| 1 | Sat 14 Jul 2018 | 3-5 v Queen of the SouthQueen of the South 5-3 Stranraer | Betfred Cup Group G |
| 2 | Tue 24 Jul 2018 | 1-3 v ClydeStranraer 1-3 Clyde | Betfred Cup Group G |
| 3 | Sat 11 Aug 2018 | 1-3 v ArbroathArbroath 3-1 Stranraer | Ladbrokes League One |
| 4 | Tue 14 Aug 2018 | 0-5 v Partick ThistleStranraer 0-5 Partick Thistle | IRN-BRU Cup First Round |
| 5 | Sat 18 Aug 2018 | 0-0 v Forfar AthleticForfar Athletic 0-0 Stranraer | Ladbrokes League One |
| 6 | Sat 25 Aug 2018 | 2-0 v MontroseStranraer 2-0 Montrose | Ladbrokes League One |
| 7 | Sat 1 Sep 2018 | 0-2 v AirdrieoniansAirdrieonians 2-0 Stranraer | Ladbrokes League One |
| 8 | Sat 15 Sep 2018 | 2-0 v StenhousemuirStranraer 2-0 Stenhousemuir | Ladbrokes League One |
| 9 | Sat 29 Sep 2018 | 1-1 v Brechin CityBrechin City 1-1 Stranraer | Ladbrokes League One |
| 10 | Sat 6 Oct 2018 | 3-2 v DumbartonStranraer 3-2 Dumbarton | Ladbrokes League One |
| 11 | Sat 27 Oct 2018 | 0-1 v ArbroathStranraer 0-1 Arbroath | Ladbrokes League One |
| 12 | Sat 3 Nov 2018 | 2-0 v StenhousemuirStenhousemuir 0-2 Stranraer | Ladbrokes League One |
| 13 | Sat 10 Nov 2018 | 1-2 v AirdrieoniansStranraer 1-2 Airdrieonians | Ladbrokes League One |
| 14 | Sat 17 Nov 2018 | 1-1 v MontroseMontrose 1-1 Stranraer | Ladbrokes League One |
| 15 | Sat 24 Nov 2018 | 1-0 v ArbroathArbroath 0-1 Stranraer | William Hill Scottish Cup Third Round |
| 16 | Sat 1 Dec 2018 | 2-1 v Forfar AthleticStranraer 2-1 Forfar Athletic | Ladbrokes League One |
| 17 | Sat 8 Dec 2018 | 3-3 v East FifeEast Fife 3-3 Stranraer | Ladbrokes League One |
| 18 | Sat 22 Dec 2018 | 1-0 v DumbartonDumbarton 0-1 Stranraer | Ladbrokes League One |
| 19 | Sat 29 Dec 2018 | 0-3 v AirdrieoniansAirdrieonians 3-0 Stranraer | Ladbrokes League One |
| 20 | Sat 5 Jan 2019 | 1-2 v MontroseStranraer 1-2 Montrose | Ladbrokes League One |
| 21 | Sat 12 Jan 2019 | 1-2 v Forfar AthleticForfar Athletic 2-1 Stranraer | Ladbrokes League One |
| 22 | Sat 19 Jan 2019 | 1-4 v Partick ThistlePartick Thistle 4-1 Stranraer | William Hill Scottish Cup Fourth Round |
| 23 | Sat 26 Jan 2019 | 3-4 v East FifeStranraer 3-4 East Fife | Ladbrokes League One |
| 24 | Tue 12 Feb 2019 | 1-1 v ArbroathArbroath 1-1 Stranraer | Ladbrokes League One |
| 25 | Sat 16 Feb 2019 | 0-3 v DumbartonStranraer 0-3 Dumbarton | Ladbrokes League One |
| 26 | Sat 23 Feb 2019 | 2-1 v Brechin CityBrechin City 1-2 Stranraer | Ladbrokes League One |
| 27 | Tue 26 Feb 2019 | 1-1 v StenhousemuirStranraer 1-1 Stenhousemuir | Ladbrokes League One |
| 28 | Sat 2 Mar 2019 | 2-2 v Raith RoversStranraer 2-2 Raith Rovers | Ladbrokes League One |
| 29 | Sat 9 Mar 2019 | 1-3 v East FifeEast Fife 3-1 Stranraer | Ladbrokes League One |
| 30 | Sat 16 Mar 2019 | 1-0 v StenhousemuirStenhousemuir 0-1 Stranraer | Ladbrokes League One |
| 31 | Sat 23 Mar 2019 | 0-0 v ArbroathStranraer 0-0 Arbroath | Ladbrokes League One |
| 32 | Tue 26 Mar 2019 | 0-2 v Brechin CityStranraer 0-2 Brechin City | Ladbrokes League One |
| 33 | Sat 30 Mar 2019 | 1-3 v MontroseMontrose 3-1 Stranraer | Ladbrokes League One |
| 34 | Sat 6 Apr 2019 | 2-1 v Forfar AthleticStranraer 2-1 Forfar Athletic | Ladbrokes League One |
| 35 | Sat 13 Apr 2019 | 3-2 v Raith RoversRaith Rovers 2-3 Stranraer | Ladbrokes League One |
| 36 | Sat 20 Apr 2019 | 3-0 v Brechin CityStranraer 3-0 Brechin City | Ladbrokes League One |
| 37 | Sat 27 Apr 2019 | 1-2 v DumbartonDumbarton 2-1 Stranraer | Ladbrokes League One |
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