| Scotland Development League East | 2016/09/06 18:55 | Stirling U20 v Cowdenbeath U20 | L | 5-1 |
| Scotland Development League East | 2016/10/24 18:44 | Cowdenbeath U20 v Livingston U20 | W | 2-1 |
| Scotland Development League East | 2016/10/18 18:29 | Raith U20 v Cowdenbeath U20 | L | 7-0 |
| Scotland Development League East | 2016/10/10 18:45 | Cowdenbeath U20 v Alloa U20 | L | 0-3 |
| Scotland Development League East | 2016/10/04 18:30 | Forfar U20 v Cowdenbeath U20 | L | 6-0 |
| Scotland Development League East | 2016/09/19 18:45 | Cowdenbeath U20 v Berwick U20 | D | 2-2 |
| Scotland Development League East | 2016/09/06 18:55 | Stirling U20 v Cowdenbeath U20 | L | 5-1 |
| Scotland Development League East | 2016/10/17 18:45 | Livingston U20 v Stirling U20 | W | 2-6 |
| Scotland Development League East | 2016/10/11 19:00 | Stirling U20 v Raith U20 | D | 2-2 |
| Scotland Development League East | 2016/10/03 18:30 | Alloa U20 v Stirling U20 | L | 3-2 |
| Scotland Development League East | 2016/09/20 19:00 | Stirling U20 v Forfar U20 | W | 5-1 |
| Scotland Development League East | 2016/09/14 18:21 | Berwick U20 v Stirling U20 | L | 4-3 |
| Scotland Development League East | 2016/09/06 18:55 | Stirling U20 v Cowdenbeath U20 | W | 5-1 |