| 2016-12-24 | MontrosevStirlingLeague Two · Scotland | 2–2 | League Two · Scotland |
| 2016-12-17 | BerwickvMontroseLeague Two · Scotland | 1–2 | League Two · Scotland |
| 2016-12-10 | MontrosevClydeLeague Two · Scotland | 2–1 | League Two · Scotland |
| 2016-12-03 | ElginvMontroseLeague Two · Scotland | 4–1 | League Two · Scotland |
| 2016-11-19 | MontrosevForfarLeague Two · Scotland | 1–1 | League Two · Scotland |
| 2016-11-12 | CowdenbeathvMontroseLeague Two · Scotland | 2–0 | League Two · Scotland |
| 2016-11-08 | Annan AthleticvMontroseLeague Two · Scotland | 2–3 | League Two · Scotland |
| 2016-11-05 | MontrosevEdinburgh CityLeague Two · Scotland | 0–1 | League Two · Scotland |
| 2016-10-15 | MontrosevElginLeague Two · Scotland | 0–5 | League Two · Scotland |
| 2016-10-01 | ForfarvMontroseLeague Two · Scotland | 1–3 | League Two · Scotland |
| 2016-09-24 | MontrosevBerwickLeague Two · Scotland | 0–0 | League Two · Scotland |
| 2016-09-17 | Edinburgh CityvMontroseLeague Two · Scotland | 0–1 | League Two · Scotland |
| 2016-09-10 | MontrosevCowdenbeathLeague Two · Scotland | 1–2 | League Two · Scotland |
| 2016-08-27 | MontrosevAnnan AthleticLeague Two · Scotland | 2–2 | League Two · Scotland |
| 2016-08-20 | StirlingvMontroseLeague Two · Scotland | 2–0 | League Two · Scotland |
| 2016-08-13 | MontrosevArbroathLeague Two · Scotland | 1–1 | League Two · Scotland |
| 2016-08-06 | ClydevMontroseLeague Two · Scotland | 2–1 | League Two · Scotland |
| 2016-04-30 | MontrosevBerwickLeague Two · Scotland | 1–0 | League Two · Scotland |
| 2016-04-23 | ArbroathvMontroseLeague Two · Scotland | 0–0 | League Two · Scotland |
| 2016-04-16 | MontrosevStirlingLeague Two · Scotland | 1–1 | League Two · Scotland |
| 2016-04-09 | East FifevMontroseLeague Two · Scotland | 3–0 | League Two · Scotland |
| 2016-04-02 | ClydevMontroseLeague Two · Scotland | 3–3 | League Two · Scotland |
| 2016-03-26 | MontrosevAnnan AthleticLeague Two · Scotland | 0–5 | League Two · Scotland |
| 2016-03-19 | ElginvMontroseLeague Two · Scotland | 1–1 | League Two · Scotland |
| 2016-03-12 | MontrosevQueens ParkLeague Two · Scotland | 1–1 | League Two · Scotland |
| 2016-03-05 | East StirlingvMontroseLeague Two · Scotland | 2–4 | League Two · Scotland |
| 2016-02-27 | BerwickvMontroseLeague Two · Scotland | 1–0 | League Two · Scotland |
| 2016-02-20 | MontrosevElginLeague Two · Scotland | 3–1 | League Two · Scotland |
| 2016-02-13 | Annan AthleticvMontroseLeague Two · Scotland | 3–3 | League Two · Scotland |
| 2016-02-09 | StirlingvMontroseLeague Two · Scotland | 7–0 | League Two · Scotland |
| 2016-02-06 | MontrosevEast FifeLeague Two · Scotland | 2–2 | League Two · Scotland |
| 2016-01-23 | MontrosevClydeLeague Two · Scotland | 2–1 | League Two · Scotland |
| 2016-01-16 | Queens ParkvMontroseLeague Two · Scotland | 1–1 | League Two · Scotland |
| 2016-01-09 | MontrosevEast StirlingLeague Two · Scotland | 3–2 | League Two · Scotland |
| 2016-01-02 | MontrosevArbroathLeague Two · Scotland | 0–2 | League Two · Scotland |