[9] Annan Athletic 0-1 Queen of South [7] 2023-10-21 14:00
Stadium: Galabank Pitch: Artificial Turf Round: 10
Head to Head
| Scotland League One | 2023/08/19 14:00 | Queen of South v Annan Athletic | L | 3-1 |
| Scotland League Cup | 2022/07/09 14:00 | Queen of South v Annan Athletic | W | 2-3 |
| Scotland League Cup | 2021/07/13 18:45 | Annan Athletic v Queen of South | L | 1-3 |
| Scotland League Cup | 2019/07/16 18:45 | Queen of South v Annan Athletic | L | 8-7 |
| Club Friendly List | 2017/07/04 18:45 | Annan Athletic v Queen of South | L | 1-4 |
| Club Friendly List | 2016/07/12 18:45 | Annan Athletic v Queen of South | L | 0-4 |
| Scotland League Cup | 2015/08/01 14:00 | Annan Athletic v Queen of South | L | 3-4 |
Home History
| Scotland League One | 2023/10/07 14:00 | Cove Rangers v Annan Athletic | L | 3-2 |
| Scotland League One | 2023/09/29 18:45 | Hamilton v Annan Athletic | L | 5-0 |
| Scotland League One | 2023/09/23 14:00 | Annan Athletic v Alloa | D | 1-1 |
| Scotland League One | 2023/09/16 14:00 | Annan Athletic v Stirling | W | 3-0 |
| Scotland League Challenge Cup | 2023/09/09 14:00 | Annan Athletic v Peterhead | L | 0-2 |
| Scotland League One | 2023/09/02 14:00 | Kelty Hearts v Annan Athletic | D | 1-1 |
| Scotland League One | 2023/08/26 14:00 | Annan Athletic v FC Edinburgh | W | 3-2 |
| Scotland League One | 2023/08/19 14:00 | Queen of South v Annan Athletic | L | 3-1 |
Away History
| Scotland League Challenge Cup | 2023/10/14 14:00 | Queen of South v Arbroath | L | 1-2 |
| Scotland League One | 2023/10/07 14:00 | Queen of South v Stirling | L | 0-1 |
| Scotland League One | 2023/09/30 14:00 | Kelty Hearts v Queen of South | L | 3-1 |
| Scotland League One | 2023/09/23 14:00 | Queen of South v Hamilton | L | 1-2 |
| Scotland League One | 2023/09/16 14:00 | Falkirk v Queen of South | L | 1-0 |
| Scotland League Challenge Cup | 2023/09/09 14:00 | Partick v Queen of South | W | 2-3 |
| Scotland League One | 2023/09/02 14:00 | Queen of South v Montrose | L | 2-3 |
| Scotland League One | 2023/08/26 14:00 | Cove Rangers v Queen of South | W | 1-2 |