Head to Head
| Scotland League One | 2019/11/09 15:00 | Raith v Stranraer | L | 3-1 |
| Scotland League One | 2019/08/17 14:00 | Stranraer v Raith | W | 3-2 |
| Scotland League One | 2019/04/13 14:00 | Raith v Stranraer | W | 2-3 |
| Scotland League One | 2019/03/02 15:00 | Stranraer v Raith | D | 2-2 |
| Scotland League One | 2018/10/20 14:00 | Raith v Stranraer | L | 2-1 |
| Scotland League One | 2018/08/04 14:00 | Stranraer v Raith | D | 1-1 |
| Scotland League One | 2018/04/21 14:00 | Stranraer v Raith | L | 0-3 |
| Scotland League One | 2018/01/20 15:00 | Stranraer v Raith | W | 1-0 |
Home History
| Scotland League One | 2019/12/28 15:00 | Dumbarton v Stranraer | D | 1-1 |
| Scotland League One | 2019/12/21 15:00 | Stranraer v Forfar | L | 2-4 |
| Scotland League One | 2019/12/14 15:00 | Stranraer v East Fife | L | 0-2 |
| Scotland League One | 2019/12/07 15:00 | Peterhead v Stranraer | L | 3-0 |
| Scotland League One | 2019/11/30 15:00 | Falkirk v Stranraer | L | 3-0 |
| Scotland FA Cup | 2019/11/23 15:00 | Stranraer v Dunfermline | W | 1-0 |
| Scotland League One | 2019/11/16 15:00 | Stranraer v Airdrieonians | L | 0-2 |
| Scotland League One | 2019/11/09 15:00 | Raith v Stranraer | L | 3-1 |
Away History
| Scotland League One | 2019/12/28 15:00 | East Fife v Raith | W | 3-5 |
| Scotland League One | 2019/12/21 15:00 | Raith v Dumbarton | L | 0-2 |
| Scotland League One | 2019/12/14 15:00 | Falkirk v Raith | D | 1-1 |
| Scotland League One | 2019/12/07 15:00 | Raith v Airdrieonians | W | 1-0 |
| Scotland League One | 2019/11/30 15:00 | Montrose v Raith | W | 0-1 |
| Scotland League One | 2019/11/26 19:45 | Raith v Forfar | D | 0-0 |
| Scotland FA Cup | 2019/11/23 15:00 | Raith v Peterhead | W | 1-0 |
| Scotland League Challenge Cup | 2019/11/15 19:45 | Raith v Elgin | W | 3-2 |