| 2019-12-28 | StenhousemuirvStirlingLeague Two · Scotland | 0–2 | League Two · Scotland |
| 2019-12-21 | CowdenbeathvStenhousemuirLeague Two · Scotland | 3–1 | League Two · Scotland |
| 2019-12-14 | Cove RangersvStenhousemuirLeague Two · Scotland | 2–1 | League Two · Scotland |
| 2019-12-07 | StenhousemuirvAnnan AthleticLeague Two · Scotland | 1–2 | League Two · Scotland |
| 2019-12-03 | StenhousemuirvElginLeague Two · Scotland | 2–2 | League Two · Scotland |
| 2019-11-30 | BrechinvStenhousemuirLeague Two · Scotland | 1–2 | League Two · Scotland |
| 2019-11-09 | Albion RvsvStenhousemuirLeague Two · Scotland | 2–1 | League Two · Scotland |
| 2019-11-02 | StenhousemuirvQueens ParkLeague Two · Scotland | 0–3 | League Two · Scotland |
| 2019-10-29 | Edinburgh CityvStenhousemuirLeague Two · Scotland | 4–0 | League Two · Scotland |
| 2019-10-05 | StenhousemuirvCove RangersLeague Two · Scotland | 3–2 | League Two · Scotland |
| 2019-09-28 | StirlingvStenhousemuirLeague Two · Scotland | 1–1 | League Two · Scotland |
| 2019-09-21 | StenhousemuirvBrechinLeague Two · Scotland | 1–0 | League Two · Scotland |
| 2019-09-14 | StenhousemuirvCowdenbeathLeague Two · Scotland | 0–3 | League Two · Scotland |
| 2019-08-31 | Annan AthleticvStenhousemuirLeague Two · Scotland | 1–1 | League Two · Scotland |
| 2019-08-24 | StenhousemuirvEdinburgh CityLeague Two · Scotland | 1–3 | League Two · Scotland |
| 2019-08-17 | ElginvStenhousemuirLeague Two · Scotland | 0–1 | League Two · Scotland |
| 2019-08-10 | Queens ParkvStenhousemuirLeague Two · Scotland | 1–1 | League Two · Scotland |
| 2019-08-03 | StenhousemuirvAlbion RvsLeague Two · Scotland | 2–3 | League Two · Scotland |