| 2009-05-09 | Raith RvsvArbroathLeague One · Scotland | 0–0 | League One · Scotland |
| 2009-05-02 | Queens ParkvRaith RvsLeague One · Scotland | 0–1 | League One · Scotland |
| 2009-04-25 | Raith RvsvBrechinLeague One · Scotland | 2–0 | League One · Scotland |
| 2009-04-18 | StirlingvRaith RvsLeague One · Scotland | 0–1 | League One · Scotland |
| 2009-04-11 | Raith RvsvAlloaLeague One · Scotland | 3–1 | League One · Scotland |
| 2009-04-04 | StranraervRaith RvsLeague One · Scotland | 0–3 | League One · Scotland |
| 2009-03-24 | BrechinvRaith RvsLeague One · Scotland | 0–4 | League One · Scotland |
| 2009-03-21 | ArbroathvRaith RvsLeague One · Scotland | 0–2 | League One · Scotland |
| 2009-03-17 | Raith RvsvQueens ParkLeague One · Scotland | 1–0 | League One · Scotland |
| 2009-03-14 | Raith RvsvAyrLeague One · Scotland | 0–1 | League One · Scotland |
| 2009-03-07 | East FifevRaith RvsLeague One · Scotland | 0–1 | League One · Scotland |
| 2009-02-28 | Raith RvsvPeterheadLeague One · Scotland | 3–3 | League One · Scotland |
| 2009-02-21 | Raith RvsvStirlingLeague One · Scotland | 1–1 | League One · Scotland |
| 2009-01-31 | AyrvRaith RvsLeague One · Scotland | 2–2 | League One · Scotland |
| 2009-01-24 | AlloavRaith RvsLeague One · Scotland | 0–0 | League One · Scotland |
| 2009-01-17 | Raith RvsvStranraerLeague One · Scotland | 2–1 | League One · Scotland |
| 2009-01-10 | StirlingvRaith RvsLeague One · Scotland | 2–1 | League One · Scotland |
| 2009-01-03 | Raith RvsvEast FifeLeague One · Scotland | 1–0 | League One · Scotland |
| 2008-12-27 | PeterheadvRaith RvsLeague One · Scotland | 2–1 | League One · Scotland |
| 2008-12-20 | Raith RvsvArbroathLeague One · Scotland | 2–1 | League One · Scotland |
| 2008-12-13 | Queens ParkvRaith RvsLeague One · Scotland | 1–2 | League One · Scotland |
| 2008-11-22 | Raith RvsvBrechinLeague One · Scotland | 2–2 | League One · Scotland |
| 2008-11-15 | Raith RvsvPeterheadLeague One · Scotland | 3–0 | League One · Scotland |
| 2008-11-08 | East FifevRaith RvsLeague One · Scotland | 0–2 | League One · Scotland |
| 2008-11-01 | Raith RvsvAlloaLeague One · Scotland | 4–1 | League One · Scotland |
| 2008-10-25 | StranraervRaith RvsLeague One · Scotland | 0–2 | League One · Scotland |
| 2008-10-18 | Raith RvsvAyrLeague One · Scotland | 3–2 | League One · Scotland |
| 2008-10-04 | ArbroathvRaith RvsLeague One · Scotland | 0–2 | League One · Scotland |
| 2008-09-27 | BrechinvRaith RvsLeague One · Scotland | 2–0 | League One · Scotland |
| 2008-09-20 | Raith RvsvStirlingLeague One · Scotland | 1–1 | League One · Scotland |
| 2008-09-13 | Raith RvsvEast FifeLeague One · Scotland | 1–1 | League One · Scotland |
| 2008-08-30 | PeterheadvRaith RvsLeague One · Scotland | 1–2 | League One · Scotland |
| 2008-08-23 | Raith RvsvStranraerLeague One · Scotland | 2–1 | League One · Scotland |
| 2008-08-16 | AlloavRaith RvsLeague One · Scotland | 1–1 | League One · Scotland |
| 2008-08-09 | Raith RvsvQueens ParkLeague One · Scotland | 2–0 | League One · Scotland |
| 2008-08-02 | AyrvRaith RvsLeague One · Scotland | 0–0 | League One · Scotland |
| 2008-04-26 | Raith RvsvPeterheadLeague One · Scotland | 2–5 | League One · Scotland |
| 2008-04-19 | BerwickvRaith RvsLeague One · Scotland | 2–5 | League One · Scotland |
| 2008-04-12 | Raith RvsvBrechinLeague One · Scotland | 1–1 | League One · Scotland |
| 2008-04-05 | AyrvRaith RvsLeague One · Scotland | 0–1 | League One · Scotland |
| 2008-03-29 | Raith RvsvQueens ParkLeague One · Scotland | 0–1 | League One · Scotland |
| 2008-03-22 | Ross CountyvRaith RvsLeague One · Scotland | 2–3 | League One · Scotland |
| 2008-03-15 | Raith RvsvAirdrie UtdLeague One · Scotland | 1–0 | League One · Scotland |
| 2008-03-08 | PeterheadvRaith RvsLeague One · Scotland | 1–0 | League One · Scotland |
| 2008-03-01 | Raith RvsvCowdenbeathLeague One · Scotland | 3–2 | League One · Scotland |
| 2008-02-23 | AlloavRaith RvsLeague One · Scotland | 2–0 | League One · Scotland |
| 2008-02-16 | Raith RvsvAyrLeague One · Scotland | 1–2 | League One · Scotland |
| 2008-02-09 | BrechinvRaith RvsLeague One · Scotland | 3–2 | League One · Scotland |
| 2008-02-02 | Airdrie UtdvRaith RvsLeague One · Scotland | 3–0 | League One · Scotland |
| 2008-01-26 | Raith RvsvBerwickLeague One · Scotland | 3–0 | League One · Scotland |