| FA Cup | 06.02.16 | Annan Athletic | - | Greenock Morton FC | 1:4 | ||||
| League Cup | 16.07.19 | Queen Of The South | - | Annan Athletic | 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 |  |
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| League One | 06.04.24 | Annan Athletic | - | Hamilton Academical | 1:3 |
Schottland