Head to Head
| Scotland League Two | 2021/08/07 14:00 | Stranraer v Annan Athletic | W | 0-3 |
| Scotland League Two | 2021/01/02 15:00 | Stranraer v Annan Athletic | L | 2-0 |
| Scotland League Two | 2020/10/24 14:00 | Annan Athletic v Stranraer | D | 1-1 |
| Scotland League Cup | 2020/10/10 14:00 | Annan Athletic v Stranraer | L | 5-6 |
| Club Friendly List | 2019/06/27 18:30 | Annan Athletic v Stranraer | W | 1-0 |
| Club Friendly List | 2018/06/26 18:30 | Annan Athletic v Stranraer | L | 2-4 |
| Scotland League Cup | 2016/07/16 14:00 | Annan Athletic v Stranraer | L | 1-2 |
Home History
| Scotland League Two | 2021/10/30 14:00 | Annan Athletic v Cowdenbeath | W | 1-0 |
| Scotland FA Cup | 2021/10/23 14:00 | Annan Athletic v Jeanfield Swifts | W | 3-1 |
| 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 |
Away History
| Scotland League Two | 2021/10/30 14:00 | Stranraer v Forfar | L | 2-3 |
| Scotland FA Cup | 2021/10/23 14:00 | Stranraer v Darvel FC | L | 0-1 |
| Scotland League Two | 2021/10/16 14:00 | Stirling v Stranraer | D | 1-1 |
| Scotland League Two | 2021/10/02 14:00 | Stranraer v Albion | W | 1-0 |
| Scotland League Two | 2021/09/25 14:00 | Kelty Hearts v Stranraer | L | 1-0 |
| Scotland League Two | 2021/09/18 14:00 | Stranraer v Stenhousemuir | W | 2-0 |
| Scotland League Two | 2021/09/11 14:00 | Stranraer v FC Edinburgh | L | 0-1 |
| Scotland League Challenge Cup | 2021/09/04 12:00 | Stranraer v Partick | L | 0-2 |