League Two | 03.12.21 | Edinburgh City FC | - | Annan Athletic | 0:1 | ||||
League Cup | 09.07.22 | Queen Of The South | - | Annan Athletic | 2:3 | ||||
League One | 03.02.24 | Annan Athletic | - | Alloa Athletic | 2:3 | ||||
League One | 13.02.24 | Alloa Athletic | - | Annan Athletic | 2:1 |