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| Date | Match | Score |
|---|---|---|
| 05.04.2025 | Annan Athletic - Queen of the South | 0 : 2 |
| 28.12.2024 | Queen of the South - Annan Athletic | 1 : 1 |
| 26.10.2024 | Annan Athletic - Queen of the South | 1 : 0 |
| 17.08.2024 | Queen of the South - Annan Athletic | 2 : 0 |
| 09.03.2024 | Annan Athletic - Queen of the South | 2 : 1 |
| 30.12.2023 | Queen of the South - Annan Athletic | 2 : 1 |
| 21.10.2023 | Annan Athletic - Queen of the South | 0 : 1 |
| 19.08.2023 | Queen of the South - Annan Athletic | 3 : 1 |
| 09.07.2022 | Queen of the South - Annan Athletic | 2 : 3 |
| 13.07.2021 | Annan Athletic - Queen of the South | 1 : 3 |
| Date | Match | Score | Res |
|---|---|---|---|
| 15.09.2026 | Ross County - Queen of the South | 8 - 0 | L |
| 12.09.2026 | Queen of the South - East Fife | 1 - 1 | D |
| 08.09.2026 | Edinburgh City - Queen of the South | 1 - 1 | D |
| 05.09.2026 | Queen of the South - Airdrie United | 2 - 1 | W |
| 29.08.2026 | Montrose - Queen of the South | 2 - 1 | L |
| Date | Match | Score | Res |
|---|---|---|---|
| 12.09.2026 | Annan Athletic - Elgin City | 2 - 0 | W |
| 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 |