| 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 |  |
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| League Two | 12.03.22 | Annan Athletic | - | Elgin City | 2:1 | ||||
| League Two | 01.10.22 | Elgin City | - | Annan Athletic | 5:1 |  |
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| League Two | 14.01.23 | Elgin City | - | Annan Athletic | 1:1 | ||||
| League Two | 17.09.24 | Elgin City | - | The Spartans FC | 1:1 | ||||
| League Two | 19.10.24 | The Spartans FC | - | Elgin City | 1:3 | ||||
| League Two | 11.03.25 | Elgin City | - | The Spartans FC | 0:2 | |
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| League Two | 22.03.25 | The Spartans FC | - | Elgin City | 1:2 |
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