| 1 | Sun 22 Jul 2018 | 1-1 v Forfar AthleticEast Fife 1-1 Forfar Athletic | Betfred Cup Group B |
| 2 | Tue 14 Aug 2018 | 3-1 v CowdenbeathCowdenbeath 1-3 East Fife | IRN-BRU Cup First Round |
| 3 | Sat 1 Sep 2018 | 2-0 v MontroseMontrose 0-2 East Fife | Ladbrokes League One |
| 4 | Sat 8 Sep 2018 | 42-1 v Partick ThistleEast Fife 2-1 Partick Thistle | IRN-BRU Cup Second Round |
| 5 | Sat 15 Sep 2018 | 42-1 v AirdrieoniansEast Fife 2-1 Airdrieonians | Ladbrokes League One |
| 6 | Sat 22 Sep 2018 | 4 2-0 v StranraerStranraer 0-2 East Fife | Ladbrokes League One |
| 7 | Sat 29 Sep 2018 | 42-0 v StenhousemuirEast Fife 2-0 Stenhousemuir | Ladbrokes League One |
| 8 | Sat 6 Oct 2018 | 44-0 v Forfar AthleticForfar Athletic 0-4 East Fife | Ladbrokes League One |
| 9 | Sat 27 Oct 2018 | 4 0-4 v DumbartonDumbarton 4-0 East Fife | Ladbrokes League One |
| 10 | Sat 1 Dec 2018 | 4 0-2 v MontroseEast Fife 0-2 Montrose | Ladbrokes League One |
| 11 | Sat 26 Jan 2019 | 44-3 v StranraerStranraer 3-4 East Fife | Ladbrokes League One |
| 12 | Sat 23 Feb 2019 | 4 3-4 v DumbartonEast Fife 3-4 Dumbarton | Ladbrokes League One |
| 13 | Sat 4 May 2019 | 42-3 v Forfar AthleticEast Fife 2-3 Forfar Athletic | Ladbrokes League One |
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