Home History
| Scotland League Two | 2021/10/16 14:00 | Forfar v Annan Athletic | L | 2-0 |
| Scotland League Two | 2021/10/02 14:00 | Kelty Hearts v Annan Athletic | L | 2-1 |
| Scotland League Two | 2021/09/25 14:00 | Annan Athletic v FC Edinburgh | L | 1-3 |
| Scotland League Two | 2021/09/18 14:00 | Elgin v Annan Athletic | W | 0-2 |
| Scotland League Two | 2021/09/11 14:00 | Annan Athletic v Stenhousemuir | L | 1-2 |
| Scotland League Two | 2021/08/28 14:00 | Cowdenbeath v Annan Athletic | W | 1-3 |
| Scotland League Two | 2021/08/21 14:00 | Albion v Annan Athletic | W | 0-1 |
| Scotland League Two | 2021/08/14 14:00 | Annan Athletic v Stirling | W | 3-1 |
Away History
| Scotland FA Cup | 2021/09/18 14:00 | Inverurie Loco Works v Jeanfield Swifts | W | 0-3 |
| Scotland FA Cup | 2020/12/26 15:00 | Kelty Hearts v Jeanfield Swifts | L | 2-1 |