Head to Head
| 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 | 2018/12/01 15:00 | East Fife v Montrose | W | 0-2 |
| Scotland FA Cup | 2018/11/27 19:45 | Annan Athletic v Montrose | W | 3-4 |
| Scotland FA Cup | 2018/11/24 15:00 | Montrose v Annan Athletic | D | 0-0 |
| Scotland League One | 2018/11/17 15:00 | Montrose v Stranraer | D | 1-1 |
| Scotland League One | 2018/11/10 15:00 | Arbroath v Montrose | L | 2-0 |
| Scotland League One | 2018/11/03 15:00 | Montrose v Dumbarton | W | 1-0 |
| Scotland League One | 2018/10/27 14:00 | Brechin v Montrose | W | 1-3 |
| Scotland League One | 2018/10/20 14:00 | Montrose v Airdrieonians | L | 0-3 |
Away History
| Scotland League One | 2018/12/01 15:00 | Raith v Airdrieonians | W | 2-0 |
| Scotland FA Cup | 2018/11/24 15:00 | Queen's Park v Raith | W | 0-3 |
| Scotland League One | 2018/11/17 15:00 | Stenhousemuir v Raith | W | 1-3 |
| Scotland League One | 2018/11/10 15:00 | East Fife v Raith | L | 2-1 |
| Scotland League One | 2018/11/03 15:00 | Raith v Brechin | W | 2-1 |
| Scotland League One | 2018/10/27 14:00 | Forfar v Raith | L | 3-2 |
| Scotland League One | 2018/10/20 14:00 | Raith v Stranraer | W | 2-1 |
| Scotland League One | 2018/10/06 14:00 | Raith v Arbroath | D | 1-1 |