Head to Head
| Scotland League Challenge Cup | 2024/09/07 14:00 | Stranraer v Annan Athletic | L | 1-5 |
| 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 |
Home History
| Scotland League Two | 2025/05/03 14:00 | Stranraer v Bonnyrigg Rose | L | 0-1 |
| Scotland League Two | 2025/04/26 14:00 | Elgin v Stranraer | L | 3-0 |
| Scotland League Two | 2025/04/19 14:00 | Stranraer v FC Edinburgh | W | 2-0 |
| Scotland League Two | 2025/04/12 14:00 | Stirling v Stranraer | L | 3-1 |
| Scotland League Two | 2025/04/05 14:00 | Spartans v Stranraer | L | 2-1 |
| Scotland League Two | 2025/03/29 15:00 | Stranraer v Clyde | L | 1-2 |
| Scotland League Two | 2025/03/22 15:00 | Stranraer v Forfar | L | 0-1 |
| Scotland League Two | 2025/03/15 15:00 | East Fife v Stranraer | W | 0-3 |
Away History
| Scotland League One Play-Offs | 2025/05/10 14:00 | Annan Athletic v Elgin | L | 1-2 |
| Scotland League One Play-Offs | 2025/05/06 18:45 | Elgin v Annan Athletic | W | 2-4 |
| Scotland League One | 2025/05/03 14:00 | Annan Athletic v Cove Rangers | L | 2-4 |
| Scotland League One | 2025/04/26 14:00 | Dumbarton v Annan Athletic | L | 3-1 |
| Scotland League One | 2025/04/19 14:00 | Annan Athletic v Arbroath | W | 5-1 |
| Scotland League One | 2025/04/12 14:00 | Alloa v Annan Athletic | L | 1-0 |
| Scotland League One | 2025/04/05 14:00 | Annan Athletic v Queen of South | L | 0-2 |
| Scotland League One | 2025/03/29 15:00 | Annan Athletic v Kelty Hearts | W | 2-1 |