| Scotland Development League West | 04/18 19:02 | - | Berwick U20 v Stirling U20 | W | 1-2 | |
| Scotland Development League East | 03/28 19:02 | - | Stirling U20 v Livingston U20 | W | 2-0 | |
| Scotland Development League East | 03/12 20:01 | - | Stirling U20 v Forfar U20 | W | 1-0 | |
| Scotland Development League East | 02/21 19:32 | - | Cowdenbeath U20 v Stirling U20 | W | 3-5 | |
| Scotland Development League East | 02/05 20:00 | - | Stirling U20 v Alloa U20 | D | 1-1 | |
| Scotland Development League East | 12/19 19:31 | - | Raith U20 v Stirling U20 | D | 1-1 | |
| Scotland Development League East | 11/21 19:33 | - | Forfar U20 v Stirling U20 | W | 2-6 | |
| Scotland Development League East | 11/13 20:01 | - | Stirling U20 v Cowdenbeath U20 | W | 3-0 | |
| Scotland Development League East | 10/30 19:44 | - | Alloa U20 v Stirling U20 | L | 3-2 | |
| Scotland Development League East | 10/25 18:45 | - | Livingston U20 v Stirling U20 | D | 4-4 | |
| Scotland Development League East | 10/24 18:45 | - | Stirling U20 v Livingston U20 | - | View | |
| Scotland Development League East | 10/16 18:46 | - | Berwick U20 v Stirling U20 | L | 3-1 |