Summary of previous matches between the team of East Fife and the team of Annan Athletic since 2014-10-18:
East Fife won 4 matches against Annan Athletic, lost 7 matches, and 3 matches were draws.
| Time | League | Home Team | Score | Away Team |
|---|---|---|---|---|
| 2019-08-24 | Scottish Division One | East Fife | 4 : 1 | Airdrie United |
| 2019-08-18 | Scotland League Cup | East Fife | 0 : 3 | Glasgow Rangers |
| 2019-08-14 | Scotland Bells Challenge Cup | East Fife | 0 : 2 | Stirling Albion |
| 2019-08-10 | Scottish Division One | East Fife | 1 : 1 | Peterhead |
| 2019-08-03 | Scottish Division One | Clyde | 1 : 1 | East Fife |
| 2019-07-03 | International Club Friendly | East Fife | 1 : 2 | Queen of South |
| 2019-06-29 | International Club Friendly | East Fife | 1 : 1 | Dundee United |
| 2019-06-26 | International Club Friendly | East Fife | 1 : 0 | Albion Rovers |
| 2019-05-04 | Scottish Division One | East Fife | 2 : 3 | Forfar Athletic |
| 2019-04-27 | Scottish Division One | Stenhousemuir | 1 : 1 | East Fife |
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