Head to Head
| 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 |