| Scotland Development League East | 04/09 18:46 | - | Raith U20 v Cowdenbeath U20 | W | 4-0 | |
| Scotland Development League East | 03/20 19:46 | - | Raith U20 v Alloa U20 | L | 0-1 | |
| Scotland Development League East | 03/14 19:58 | - | Livingston U20 v Raith U20 | W | 1-3 | |
| Scotland Development League East | 02/13 20:01 | - | Raith U20 v Berwick U20 | W | 6-1 | |
| Scotland Development League East | 01/30 20:00 | - | Raith U20 v Livingston U20 | W | 4-1 | |
| Scotland Development League East | 01/22 19:46 | - | Alloa U20 v Raith U20 | L | 2-1 | |
| Scotland Development League East | 01/16 19:31 | - | Forfar U20 v Raith U20 | W | 1-5 | |
| Scotland Development League East | 12/19 19:31 | - | Raith U20 v Stirling U20 | D | 1-1 | |
| Scotland Development League East | 11/21 19:30 | - | Raith U20 v Livingston U20 | - | View | |
| Scotland Development League East | 11/07 19:47 | - | Berwick U20 v Raith U20 | W | 0-2 | |
| Scotland Development League East | 11/01 19:30 | - | Raith U20 v Forfar U20 | W | 3-0 | |
| Scotland Development League East | 10/25 18:16 | - | Cowdenbeath U20 v Raith U20 | W | 1-8 |