Head to Head
| Skót League Two | 2022/08/06 14:00 | Annan Athletic v Stenhousemuir | L | 2-1 |
| Skót League Two | 2022/04/02 14:00 | Stenhousemuir v Annan Athletic | L | 0-1 |
| Skót League Two | 2022/02/05 15:00 | Annan Athletic v Stenhousemuir | W | 0-2 |
| Skót League Two | 2021/11/13 15:00 | Stenhousemuir v Annan Athletic | W | 2-0 |
| Skót League Two | 2021/09/11 14:00 | Annan Athletic v Stenhousemuir | W | 1-2 |
| Skót League Two | 2021/04/27 18:00 | Annan Athletic v Stenhousemuir | D | 1-1 |
| Skót League Two | 2021/04/20 18:45 | Annan Athletic v Stenhousemuir | L | 5-1 |
| Skót League Two | 2020/11/21 15:00 | Stenhousemuir v Annan Athletic | L | 1-2 |
Home History
| Skót League Two | 2022/10/01 14:00 | Bonnyrigg Rose v Stenhousemuir | W | 2-4 |
| Skót League Two | 2022/09/20 18:45 | East Fife v Stenhousemuir | W | 1-2 |
| Skót League Two | 2022/09/17 14:00 | Stenhousemuir v Elgin | D | 3-3 |
| Skót League Two | 2022/09/03 14:00 | Stenhousemuir v Stranraer | W | 3-1 |
| Skót League Two | 2022/08/27 14:00 | Forfar v Stenhousemuir | W | 1-2 |
| Skót Leauge Challenge Cup | 2022/08/23 18:45 | Elgin v Stenhousemuir | L | 3-1 |
| Skót League Two | 2022/08/20 14:00 | Stenhousemuir v Dumbarton | L | 1-3 |
| Skót League Two | 2022/08/13 14:00 | Stirling v Stenhousemuir | L | 3-0 |
Away History
| Skót League Two | 2022/10/01 14:00 | Elgin v Annan Athletic | L | 5-1 |
| Skót Leauge Challenge Cup | 2022/09/23 18:45 | Annan Athletic v Kelty Hearts | L | 1-2 |
| Skót League Two | 2022/09/17 14:00 | Annan Athletic v East Fife | D | 2-2 |
| Skót League Two | 2022/09/03 14:00 | Annan Athletic v Forfar | W | 2-1 |
| Skót Ligakupa | 2022/08/30 18:45 | Annan Athletic v Aberdeen | L | 1-4 |
| Skót League Two | 2022/08/27 14:00 | Albion v Annan Athletic | D | 2-2 |
| Skót Leauge Challenge Cup | 2022/08/23 18:45 | East Kilbride v Annan Athletic | W | 5-6 |
| Skót League Two | 2022/08/20 14:00 | Annan Athletic v Stirling | L | 1-2 |