| 1 | Tue 17 Jul 2018 | 4-0 v Albion RoversStenhousemuir 4-0 Albion Rovers | Betfred Cup Group E |
| 2 | Sat 21 Jul 2018 | 0-2 v Greenock MortonGreenock Morton 2-0 Stenhousemuir | Betfred Cup Group E |
| 3 | Tue 24 Jul 2018 | 0-5 v Ayr UnitedAyr United 5-0 Stenhousemuir | Betfred Cup Group E |
| 4 | Sat 1 Sep 2018 | 2-1 v DumbartonStenhousemuir 2-1 Dumbarton | Ladbrokes League One |
| 5 | Sat 1 Dec 2018 | 2-5 v ArbroathArbroath 5-2 Stenhousemuir | Ladbrokes League One |
| 6 | Sat 8 Dec 2018 | 2-1 v Brechin CityBrechin City 1-2 Stenhousemuir | Ladbrokes League One |
| 7 | Sat 5 Jan 2019 | 1-5 v Raith RoversRaith Rovers 5-1 Stenhousemuir | Ladbrokes League One |
| 8 | Sat 26 Jan 2019 | 1-0 v AirdrieoniansStenhousemuir 1-0 Airdrieonians | Ladbrokes League One |
| 9 | Tue 29 Jan 2019 | 1-4 v AberdeenStenhousemuir 1-4 Aberdeen | William Hill Scottish Cup Fourth Round Replay |
| 10 | Sat 9 Feb 2019 | 1-0 v MontroseStenhousemuir 1-0 Montrose | Ladbrokes League One |
| 11 | Sat 9 Mar 2019 | 2-0 v ArbroathArbroath 0-2 Stenhousemuir | Ladbrokes League One |
| 12 | Tue 12 Mar 2019 | 1-1 v East FifeEast Fife 1-1 Stenhousemuir | Ladbrokes League One |
| 13 | Sat 16 Mar 2019 | 0-1 v StranraerStenhousemuir 0-1 Stranraer | Ladbrokes League One |
| 14 | Sat 30 Mar 2019 | 2-1 v DumbartonDumbarton 1-2 Stenhousemuir | Ladbrokes League One |
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