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| Date | Match | Score |
|---|---|---|
| 11.04.2026 | Elgin City - Annan Athletic | 0 : 3 |
| 10.03.2026 | Annan Athletic - Elgin City | 2 : 1 |
| 01.11.2025 | Elgin City - Annan Athletic | 2 : 0 |
| 02.08.2025 | Annan Athletic - Elgin City | 3 : 2 |
| 10.05.2025 | Annan Athletic - Elgin City | 1 : 2 |
| 06.05.2025 | Elgin City - Annan Athletic | 2 : 4 |
| 11.03.2023 | Annan Athletic - Elgin City | 4 : 1 |
| 14.01.2023 | Elgin City - Annan Athletic | 1 : 1 |
| 19.11.2022 | Annan Athletic - Elgin City | 1 : 3 |
| 01.10.2022 | Elgin City - Annan Athletic | 5 : 1 |
| Date | Match | Score | Res |
|---|---|---|---|
| 08.09.2026 | Elgin City - Fraserburgh | 7 - 0 | W |
| 05.09.2026 | Dumbarton - Elgin City | 2 - 1 | L |
| 29.08.2026 | Elgin City - Stirling Albion | 4 - 0 | W |
| 25.08.2026 | Clachnacuddin - Elgin City | 0 - 2 | W |
| 22.08.2026 | Spartans - Elgin City | 3 - 3 | D |
| Date | Match | Score | Res |
|---|---|---|---|
| 08.09.2026 | Annan Athletic - Motherwell U21 | 4 - 0 | W |
| 05.09.2026 | Kelty Hearts - Annan Athletic | 2 - 1 | L |
| 29.08.2026 | Annan Athletic - Dumbarton | 2 - 0 | W |
| 25.08.2026 | Annan Athletic - Berwick Rangers | 2 - 2 | D |
| 22.08.2026 | Edinburgh City - Annan Athletic | 1 - 0 | L |