League Two | 11.12.21 | Annan Athletic | - | Elgin City | 4:1 | ||||
League Cup | 16.07.22 | Annan Athletic | - | Elgin City | 4:0 | ||||
League One | 12.08.23 | Annan Athletic | - | Montrose FC | 1:3 | ||||
League One | 11.11.23 | Montrose FC | - | Annan Athletic | 1:1 | ||||
League One | 16.03.24 | Montrose FC | - | Annan Athletic | 1:1 |