| 1 | Sat 15 Sep 2018 | 2-0 v StenhousemuirStranraer 2-0 Stenhousemuir | Ladbrokes League One |
| 2 | Sat 27 Oct 2018 | 0-1 v ArbroathStranraer 0-1 Arbroath | Ladbrokes League One |
| 3 | Sat 17 Nov 2018 | 1-1 v MontroseMontrose 1-1 Stranraer | Ladbrokes League One |
| 4 | Sat 22 Dec 2018 | 1-0 v DumbartonDumbarton 0-1 Stranraer | Ladbrokes League One |
| 5 | Sat 29 Dec 2018 | 0-3 v AirdrieoniansAirdrieonians 3-0 Stranraer | Ladbrokes League One |
| 6 | Sat 5 Jan 2019 | 1-2 v MontroseStranraer 1-2 Montrose | Ladbrokes League One |
| 7 | Sat 2 Mar 2019 | 0-1 v ClydeClyde 1-0 Edinburgh City | Ladbrokes League Two |
| 8 | Sat 9 Mar 2019 | 2-0 v Queens ParkEdinburgh City 2-0 Queens Park | Ladbrokes League Two |
| 9 | Sat 16 Mar 2019 | 1-3 v Annan AthleticAnnan Athletic 3-1 Edinburgh City | Ladbrokes League Two |
| 10 | Sat 6 Apr 2019 | 1-4 v CowdenbeathCowdenbeath 4-1 Edinburgh City | Ladbrokes League Two |
| 11 | Sat 27 Apr 2019 | 1-1 v Elgin CityEdinburgh City 1-1 Elgin City | Ladbrokes League Two |
| 12 | Sat 4 May 2019 | 0-0 v Stirling AlbionStirling Albion 0-0 Edinburgh City | Ladbrokes League Two |
| 13 | Tue 7 May 2019 | 0-1 v ClydeEdinburgh City 0-1 Clyde | Ladbrokes League Two Play-off |
| 14 | Sat 11 May 2019 | 0-3 v ClydeClyde 3-0 Edinburgh City | Ladbrokes League Two Play-off |
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