Away History
| Scotland League Cup | 2021/07/13 18:45 | Annan Athletic v Queen of South | L | 1-3 |
| Scotland League Cup | 2021/07/10 14:00 | Airdrieonians v Annan Athletic | W | 5-6 |
| Scotland League Two | 2021/05/01 14:00 | Annan Athletic v Cowdenbeath | D | 1-1 |
| Scotland League Two | 2021/04/29 18:00 | Brechin v Annan Athletic | W | 0-3 |
| Scotland League Two | 2021/04/27 18:00 | Annan Athletic v Stenhousemuir | D | 1-1 |
| Scotland League Two | 2021/04/24 14:00 | Albion v Annan Athletic | L | 1-0 |
| Scotland League Two | 2021/04/20 18:45 | Annan Athletic v Stenhousemuir | W | 5-1 |
| Scotland League Two | 2021/04/17 11:00 | Annan Athletic v Brechin | W | 3-0 |