| League One | 26/08/23 | Annan Athletic | - | Edinburgh City | 3:2 | ||||
| League One | 28/10/23 | Edinburgh City | - | Annan Athletic | 3:2 | ||||
| League One | 21/09/24 | Arbroath FC | - | Annan Athletic | 2:0 | ||||
| League One | 21/12/24 | Annan Athletic | - | Arbroath FC | 0:4 | ||||
| League One | 01/03/25 | Arbroath FC | - | Annan Athletic | 3:0 |
Scotland