League Cup | 13.10.20 | Ayr United | - | Annan Athletic | 1:0 | ||||
League Cup | 19.07.22 | Annan Athletic | - | Ayr United | 5:4 i.E. | ||||
League One | 29.09.23 | Hamilton Academical | - | Annan Athletic | 5:0 | ||||
League One | 28.11.23 | Annan Athletic | - | Hamilton Academical | 1:2 | ||||
League One | 06.04.24 | Annan Athletic | - | Hamilton Academical | 1:3 |