Head to Head
| Scotland League One | 2019/02/23 15:00 | Raith v Montrose | L | 4-1 |
| Scotland League One | 2018/12/08 15:00 | Montrose v Raith | W | 3-2 |
| Scotland League One | 2018/09/22 14:00 | Raith v Montrose | D | 1-1 |
| Scotland League Cup | 2016/07/19 18:45 | Raith v Montrose | L | 2-1 |
Home History
| Scotland League One | 2019/04/27 14:00 | Forfar v Montrose | L | 1-0 |
| Scotland League One | 2019/04/20 14:00 | Montrose v Airdrieonians | W | 2-1 |
| Scotland League One | 2019/04/13 14:00 | East Fife v Montrose | W | 0-2 |
| Scotland League One | 2019/04/06 14:00 | Arbroath v Montrose | L | 1-0 |
| Scotland League One | 2019/04/02 18:45 | Brechin v Montrose | W | 0-3 |
| Scotland League One | 2019/03/30 15:00 | Montrose v Stranraer | W | 3-1 |
| Scotland League One | 2019/03/23 15:00 | Montrose v Stenhousemuir | W | 2-0 |
| Scotland League One | 2019/03/09 15:00 | Montrose v Dumbarton | L | 1-3 |
Away History
| Scotland League One | 2019/04/27 14:00 | Raith v Brechin | W | 3-2 |
| Scotland League One | 2019/04/21 15:05 | Arbroath v Raith | D | 2-2 |
| Scotland League One | 2019/04/13 14:00 | Raith v Stranraer | L | 2-3 |
| Scotland League One | 2019/04/06 14:00 | Stenhousemuir v Raith | D | 1-1 |
| Scotland League One | 2019/03/30 15:00 | East Fife v Raith | W | 1-2 |
| Scotland League One | 2019/03/23 15:00 | Raith v Dumbarton | W | 4-1 |
| Scotland League One | 2019/03/16 15:00 | Forfar v Raith | L | 2-1 |
| Scotland League One | 2019/03/09 15:00 | Raith v Airdrieonians | W | 1-0 |