| League Cup | 01.08.15 | Annan Athletic | - | Queen Of The South | 3:4 ap | ||||
| League Cup | 16.07.19 | Queen Of The South | - | Annan Athletic | 5:4 tab | ||||
| League Two | 03.12.21 | Edinburgh City FC | - | Annan Athletic | 0:1 | ||||
| League Two | 27.08.22 | Albion Rovers | - | Annan Athletic | 2:2 | ||||
| League Two | 23.12.22 | Annan Athletic | - | Albion Rovers | 5:1 |
Écosse