| 2018-12-29 | Raith RvsvEast FifeLeague One · Scotland | 1–2 | League One · Scotland |
| 2018-12-22 | ArbroathvRaith RvsLeague One · Scotland | 0–2 | League One · Scotland |
| 2018-12-15 | Raith RvsvDumbartonLeague One · Scotland | 4–2 | League One · Scotland |
| 2018-12-08 | MontrosevRaith RvsLeague One · Scotland | 3–2 | League One · Scotland |
| 2018-12-01 | Raith RvsvAirdrie UtdLeague One · Scotland | 2–0 | League One · Scotland |
| 2018-11-17 | StenhousemuirvRaith RvsLeague One · Scotland | 1–3 | League One · Scotland |
| 2018-11-10 | East FifevRaith RvsLeague One · Scotland | 2–1 | League One · Scotland |
| 2018-11-03 | Raith RvsvBrechinLeague One · Scotland | 2–1 | League One · Scotland |
| 2018-10-27 | ForfarvRaith RvsLeague One · Scotland | 3–2 | League One · Scotland |
| 2018-10-20 | Raith RvsvStranraerLeague One · Scotland | 2–1 | League One · Scotland |
| 2018-10-06 | Raith RvsvArbroathLeague One · Scotland | 1–1 | League One · Scotland |
| 2018-09-29 | DumbartonvRaith RvsLeague One · Scotland | 1–5 | League One · Scotland |
| 2018-09-22 | Raith RvsvMontroseLeague One · Scotland | 1–1 | League One · Scotland |
| 2018-09-15 | BrechinvRaith RvsLeague One · Scotland | 1–1 | League One · Scotland |
| 2018-09-01 | Raith RvsvForfarLeague One · Scotland | 4–0 | League One · Scotland |
| 2018-08-25 | Airdrie UtdvRaith RvsLeague One · Scotland | 3–4 | League One · Scotland |
| 2018-08-18 | Raith RvsvEast FifeLeague One · Scotland | 2–2 | League One · Scotland |
| 2018-08-11 | Raith RvsvStenhousemuirLeague One · Scotland | 2–0 | League One · Scotland |
| 2018-08-04 | StranraervRaith RvsLeague One · Scotland | 1–1 | League One · Scotland |
| 2018-04-28 | Raith RvsvAlloaLeague One · Scotland | 0–0 | League One · Scotland |
| 2018-04-21 | StranraervRaith RvsLeague One · Scotland | 0–3 | League One · Scotland |
| 2018-04-14 | Raith RvsvQueens ParkLeague One · Scotland | 2–0 | League One · Scotland |
| 2018-04-07 | ArbroathvRaith RvsLeague One · Scotland | 1–1 | League One · Scotland |
| 2018-03-31 | Raith RvsvAlbion RvsLeague One · Scotland | 2–0 | League One · Scotland |
| 2018-03-27 | Raith RvsvEast FifeLeague One · Scotland | 2–0 | League One · Scotland |
| 2018-03-24 | Airdrie UtdvRaith RvsLeague One · Scotland | 1–2 | League One · Scotland |
| 2018-03-13 | ForfarvRaith RvsLeague One · Scotland | 2–1 | League One · Scotland |
| 2018-03-10 | AyrvRaith RvsLeague One · Scotland | 3–0 | League One · Scotland |
| 2018-02-24 | Raith RvsvArbroathLeague One · Scotland | 2–2 | League One · Scotland |
| 2018-02-17 | Albion RvsvRaith RvsLeague One · Scotland | 2–2 | League One · Scotland |
| 2018-02-10 | Raith RvsvAirdrie UtdLeague One · Scotland | 2–1 | League One · Scotland |
| 2018-02-06 | Raith RvsvAlbion RvsLeague One · Scotland | 3–1 | League One · Scotland |
| 2018-02-03 | Queens ParkvRaith RvsLeague One · Scotland | 1–3 | League One · Scotland |
| 2018-01-27 | AlloavRaith RvsLeague One · Scotland | 0–0 | League One · Scotland |
| 2018-01-20 | StranraervRaith RvsLeague One · Scotland | 1–0 | League One · Scotland |
| 2018-01-13 | Raith RvsvAyrLeague One · Scotland | 1–1 | League One · Scotland |
| 2018-01-06 | Raith RvsvForfarLeague One · Scotland | 2–1 | League One · Scotland |
| 2018-01-02 | East FifevRaith RvsLeague One · Scotland | 2–3 | League One · Scotland |