| 2018-12-29 | MontrosevArbroathLeague One · Scotland | 1–1 | League One · Scotland |
| 2018-12-22 | MontrosevStenhousemuirLeague One · Scotland | 3–1 | League One · Scotland |
| 2018-12-15 | ForfarvMontroseLeague One · Scotland | 2–1 | League One · Scotland |
| 2018-12-08 | MontrosevRaith RvsLeague One · Scotland | 3–2 | League One · Scotland |
| 2018-12-01 | East FifevMontroseLeague One · Scotland | 0–2 | League One · Scotland |
| 2018-11-17 | MontrosevStranraerLeague One · Scotland | 1–1 | League One · Scotland |
| 2018-11-10 | ArbroathvMontroseLeague One · Scotland | 2–0 | League One · Scotland |
| 2018-11-03 | MontrosevDumbartonLeague One · Scotland | 1–0 | League One · Scotland |
| 2018-10-27 | BrechinvMontroseLeague One · Scotland | 1–3 | League One · Scotland |
| 2018-10-20 | MontrosevAirdrie UtdLeague One · Scotland | 0–3 | League One · Scotland |
| 2018-10-06 | StenhousemuirvMontroseLeague One · Scotland | 3–2 | League One · Scotland |
| 2018-09-29 | MontrosevForfarLeague One · Scotland | 2–2 | League One · Scotland |
| 2018-09-22 | Raith RvsvMontroseLeague One · Scotland | 1–1 | League One · Scotland |
| 2018-09-15 | DumbartonvMontroseLeague One · Scotland | 2–1 | League One · Scotland |
| 2018-09-01 | MontrosevEast FifeLeague One · Scotland | 0–2 | League One · Scotland |
| 2018-08-25 | StranraervMontroseLeague One · Scotland | 2–0 | League One · Scotland |
| 2018-08-18 | MontrosevBrechinLeague One · Scotland | 2–1 | League One · Scotland |
| 2018-08-11 | Airdrie UtdvMontroseLeague One · Scotland | 0–1 | League One · Scotland |
| 2018-08-04 | MontrosevArbroathLeague One · Scotland | 0–4 | League One · Scotland |
| 2018-04-28 | MontrosevElginLeague Two · Scotland | 1–1 | League Two · Scotland |
| 2018-04-21 | StenhousemuirvMontroseLeague Two · Scotland | 0–2 | League Two · Scotland |
| 2018-04-14 | MontrosevBerwickLeague Two · Scotland | 1–0 | League Two · Scotland |
| 2018-04-10 | CowdenbeathvMontroseLeague Two · Scotland | 0–3 | League Two · Scotland |
| 2018-04-07 | StirlingvMontroseLeague Two · Scotland | 0–5 | League Two · Scotland |
| 2018-03-31 | MontrosevEdinburgh CityLeague Two · Scotland | 3–0 | League Two · Scotland |
| 2018-03-24 | ClydevMontroseLeague Two · Scotland | 3–0 | League Two · Scotland |
| 2018-03-17 | MontrosevPeterheadLeague Two · Scotland | 3–2 | League Two · Scotland |
| 2018-03-13 | MontrosevAnnan AthleticLeague Two · Scotland | 2–1 | League Two · Scotland |
| 2018-02-24 | BerwickvMontroseLeague Two · Scotland | 2–2 | League Two · Scotland |
| 2018-02-17 | ElginvMontroseLeague Two · Scotland | 2–2 | League Two · Scotland |
| 2018-02-10 | MontrosevStenhousemuirLeague Two · Scotland | 1–0 | League Two · Scotland |
| 2018-02-03 | PeterheadvMontroseLeague Two · Scotland | 0–1 | League Two · Scotland |
| 2018-01-27 | MontrosevStirlingLeague Two · Scotland | 2–1 | League Two · Scotland |
| 2018-01-20 | MontrosevClydeLeague Two · Scotland | 1–3 | League Two · Scotland |
| 2018-01-13 | Edinburgh CityvMontroseLeague Two · Scotland | 0–2 | League Two · Scotland |
| 2018-01-06 | Annan AthleticvMontroseLeague Two · Scotland | 0–1 | League Two · Scotland |
| 2018-01-02 | MontrosevCowdenbeathLeague Two · Scotland | 1–1 | League Two · Scotland |