League Two | 02.10.21 | Kelty Hearts | - | Annan Athletic | 2:1 | ||||
League Two | 26.12.21 | Annan Athletic | - | Kelty Hearts | 5:1 | ||||
League Two | 26.02.22 | Kelty Hearts | - | Annan Athletic | 3:1 | ||||
League Two | 30.04.22 | Annan Athletic | - | Kelty Hearts | 1:2 | ||||
League One | 05.08.23 | Falkirk FC | - | Annan Athletic | 3:0 | ||||
League One | 23.12.23 | Annan Athletic | - | Falkirk FC | 0:3 | ||||
League One | 27.04.24 | Annan Athletic | - | Falkirk FC | 3:3 |