[2] Raith 5-1 Stenhousemuir [10] 2019-01-05 15:00
Weather: Cold Stadium: Stark's Park Pitch: Artificial Turf Round: 20
Head to Head
| Scotland League One | 2018/11/17 15:00 | Stenhousemuir v Raith | W | 1-3 |
| Scotland League One | 2018/08/11 14:00 | Raith v Stenhousemuir | W | 2-0 |
| Scotland League Challenge Cup | 2015/08/18 18:45 | Stenhousemuir v Raith | L | 2-0 |
Home History
| Scotland League One | 2018/12/29 15:00 | Raith v East Fife | L | 1-2 |
| Scotland League One | 2018/12/22 15:00 | Arbroath v Raith | W | 0-2 |
| Scotland League One | 2018/12/15 15:00 | Raith v Dumbarton | W | 4-2 |
| Scotland League One | 2018/12/08 15:00 | Montrose v Raith | L | 3-2 |
| 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 |
Away History
| Scotland League One | 2018/12/29 15:00 | Stenhousemuir v Dumbarton | D | 2-2 |
| Scotland League One | 2018/12/22 15:00 | Montrose v Stenhousemuir | L | 3-1 |
| Scotland League One | 2018/12/15 15:00 | Stenhousemuir v East Fife | L | 0-2 |
| Scotland League One | 2018/12/08 15:00 | Brechin v Stenhousemuir | W | 1-2 |
| Scotland League One | 2018/12/01 15:00 | Arbroath v Stenhousemuir | L | 5-2 |
| Scotland FA Cup | 2018/11/24 15:00 | Stenhousemuir v Falkirk | W | 4-2 |
| Scotland League One | 2018/11/17 15:00 | Stenhousemuir v Raith | L | 1-3 |
| Scotland League One | 2018/11/10 15:00 | Dumbarton v Stenhousemuir | L | 2-1 |