Head to Head
| Schottland - League 2 | 2023/03/25 15:00 | Annan Athletic v Stranraer | D | 0-0 |
| Schottland - League 2 | 2022/11/26 15:00 | Stranraer v Annan Athletic | D | 1-1 |
| Schottland - League 2 | 2022/10/15 14:00 | Annan Athletic v Stranraer | D | 1-1 |
| Schottland - League 2 | 2022/07/30 14:00 | Stranraer v Annan Athletic | L | 1-0 |
| Schottland - League 2 | 2022/03/05 15:00 | Annan Athletic v Stranraer | W | 4-1 |
| Schottland - League 2 | 2022/01/02 15:00 | Stranraer v Annan Athletic | D | 1-1 |
| Schottland - League 2 | 2021/11/06 15:00 | Annan Athletic v Stranraer | D | 2-2 |
| Schottland - League 2 | 2021/08/07 14:00 | Stranraer v Annan Athletic | W | 0-3 |
Home History
| Schottland - League 1 | 2023/08/12 14:00 | Annan Athletic v Montrose | L | 1-3 |
| Schottland - League 1 | 2023/08/05 14:00 | Falkirk v Annan Athletic | L | 3-0 |
| Schottland - Ligapokal | 2023/07/29 14:00 | Annan Athletic v Raith | L | 2-3 |
| Schottland - Ligapokal | 2023/07/22 14:00 | Annan Athletic v Albion | L | 1-2 |
| Schottland - Ligapokal | 2023/07/18 18:45 | Dunfermline v Annan Athletic | L | 4-0 |
| Schottland - Ligapokal | 2023/07/15 14:00 | Kilmarnock v Annan Athletic | L | 3-0 |
| Schottland - League 1 - Relegationsspiele | 2023/05/19 18:35 | Clyde v Annan Athletic | W | 1-2 |
| Schottland - League 1 - Relegationsspiele | 2023/05/16 18:35 | Annan Athletic v Clyde | W | 3-1 |
Away History
| Schottland - League 2 | 2023/08/12 14:00 | Stranraer v East Fife | D | 1-1 |
| Schottland - League 2 | 2023/08/05 14:00 | Elgin v Stranraer | W | 0-1 |
| Schottland - Ligapokal | 2023/07/25 18:45 | Kelty Hearts v Stranraer | L | 2-0 |
| Schottland - Ligapokal | 2023/07/22 14:00 | Stranraer v FC Edinburgh | W | 2-1 |
| Schottland - Ligapokal | 2023/07/18 18:45 | Morton v Stranraer | L | 3-0 |
| Schottland - Ligapokal | 2023/07/15 14:00 | Stranraer v Ross County | L | 1-5 |
| Freundschaftsspiele - Europa | 2023/07/08 12:30 | Ayr v Stranraer | L | 2-0 |
| Freundschaftsspiele - Europa | 2023/07/01 14:00 | Stranraer v Connah's Quay | D | 1-1 |