| 1 | 14/7/2018 | 0-0 v St JohnstoneSt Johnstone 0-0 East Fife | Betfred Cup Group B |
| 2 | 22/7/2018 | 1-1 v Forfar AthleticEast Fife 1-1 Forfar Athletic | Betfred Cup Group B |
| 3 | 28/7/2018 | 1-2 v FalkirkEast Fife 1-2 Falkirk | Betfred Cup Group B |
| 4 | 4/8/2018 | 0-2 v DumbartonEast Fife 0-2 Dumbarton | Ladbrokes League One |
| 5 | 1/9/2018 | 2-0 v MontroseMontrose 0-2 East Fife | Ladbrokes League One |
| 6 | 15/9/2018 | 102-1 v AirdrieoniansEast Fife 2-1 Airdrieonians | Ladbrokes League One |
| 7 | 22/9/2018 | 102-0 v StranraerStranraer 0-2 East Fife | Ladbrokes League One |
| 8 | 29/9/2018 | 102-0 v StenhousemuirEast Fife 2-0 Stenhousemuir | Ladbrokes League One |
| 9 | 6/10/2018 | 104-0 v Forfar AthleticForfar Athletic 0-4 East Fife | Ladbrokes League One |
| 10 | 13/10/2018 | 102-0 v Queen of the SouthEast Fife 2-0 Queen of the South | IRN-BRU Cup Third Round |
| 11 | 20/10/2018 | 103-1 v Brechin CityEast Fife 3-1 Brechin City | Ladbrokes League One |
| 12 | 27/10/2018 | 100-4 v DumbartonDumbarton 4-0 East Fife | Ladbrokes League One |
| 13 | 3/11/2018 | 10 0-1 v ArbroathArbroath 1-0 East Fife | Ladbrokes League One |
| 14 | 10/11/2018 | 10 2-1 v Raith RoversEast Fife 2-1 Raith Rovers | Ladbrokes League One |
| 15 | 17/11/2018 | 102-4 v AirdrieoniansAirdrieonians 4-2 East Fife | Ladbrokes League One |
| 16 | 1/12/2018 | 100-2 v MontroseEast Fife 0-2 Montrose | Ladbrokes League One |
| 17 | 8/12/2018 | 103-3 v StranraerEast Fife 3-3 Stranraer | Ladbrokes League One |
| 18 | 15/12/2018 | 102-0 v StenhousemuirStenhousemuir 0-2 East Fife | Ladbrokes League One |
| 19 | 22/12/2018 | 101-0 v Forfar AthleticEast Fife 1-0 Forfar Athletic | Ladbrokes League One |
| 20 | 29/12/2018 | 102-1 v Raith RoversRaith Rovers 1-2 East Fife | Ladbrokes League One |
| 21 | 26/1/2019 | 104-3 v StranraerStranraer 3-4 East Fife | Ladbrokes League One |
| 22 | 23/2/2019 | 103-4 v DumbartonEast Fife 3-4 Dumbarton | Ladbrokes League One |
| 23 | 2/3/2019 | 100-3 v Forfar AthleticForfar Athletic 3-0 East Fife | Ladbrokes League One |
| 24 | 5/3/2019 | 100-0 v Brechin CityBrechin City 0-0 East Fife | Ladbrokes League One |
| 25 | 9/3/2019 | 103-1 v StranraerEast Fife 3-1 Stranraer | Ladbrokes League One |
| 26 | 12/3/2019 | 101-1 v StenhousemuirEast Fife 1-1 Stenhousemuir | Ladbrokes League One |
| 27 | 16/3/2019 | 101-2 v ArbroathArbroath 2-1 East Fife | Ladbrokes League One |
| 28 | 23/3/2019 | 100-2 v Brechin CityEast Fife 0-2 Brechin City | Ladbrokes League One |
| 29 | 30/3/2019 | 101-2 v Raith RoversEast Fife 1-2 Raith Rovers | Ladbrokes League One |
| 30 | 6/4/2019 | 100-0 v AirdrieoniansAirdrieonians 0-0 East Fife | Ladbrokes League One |
| 31 | 13/4/2019 | 100-2 v MontroseEast Fife 0-2 Montrose | Ladbrokes League One |
| 32 | 27/4/2019 | 101-1 v StenhousemuirStenhousemuir 1-1 East Fife | Ladbrokes League One |
| 33 | 4/5/2019 | 102-3 v Forfar AthleticEast Fife 2-3 Forfar Athletic | Ladbrokes League One |
