Head to Head
| Scotland League Two | 2022/12/03 15:00 | East Fife v Annan Athletic | W | 1-3 |
| Scotland League Two | 2022/09/17 14:00 | Annan Athletic v East Fife | D | 2-2 |
| Scotland League Two | 2016/03/12 15:00 | East Fife v Annan Athletic | L | 4-2 |
| Scotland League Two | 2016/01/16 15:00 | Annan Athletic v East Fife | L | 2-4 |
| Scotland League Two | 2015/10/31 15:00 | East Fife v Annan Athletic | W | 0-1 |
| Scotland League Two | 2015/09/05 14:00 | Annan Athletic v East Fife | W | 2-0 |
| Scotland League Two | 2015/04/18 14:00 | Annan Athletic v East Fife | W | 2-1 |
| Scotland League Two | 2015/02/28 15:00 | East Fife v Annan Athletic | L | 2-1 |
Home History
| Scotland League Two | 2023/01/21 15:00 | Annan Athletic v Bonnyrigg Rose | W | 4-0 |
| Scotland League Two | 2023/01/14 15:00 | Elgin v Annan Athletic | D | 1-1 |
| Scotland League Two | 2023/01/07 15:00 | Annan Athletic v Forfar | L | 0-2 |
| Scotland League Two | 2022/12/23 19:45 | Annan Athletic v Albion | W | 5-1 |
| Scotland League Two | 2022/12/03 15:00 | East Fife v Annan Athletic | W | 1-3 |
| Scotland League Two | 2022/11/26 15:00 | Stranraer v Annan Athletic | D | 1-1 |
| Scotland League Two | 2022/11/19 15:00 | Annan Athletic v Elgin | L | 1-3 |
| Scotland League Two | 2022/11/12 15:00 | Stirling v Annan Athletic | W | 0-2 |
Away History
| Scotland League Two | 2023/01/21 15:00 | East Fife v Stranraer | L | 1-3 |
| Scotland League Two | 2023/01/14 15:00 | East Fife v Stenhousemuir | D | 1-1 |
| Scotland League Two | 2023/01/07 15:00 | Elgin v East Fife | W | 1-2 |
| Scotland League Two | 2022/12/24 13:00 | Dumbarton v East Fife | L | 2-0 |
| Scotland League Two | 2022/12/10 15:00 | East Fife v Bonnyrigg Rose | D | 0-0 |
| Scotland League Two | 2022/12/03 15:00 | East Fife v Annan Athletic | L | 1-3 |
| Scotland League Two | 2022/11/19 15:00 | Stirling v East Fife | L | 3-1 |
| Scotland League Two | 2022/11/12 15:00 | East Fife v Albion | L | 2-3 |