League Two | 11/10/22 | Bonnyrigg Rose Athletic | - | Annan Athletic | 2:0 | ||||
League One | 30/12/23 | Queen Of The South | - | Annan Athletic | 2:1 | ||||
League One | 23/03/24 | Annan Athletic | - | Kelty Hearts | 3:2 |
League Two | 11/10/22 | Bonnyrigg Rose Athletic | - | Annan Athletic | 2:0 | ||||
League One | 30/12/23 | Queen Of The South | - | Annan Athletic | 2:1 | ||||
League One | 23/03/24 | Annan Athletic | - | Kelty Hearts | 3:2 |