Head to Head
| Scotland League Two | 2021/08/14 14:00 | Annan Athletic v Stirling | L | 3-1 |
| Scotland League Two | 2021/04/10 14:00 | Annan Athletic v Stirling | W | 1-2 |
| Scotland League Two | 2020/10/31 15:00 | Stirling v Annan Athletic | W | 1-0 |
| Scotland League Two | 2020/01/18 15:00 | Annan Athletic v Stirling | W | 2-3 |
| Scotland League Two | 2019/11/16 15:00 | Stirling v Annan Athletic | W | 2-0 |
| Scotland League Two | 2019/09/21 14:00 | Annan Athletic v Stirling | D | 0-0 |
| Scotland League Two | 2019/04/13 14:00 | Annan Athletic v Stirling | D | 2-2 |
| Scotland League Two | 2019/01/12 15:00 | Stirling v Annan Athletic | W | 2-1 |
Home History
| Scotland League Two | 2021/12/11 15:00 | Forfar v Stirling | L | 2-0 |
| Scotland League Two | 2021/12/04 15:00 | Cowdenbeath v Stirling | L | 1-0 |
| Scotland FA Cup | 2021/11/27 15:00 | Stirling v Tranent | W | 4-0 |
| Scotland League Two | 2021/11/20 15:00 | Stirling v FC Edinburgh | L | 1-2 |
| Scotland League Two | 2021/11/13 15:00 | Albion v Stirling | L | 1-0 |
| Scotland League Two | 2021/11/06 15:00 | Stirling v Stenhousemuir | L | 1-3 |
| Scotland League Two | 2021/10/30 14:00 | Kelty Hearts v Stirling | D | 1-1 |
| Scotland FA Cup | 2021/10/23 14:00 | Berwick Rangers v Stirling | W | 1-2 |
Away History
| Scotland League Two | 2021/12/11 15:00 | Annan Athletic v Elgin | W | 4-1 |
| Scotland League Two | 2021/12/03 19:45 | FC Edinburgh v Annan Athletic | W | 0-1 |
| Scotland FA Cup | 2021/11/27 15:00 | Gala Fairydean v Annan Athletic | W | 0-1 |
| Scotland League Two | 2021/11/20 15:00 | Annan Athletic v Albion | D | 1-1 |
| Scotland League Two | 2021/11/13 15:00 | Stenhousemuir v Annan Athletic | L | 2-0 |
| Scotland League Two | 2021/11/06 15:00 | Annan Athletic v Stranraer | D | 2-2 |
| Scotland League Two | 2021/10/30 14:00 | Annan Athletic v Cowdenbeath | W | 1-0 |
| Scotland FA Cup | 2021/10/23 14:00 | Annan Athletic v Jeanfield Swifts | W | 3-1 |