| 2009-12-15 | Raith RvsvAirdrie UtdChampionship · Scotland | 1–1 | Championship · Scotland |
| 2009-12-12 | Inverness CvRaith RvsChampionship · Scotland | 1–0 | Championship · Scotland |
| 2009-11-21 | Raith RvsvAyrChampionship · Scotland | 0–0 | Championship · Scotland |
| 2009-11-14 | MortonvRaith RvsChampionship · Scotland | 5–0 | Championship · Scotland |
| 2009-11-07 | Raith RvsvDunfermlineChampionship · Scotland | 1–2 | Championship · Scotland |
| 2009-10-31 | PartickvRaith RvsChampionship · Scotland | 1–2 | Championship · Scotland |
| 2009-10-24 | DundeevRaith RvsChampionship · Scotland | 2–1 | Championship · Scotland |
| 2009-10-17 | Raith RvsvQueen of SthChampionship · Scotland | 1–0 | Championship · Scotland |
| 2009-10-13 | Raith RvsvInverness CChampionship · Scotland | 0–1 | Championship · Scotland |
| 2009-10-10 | Airdrie UtdvRaith RvsChampionship · Scotland | 1–2 | Championship · Scotland |
| 2009-09-26 | AyrvRaith RvsChampionship · Scotland | 1–0 | Championship · Scotland |
| 2009-09-19 | Raith RvsvMortonChampionship · Scotland | 3–0 | Championship · Scotland |
| 2009-09-12 | Raith RvsvPartickChampionship · Scotland | 1–1 | Championship · Scotland |
| 2009-08-29 | DunfermlinevRaith RvsChampionship · Scotland | 0–2 | Championship · Scotland |
| 2009-08-22 | Ross CountyvRaith RvsChampionship · Scotland | 0–1 | Championship · Scotland |
| 2009-08-15 | Raith RvsvDundeeChampionship · Scotland | 2–2 | Championship · Scotland |
| 2009-08-08 | Queen of SthvRaith RvsChampionship · Scotland | 1–1 | Championship · Scotland |
| 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 |