Summary of previous matches between the team of East Fife and the team of Annan Athletic since 2014-10-18:
East Fife won 3 matches against Annan Athletic, lost 7 matches, and 2 matches were draws.
| Time | League | Home Team | Score | Away Team |
|---|---|---|---|---|
| 2023-08-26 | Scottish Division Two | Elgin City | 1 : 1 | East Fife |
| 2023-08-19 | Scottish Division Two | East Fife | 0 : 2 | Stenhousemuir |
| 2023-08-16 | Scotland Bells Challenge Cup | Dundee U21 | 0 : 0 | East Fife |
| 2023-08-12 | Scottish Division Two | Stranraer | 1 : 1 | East Fife |
| 2023-08-05 | Scottish Division Two | East Fife | 0 : 3 | Peterhead |
| 2023-07-22 | International Club Friendly | East Fife | 1 : 0 | fraserburgh |
| 2023-07-12 | International Club Friendly | East Fife | 0 : 3 | Saint Johnstone |
| 2023-07-08 | International Club Friendly | East Fife | 0 : 2 | Raith Rovers |
| 2023-07-05 | International Club Friendly | Cowdenbeath | 1 : 2 | East Fife |
| 2023-07-01 | International Club Friendly | Dundee United | 3 : 2 | East Fife |
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