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 |
Home History
| Scotland League Two | 2024/08/31 17:43 | Bonnyrigg Rose v Stranraer | L | 2-0 |
| Scotland League Two | 2024/08/24 14:00 | Stranraer v Elgin | D | 1-1 |
| Scotland League Two | 2024/08/17 14:00 | Peterhead v Stranraer | L | 1-0 |
| Scotland League Challenge Cup | 2024/08/13 18:45 | Stranraer v Bonnyrigg Rose | W | 2-1 |
| Scotland League Two | 2024/08/10 14:00 | Clyde v Stranraer | L | 1-0 |
| Scotland League Two | 2024/08/03 14:00 | Stranraer v Spartans | D | 2-2 |
| Scotland League Cup | 2024/07/23 18:45 | Stirling v Stranraer | L | 6-4 |
| Scotland League Cup | 2024/07/20 14:00 | Stranraer v Hamilton | L | 0-3 |
Away History
| Scotland League One | 2024/08/31 18:16 | Stenhousemuir v Annan Athletic | L | 5-1 |
| Scotland League One | 2024/08/24 14:00 | Annan Athletic v Alloa | L | 0-1 |
| Scotland League One | 2024/08/17 14:00 | Queen of South v Annan Athletic | L | 2-0 |
| Scotland League One | 2024/08/10 14:00 | Annan Athletic v Inverness CT | W | 1-0 |
| Scotland League One | 2024/08/03 14:00 | Cove Rangers v Annan Athletic | W | 1-3 |
| Scotland League Cup | 2024/07/23 18:45 | Dundee v Annan Athletic | L | 3-1 |
| Scotland League Cup | 2024/07/20 14:00 | Arbroath v Annan Athletic | W | 0-3 |
| Scotland League Cup | 2024/07/16 18:45 | Annan Athletic v Bonnyrigg Rose | D | 2-2 |