| League Cup | 01/08/15 | Annan Athletic | - | Queen Of The South | 3:4 aet | ||||
| League Cup | 16/07/19 | Queen Of The South | - | Annan Athletic | 5:4 pso | ||||
| 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 |
Scotland