| 1 | 11/8/2018 | 1-3 v ArbroathArbroath 3-1 Stranraer | Ladbrokes League One |
| 2 | 18/8/2018 | 0-0 v Forfar AthleticForfar Athletic 0-0 Stranraer | Ladbrokes League One |
| 3 | 25/8/2018 | 2-0 v MontroseStranraer 2-0 Montrose | Ladbrokes League One |
| 4 | 29/12/2018 | 0-3 v AirdrieoniansAirdrieonians 3-0 Stranraer | Ladbrokes League One |
| 5 | 12/1/2019 | 1-2 v Forfar AthleticForfar Athletic 2-1 Stranraer | Ladbrokes League One |
| 6 | 12/2/2019 | 1-1 v ArbroathArbroath 1-1 Stranraer | Ladbrokes League One |
| 7 | 23/2/2019 | 2-1 v Brechin CityBrechin City 1-2 Stranraer | Ladbrokes League One |
| 8 | 26/2/2019 | 1-1 v StenhousemuirStranraer 1-1 Stenhousemuir | Ladbrokes League One |
| 9 | 2/3/2019 | 2-2 v Raith RoversStranraer 2-2 Raith Rovers | Ladbrokes League One |
| 10 | 9/3/2019 | 1-3 v East FifeEast Fife 3-1 Stranraer | Ladbrokes League One |
| 11 | 30/3/2019 | 1-3 v MontroseMontrose 3-1 Stranraer | Ladbrokes League One |
| 12 | 6/4/2019 | 2-1 v Forfar AthleticStranraer 2-1 Forfar Athletic | Ladbrokes League One |
| 13 | 13/4/2019 | 3-2 v Raith RoversRaith Rovers 2-3 Stranraer | Ladbrokes League One |
| 14 | 20/4/2019 | 3-0 v Brechin CityStranraer 3-0 Brechin City | Ladbrokes League One |
| 15 | 27/4/2019 | 1-2 v DumbartonDumbarton 2-1 Stranraer | Ladbrokes League One |
| 16 | 4/5/2019 | 1-4 v AirdrieoniansStranraer 1-4 Airdrieonians | Ladbrokes League One |
