Head to Head
| 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 | 2020/10/17 14:00 | Cowdenbeath v Annan Athletic | W | 0-3 |
| Scotland League Cup | 2020/10/13 18:45 | Ayr v Annan Athletic | L | 1-0 |
| Scotland League Cup | 2020/10/10 14:00 | Annan Athletic v Stranraer | L | 5-6 |
| Scotland League Cup | 2020/10/06 18:45 | Annan Athletic v Hamilton | W | 3-1 |
| Scotland League Two | 2020/03/07 15:00 | Annan Athletic v Cowdenbeath | D | 0-0 |
| Scotland League Two | 2020/02/29 15:00 | Queen's Park v Annan Athletic | L | 2-0 |
| Scotland League Two | 2020/02/22 15:00 | Annan Athletic v Albion | W | 2-1 |
| Scotland League Two | 2020/02/08 15:00 | FC Edinburgh v Annan Athletic | L | 3-0 |
Away History
| Scotland League Two | 2020/10/17 14:00 | Stranraer v Elgin | L | 1-4 |
| Scotland League Cup | 2020/10/13 18:30 | Stranraer v Albion | L | 16-17 |
| Scotland League Cup | 2020/10/10 14:00 | Annan Athletic v Stranraer | W | 5-6 |
| UK Friendlies | 2020/09/22 18:44 | Alloa v Stranraer | L | 3-1 |
| Scotland League One | 2020/03/10 19:45 | Stranraer v Montrose | L | 0-1 |
| Scotland League One | 2020/03/07 15:00 | Montrose v Stranraer | L | 4-1 |
| Scotland League One | 2020/02/22 15:00 | East Fife v Stranraer | L | 4-2 |
| Scotland League One | 2020/02/15 15:00 | Forfar v Stranraer | D | 1-1 |