| League Cup | 06/10/20 | Annan Athletic | - | Hamilton Academical | 3:1 | ||||
| League One | 29/09/23 | Hamilton Academical | - | Annan Athletic | 5:0 | ||||
| League One | 28/11/23 | Annan Athletic | - | Hamilton Academical | 1:2 | ||||
| League One | 10/02/24 | Hamilton Academical | - | Annan Athletic | 2:3 | ||||
| League One | 06/04/24 | Annan Athletic | - | Hamilton Academical | 1:3 |
England