| 2021-12-22 | MontrosevPeterheadLeague One · Scotland | 2–0 | League One · Scotland |
| 2021-12-18 | MontrosevQueens ParkLeague One · Scotland | 1–1 | League One · Scotland |
| 2021-12-11 | DumbartonvMontroseLeague One · Scotland | 1–3 | League One · Scotland |
| 2021-12-07 | MontrosevAirdrie UtdLeague One · Scotland | 2–1 | League One · Scotland |
| 2021-11-20 | FalkirkvMontroseLeague One · Scotland | 0–1 | League One · Scotland |
| 2021-11-13 | AlloavMontroseLeague One · Scotland | 2–2 | League One · Scotland |
| 2021-11-06 | MontrosevCove RangersLeague One · Scotland | 0–0 | League One · Scotland |
| 2021-10-30 | PeterheadvMontroseLeague One · Scotland | 0–0 | League One · Scotland |
| 2021-10-23 | MontrosevEast FifeLeague One · Scotland | 4–1 | League One · Scotland |
| 2021-10-16 | ClydevMontroseLeague One · Scotland | 0–5 | League One · Scotland |
| 2021-10-03 | Queens ParkvMontroseLeague One · Scotland | 1–1 | League One · Scotland |
| 2021-09-25 | MontrosevFalkirkLeague One · Scotland | 2–2 | League One · Scotland |
| 2021-09-18 | MontrosevAlloaLeague One · Scotland | 0–2 | League One · Scotland |
| 2021-09-11 | Cove RangersvMontroseLeague One · Scotland | 1–1 | League One · Scotland |
| 2021-08-28 | MontrosevDumbartonLeague One · Scotland | 1–2 | League One · Scotland |
| 2021-08-21 | East FifevMontroseLeague One · Scotland | 0–2 | League One · Scotland |
| 2021-08-14 | MontrosevPeterheadLeague One · Scotland | 1–0 | League One · Scotland |
| 2021-08-07 | MontrosevClydeLeague One · Scotland | 2–2 | League One · Scotland |
| 2021-07-31 | Airdrie UtdvMontroseLeague One · Scotland | 0–3 | League One · Scotland |
| 2021-05-04 | MontrosevPartickLeague One · Scotland | 3–2 | League One · Scotland |
| 2021-05-01 | FalkirkvMontroseLeague One · Scotland | 1–2 | League One · Scotland |
| 2021-04-29 | MontrosevCove RangersLeague One · Scotland | 0–2 | League One · Scotland |
| 2021-04-27 | Airdrie UtdvMontroseLeague One · Scotland | 2–1 | League One · Scotland |
| 2021-04-20 | MontrosevCove RangersLeague One · Scotland | 1–0 | League One · Scotland |
| 2021-04-15 | PartickvMontroseLeague One · Scotland | 5–0 | League One · Scotland |
| 2021-04-10 | MontrosevAirdrie UtdLeague One · Scotland | 2–2 | League One · Scotland |
| 2021-04-06 | DumbartonvMontroseLeague One · Scotland | 0–0 | League One · Scotland |
| 2021-03-30 | MontrosevEast FifeLeague One · Scotland | 3–0 | League One · Scotland |
| 2021-03-27 | MontrosevClydeLeague One · Scotland | 2–2 | League One · Scotland |
| 2021-03-20 | FalkirkvMontroseLeague One · Scotland | 2–0 | League One · Scotland |
| 2021-01-02 | MontrosevForfarLeague One · Scotland | 0–0 | League One · Scotland |