| 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 |