| League Two | 13.08.22 | Dumbarton FC | - | Annan Athletic | 4:0 | ||||
| League Two | 29.10.22 | Annan Athletic | - | Dumbarton FC | 0:1 | ||||
| League Two | 11.02.23 | Dumbarton FC | - | Annan Athletic | 2:1 | ||||
| League Two | 08.04.23 | Annan Athletic | - | Dumbarton FC | 3:1 | ||||
| Playoffs | 09.05.23 | Annan Athletic | - | Dumbarton FC | 6:0 |  |
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| FA Cup | 25.11.23 | Annan Athletic | - | Dumbarton FC | 4:5 n.v. | ||||
| League One | 14.12.24 | Dumbarton FC | - | Annan Athletic | 1:5 | ||||
| League One | 08.02.25 | Annan Athletic | - | Dumbarton FC | 2:1 | ||||
| League One | 26.04.25 | Dumbarton FC | - | Annan Athletic | 3:1 |
Schotland