Head to Head
| Scotland League One | 2019/08/24 14:00 | Raith v Montrose | L | 3-0 |
| Scotland League One | 2019/05/04 14:00 | Montrose v Raith | D | 1-1 |
| 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 FA Cup | 2019/11/23 15:00 | Bonnyrigg Rose v Montrose | L | 2-1 |
| Scotland League One | 2019/11/16 15:00 | Peterhead v Montrose | D | 0-0 |
| Scotland League One | 2019/11/09 15:00 | Montrose v Forfar | W | 3-0 |
| Scotland League One | 2019/11/02 15:00 | East Fife v Montrose | W | 0-1 |
| Scotland League One | 2019/10/26 14:00 | Montrose v Stranraer | W | 2-1 |
| Scotland League One | 2019/10/19 14:00 | Airdrieonians v Montrose | W | 1-3 |
| Scotland League One | 2019/10/05 14:00 | Clyde v Montrose | W | 0-2 |
| Scotland League One | 2019/09/28 14:00 | Montrose v Peterhead | W | 4-3 |
Away History
| 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 |
| Scotland League One | 2019/11/09 15:00 | Raith v Stranraer | W | 3-1 |
| Scotland League One | 2019/11/02 15:00 | Peterhead v Raith | L | 2-0 |
| Scotland League One | 2019/10/26 14:00 | Raith v East Fife | D | 1-1 |
| Scotland League One | 2019/10/19 14:00 | Clyde v Raith | D | 2-2 |
| Scotland League Challenge Cup | 2019/10/12 14:00 | Raith v Glenavon | W | 3-1 |