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 | 2021/08/28 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 |
| Scotland League Challenge Cup | 2021/08/11 18:45 | Celtic B v Annan Athletic | L | 2-0 |
| Scotland League Two | 2021/08/07 14:00 | Stranraer v Annan Athletic | W | 0-3 |
| Scotland League Two | 2021/07/31 14:00 | Annan Athletic v Forfar | L | 0-2 |
| Scotland League Cup | 2021/07/24 14:00 | Motherwell v Annan Athletic | L | 2-0 |
| Scotland League Cup | 2021/07/20 18:45 | Annan Athletic v Queen's Park | L | 1-2 |
Away History
| Scotland League Challenge Cup | 2021/09/04 12:00 | Stranraer v Partick | L | 0-2 |
| Scotland League Two | 2021/08/31 18:45 | Cowdenbeath v Stranraer | W | 1-2 |
| Scotland League Two | 2021/08/28 14:00 | Forfar v Stranraer | D | 1-1 |
| Scotland League Two | 2021/08/21 14:00 | Stranraer v Stirling | L | 0-3 |
| Scotland League Two | 2021/08/07 14:00 | Stranraer v Annan Athletic | L | 0-3 |
| Scotland League Two | 2021/07/31 14:00 | Elgin v Stranraer | D | 1-1 |
| Scotland League Cup | 2021/07/24 14:00 | Kilmarnock v Stranraer | L | 2-1 |
| Scotland League Cup | 2021/07/17 14:00 | Stranraer v East Kilbride | W | 1-0 |
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