic | 3:4 |
Escocia