Head to Head
| Scotland League Two | 2022/07/30 14:00 | Stranraer v Annan Athletic | L | 1-0 |
| Scotland League Two | 2022/03/05 15:00 | Annan Athletic v Stranraer | W | 4-1 |
| Scotland League Two | 2022/01/02 15:00 | Stranraer v Annan Athletic | D | 1-1 |
| Scotland League Two | 2021/11/06 15:00 | Annan Athletic v Stranraer | D | 2-2 |
| 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 |
Home History
| Scotland League Two | 2022/10/11 18:45 | Bonnyrigg Rose v Annan Athletic | L | 2-0 |
| Scotland League Two | 2022/10/08 14:00 | Stenhousemuir v Annan Athletic | D | 2-2 |
| Scotland League Two | 2022/10/01 14:00 | Elgin v Annan Athletic | L | 5-1 |
| Scotland League Challenge Cup | 2022/09/23 18:45 | Annan Athletic v Kelty Hearts | L | 1-2 |
| Scotland League Two | 2022/09/17 14:00 | Annan Athletic v East Fife | D | 2-2 |
| Scotland League Two | 2022/09/03 14:00 | Annan Athletic v Forfar | W | 2-1 |
| Scotland League Cup | 2022/08/30 18:45 | Annan Athletic v Aberdeen | D | 1-1 |
| Scotland League Two | 2022/08/27 14:00 | Albion v Annan Athletic | D | 2-2 |
Away History
| Scotland League Two | 2022/10/08 14:00 | Stranraer v Elgin | L | 2-3 |
| Scotland League Two | 2022/10/01 14:00 | Stranraer v Albion | W | 2-1 |
| Scotland League Two | 2022/09/20 18:45 | Stranraer v Dumbarton | W | 3-2 |
| Scotland League Two | 2022/09/17 14:00 | Stirling v Stranraer | L | 4-1 |
| Scotland League Two | 2022/09/03 14:00 | Stenhousemuir v Stranraer | L | 3-1 |
| Scotland League Two | 2022/08/27 14:00 | Stranraer v East Fife | D | 2-2 |
| Scotland League Challenge Cup | 2022/08/24 18:45 | FC Edinburgh v Stranraer | L | 3-2 |
| Scotland League Two | 2022/08/20 14:00 | Elgin v Stranraer | D | 2-2 |