| League Cup | 20/07/21 | Annan Athletic | - | Queen's Park FC | 1:2 | ||||
| League One | 10/02/24 | Hamilton Academical | - | Annan Athletic | 2:3 |  |
|||
| League One | 06/04/24 | Annan Athletic | - | Hamilton Academical | 1:3 | ||||
| League Cup | 13/07/24 | Annan Athletic | - | Inverness CT | 1:0 | ||||
| League One | 10/08/24 | Annan Athletic | - | Inverness CT | 1:0 | ||||
| League One | 19/10/24 | Inverness CT | - | Annan Athletic | 1:0 |
Scotland