Head to Head
| Skottland - League Two | 2022/08/20 14:00 | Annan Athletic v Stirling | W | 1-2 |
| Skottland - League Two | 2022/03/19 15:00 | Stirling v Annan Athletic | L | 0-3 |
| Skottland - League Two | 2022/01/29 15:30 | Annan Athletic v Stirling | D | 0-0 |
| Skottland - League Two | 2021/12/18 15:00 | Stirling v Annan Athletic | L | 2-3 |
| Skottland - League Two | 2021/08/14 14:00 | Annan Athletic v Stirling | L | 3-1 |
| Skottland - League Two | 2021/04/10 14:00 | Annan Athletic v Stirling | W | 1-2 |
| Skottland - League Two | 2020/10/31 15:00 | Stirling v Annan Athletic | W | 1-0 |
| Skottland - League Two | 2020/01/18 15:00 | Annan Athletic v Stirling | W | 2-3 |
Home History
| Skottland - League Two | 2022/11/05 15:00 | Albion v Stirling | D | 1-1 |
| Skottland - League Two | 2022/10/29 14:00 | Stirling v Bonnyrigg Rose | W | 2-1 |
| Skottland - FA Cup | 2022/10/22 13:00 | Brechin v Stirling | W | 9-10 |
| Skottland - League Two | 2022/10/15 14:00 | Stenhousemuir v Stirling | W | 1-3 |
| Skottland - League Two | 2022/10/08 14:00 | Stirling v Dumbarton | W | 6-0 |
| Skottland - League Two | 2022/10/01 14:00 | East Fife v Stirling | W | 1-2 |
| Skottland - League Two | 2022/09/24 14:00 | Forfar v Stirling | W | 1-4 |
| Skottland - League Two | 2022/09/17 14:00 | Stirling v Stranraer | W | 4-1 |
Away History
| Skottland - League Two | 2022/11/05 15:00 | Forfar v Annan Athletic | W | 1-4 |
| Skottland - League Two | 2022/10/29 14:00 | Annan Athletic v Dumbarton | L | 0-1 |
| Skottland - FA Cup | 2022/10/24 18:45 | Pollok v Annan Athletic | L | 4-3 |
| Skottland - League Two | 2022/10/15 14:00 | Annan Athletic v Stranraer | D | 1-1 |
| Skottland - League Two | 2022/10/11 18:45 | Bonnyrigg Rose v Annan Athletic | L | 2-0 |
| Skottland - League Two | 2022/10/08 14:00 | Stenhousemuir v Annan Athletic | D | 2-2 |
| Skottland - League Two | 2022/10/01 14:00 | Elgin v Annan Athletic | L | 5-1 |
| Skottland - League Challenge Cup | 2022/09/23 18:45 | Annan Athletic v Kelty Hearts | L | 1-2 |