| Scotland Development League East | 2017/10/25 18:16 | Cowdenbeath U20 v Raith U20 | W | 1-8 |
| Scotland Development League East | 2017/09/12 18:30 | Raith U20 v Cowdenbeath U20 | W | 3-0 |
| Scotland Development League East | 2017/03/22 19:26 | Cowdenbeath U20 v Raith U20 | W | 0-5 |
| Scotland Development League East | 2017/02/01 20:43 | Cowdenbeath U20 v Raith U20 | W | 1-2 |
| Scotland Development League East | 2016/10/18 18:29 | Raith U20 v Cowdenbeath U20 | W | 7-0 |
| Scotland Development League East | 2018/03/20 19:46 | Raith U20 v Alloa U20 | L | 0-1 |
| Scotland Development League East | 2018/03/14 19:58 | Livingston U20 v Raith U20 | W | 1-3 |
| Scotland Development League East | 2018/02/13 20:01 | Raith U20 v Berwick U20 | W | 6-1 |
| Scotland Development League East | 2018/01/30 20:00 | Raith U20 v Livingston U20 | W | 4-1 |
| Scotland Development League East | 2018/01/22 19:46 | Alloa U20 v Raith U20 | L | 2-1 |
| Scotland Development League East | 2018/01/16 19:31 | Forfar U20 v Raith U20 | W | 1-5 |
| Scotland Development League East | 2017/12/19 19:31 | Raith U20 v Stirling U20 | D | 1-1 |
| Scotland Development League East | 2017/11/07 19:47 | Berwick U20 v Raith U20 | W | 0-2 |
| Scotland Development League East | 2018/03/21 19:29 | Cowdenbeath U20 v Livingston U20 | L | 0-1 |
| Scotland Development League East | 2018/03/14 19:31 | Cowdenbeath U20 v Berwick U20 | L | 0-4 |
| Scotland Development League East | 2018/02/21 19:32 | Cowdenbeath U20 v Stirling U20 | L | 3-5 |
| Scotland Development League East | 2018/02/16 20:00 | Alloa U20 v Cowdenbeath U20 | L | 2-0 |
| Scotland Development League East | 2017/11/29 19:32 | Cowdenbeath U20 v Forfar U20 | L | 1-3 |
| Scotland Development League East | 2017/11/13 20:01 | Stirling U20 v Cowdenbeath U20 | L | 3-0 |
| Scotland Development League East | 2017/11/08 19:30 | Cowdenbeath U20 v Alloa U20 | L | 2-6 |
| Scotland Development League East | 2017/10/31 20:06 | Livingston U20 v Cowdenbeath U20 | L | 3-0 |