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 |