Head to Head
| Scotland League Two | 2022/03/19 15:00 | Stirling v Annan Athletic | W | 0-3 |
| Scotland League Two | 2022/01/29 15:30 | Annan Athletic v Stirling | D | 0-0 |
| Scotland League Two | 2021/12/18 15:00 | Stirling v Annan Athletic | W | 2-3 |
| Scotland League Two | 2021/08/14 14:00 | Annan Athletic v Stirling | W | 3-1 |
| Scotland League Two | 2021/04/10 14:00 | Annan Athletic v Stirling | L | 1-2 |
| Scotland League Two | 2020/10/31 15:00 | Stirling v Annan Athletic | L | 1-0 |
| Scotland League Two | 2020/01/18 15:00 | Annan Athletic v Stirling | L | 2-3 |
| Scotland League Two | 2019/11/16 15:00 | Stirling v Annan Athletic | L | 2-0 |
Home History
| Scotland League Two | 2022/08/13 14:00 | Dumbarton v Annan Athletic | L | 4-0 |
| Scotland League Two | 2022/08/06 14:00 | Annan Athletic v Stenhousemuir | W | 2-1 |
| Scotland League Two | 2022/07/30 14:00 | Stranraer v Annan Athletic | L | 1-0 |
| Scotland League Cup | 2022/07/19 18:45 | Annan Athletic v Ayr | D | 1-1 |
| Scotland League Cup | 2022/07/16 14:00 | Annan Athletic v Elgin | W | 4-0 |
| Scotland League Cup | 2022/07/12 18:45 | St Johnstone v Annan Athletic | D | 0-0 |
| Scotland League Cup | 2022/07/09 14:00 | Queen of South v Annan Athletic | W | 2-3 |
| Club Friendly List | 2022/07/02 14:00 | Atherton Collieries v Annan Athletic | L | 2-1 |
Away History
| Scotland League Two | 2022/08/13 14:00 | Stirling v Stenhousemuir | W | 3-0 |
| Scotland League Two | 2022/08/06 14:00 | Stirling v Elgin | D | 2-2 |
| Scotland League Two | 2022/07/30 14:00 | Dumbarton v Stirling | L | 2-0 |
| Scotland League Cup | 2022/07/23 14:00 | Stirling v Peterhead | W | 3-0 |
| Scotland League Cup | 2022/07/19 18:45 | Stirling v Aberdeen | L | 0-5 |
| Scotland League Cup | 2022/07/16 14:00 | Raith v Stirling | D | 1-1 |
| Scotland League Cup | 2022/07/09 14:00 | Dumbarton v Stirling | W | 1-2 |
| Club Friendly List | 2022/06/28 18:30 | Alloa v Stirling | L | 4-1 |