Head to Head
| Scotland League Challenge Cup | 2023/08/15 18:45 | Annan Athletic v Stranraer | L | 3-1 |
| Scotland League Two | 2023/03/25 15:00 | Annan Athletic v Stranraer | D | 0-0 |
| Scotland League Two | 2022/11/26 15:00 | Stranraer v Annan Athletic | D | 1-1 |
| Scotland League Two | 2022/10/15 14:00 | Annan Athletic v Stranraer | D | 1-1 |
| Scotland League Two | 2022/07/30 14:00 | Stranraer v Annan Athletic | W | 1-0 |
| Scotland League Two | 2022/03/05 15:00 | Annan Athletic v Stranraer | L | 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 | L | 0-3 |
| Scotland League Two | 2021/01/02 15:00 | Stranraer v Annan Athletic | W | 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 | W | 5-6 |
| Club Friendly List | 2019/06/27 18:30 | Annan Athletic v Stranraer | L | 1-0 |
| Club Friendly List | 2018/06/26 18:30 | Annan Athletic v Stranraer | W | 2-4 |
| Scotland League Cup | 2016/07/16 14:00 | Annan Athletic v Stranraer | W | 1-2 |