Head to Head
| Scotland League Two | 2023/04/01 14:00 | East Fife v Annan Athletic | L | 0-1 |
| Scotland League Two | 2023/01/28 15:00 | Annan Athletic v East Fife | L | 3-0 |
| Scotland League Two | 2022/12/03 15:00 | East Fife v Annan Athletic | L | 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 | W | 4-2 |
| Scotland League Two | 2016/01/16 15:00 | Annan Athletic v East Fife | W | 2-4 |
| Scotland League Two | 2015/10/31 15:00 | East Fife v Annan Athletic | L | 0-1 |
| Scotland League Two | 2015/09/05 14:00 | Annan Athletic v East Fife | L | 2-0 |
Home History
| Scotland League Two | 2024/12/21 15:00 | East Fife v Spartans | W | 5-1 |
| Scotland League Two | 2024/12/14 15:00 | Peterhead v East Fife | L | 1-0 |
| Scotland League Two | 2024/12/07 15:00 | East Fife v Elgin | W | 2-1 |
| Scotland League Two | 2024/11/30 15:00 | Bonnyrigg Rose v East Fife | D | 1-1 |
| Scotland League Two | 2024/11/16 15:00 | Clyde v East Fife | L | 3-1 |
| Scotland League Two | 2024/11/09 15:00 | East Fife v Stranraer | L | 1-2 |
| Scotland League Two | 2024/11/02 15:00 | East Fife v Stirling | D | 1-1 |
| Scotland FA Cup | 2024/10/26 14:00 | East Fife v Banks O'Dee | L | 0-1 |
Away History
| Scotland League One | 2024/12/28 15:00 | Queen of South v Annan Athletic | D | 1-1 |
| Scotland League One | 2024/12/21 15:00 | Annan Athletic v Arbroath | L | 0-4 |
| Scotland League One | 2024/12/14 15:00 | Dumbarton v Annan Athletic | W | 1-5 |
| Scotland League One | 2024/12/07 15:00 | Annan Athletic v Cove Rangers | D | 1-1 |
| Scotland FA Cup | 2024/11/30 15:00 | Fraserburgh v Annan Athletic | L | 2-0 |
| Scotland League One | 2024/11/23 16:00 | Montrose v Annan Athletic | L | 2-1 |
| Scotland League One | 2024/11/16 15:00 | Annan Athletic v Kelty Hearts | L | 0-2 |
| Scotland League One | 2024/11/09 15:00 | Annan Athletic v Stenhousemuir | D | 1-1 |