| League Two | 18/09/21 | Elgin City | - | Annan Athletic | 0:2 | ||||
| League Two | 11/12/21 | Annan Athletic | - | Elgin City | 4:1 | ||||
| League Two | 15/02/22 | Elgin City | - | Annan Athletic | 0:2 | ||||
| League Two | 12/03/22 | Annan Athletic | - | Elgin City | 2:1 | ||||
| League Cup | 16/07/22 | Annan Athletic | - | Elgin City | 4:0 |  |
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| FA Cup | 30/11/24 | Fraserburgh FC | - | Annan Athletic | 2:0 | |
Scotland