| 1 | Sat 8 Sep 2018 | 0-1 v MontroseDumbarton 0-1 Montrose | IRN-BRU Cup Second Round |
| 2 | Sat 15 Sep 2018 | 2-1 v MontroseDumbarton 2-1 Montrose | Ladbrokes League One |
| 3 | Sat 22 Sep 2018 | 1-1 v AirdrieoniansAirdrieonians 1-1 Dumbarton | Ladbrokes League One |
| 4 | Sat 29 Sep 2018 | 1-5 v Raith RoversDumbarton 1-5 Raith Rovers | Ladbrokes League One |
| 5 | Sat 20 Oct 2018 | 1-3 v ArbroathArbroath 3-1 Dumbarton | Ladbrokes League One |
| 6 | Sat 27 Oct 2018 | 4-0 v East FifeDumbarton 4-0 East Fife | Ladbrokes League One |
| 7 | Sat 10 Nov 2018 | 2-1 v StenhousemuirDumbarton 2-1 Stenhousemuir | Ladbrokes League One |
| 8 | Sat 17 Nov 2018 | 0-3 v Forfar AthleticForfar Athletic 3-0 Dumbarton | Ladbrokes League One |
| 9 | Sat 24 Nov 2018 | 0-3 v AirdrieoniansAirdrieonians 3-0 Dumbarton | William Hill Scottish Cup Third Round |
| 10 | Sat 15 Dec 2018 | 2-4 v Raith RoversRaith Rovers 4-2 Dumbarton | Ladbrokes League One |
| 11 | Sat 22 Dec 2018 | 0-1 v StranraerDumbarton 0-1 Stranraer | Ladbrokes League One |
| 12 | Sat 29 Dec 2018 | 2-2 v StenhousemuirStenhousemuir 2-2 Dumbarton | Ladbrokes League One |
| 13 | Sat 5 Jan 2019 | 2-3 v Forfar AthleticDumbarton 2-3 Forfar Athletic | Ladbrokes League One |
| 14 | Sat 16 Feb 2019 | 0-2 v MontroseMontrose 2-0 Forfar Athletic | Ladbrokes League One |
| 15 | Sat 23 Feb 2019 | 2-1 v StenhousemuirForfar Athletic 2-1 Stenhousemuir | Ladbrokes League One |
| 16 | Sat 2 Mar 2019 | 3-0 v East FifeForfar Athletic 3-0 East Fife | Ladbrokes League One |
| 17 | Sat 9 Mar 2019 | 2-2 v Brechin CityBrechin City 2-2 Forfar Athletic | Ladbrokes League One |
| 18 | Sat 16 Mar 2019 | 2-1 v Raith RoversForfar Athletic 2-1 Raith Rovers | Ladbrokes League One |
| 19 | Sat 23 Mar 2019 | 0-1 v AirdrieoniansAirdrieonians 1-0 Forfar Athletic | Ladbrokes League One |
| 20 | Sat 30 Mar 2019 | 2-1 v ArbroathForfar Athletic 2-1 Arbroath | Ladbrokes League One |
| 21 | Sat 6 Apr 2019 | 1-2 v StranraerStranraer 2-1 Forfar Athletic | Ladbrokes League One |
| 22 | Sat 13 Apr 2019 | 0-0 v DumbartonForfar Athletic 0-0 Dumbarton | Ladbrokes League One |
| 23 | Sat 20 Apr 2019 | 3-0 v StenhousemuirStenhousemuir 0-3 Forfar Athletic | Ladbrokes League One |
| 24 | Sat 27 Apr 2019 | 1-0 v MontroseForfar Athletic 1-0 Montrose | Ladbrokes League One |
| 25 | Tue 7 May 2019 | 1-2 v Raith RoversRaith Rovers 2-1 Forfar Athletic | Ladbrokes League One Play-off |
| 26 | Sat 11 May 2019 | 1-1 v Raith RoversForfar Athletic 1-1 Raith Rovers | Ladbrokes League One Play-off |
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