| 2009-02-24 | BerwickvAnnan AthleticLeague Two · Scotland | 1–1 | League Two · Scotland |
| 2009-02-21 | ElginvAlbion RvsLeague Two · Scotland | 1–0 | League Two · Scotland |
| 2009-02-21 | StenhousemuirvBerwickLeague Two · Scotland | 1–2 | League Two · Scotland |
| 2009-02-21 | Annan AthleticvForfarLeague Two · Scotland | 1–0 | League Two · Scotland |
| 2009-02-21 | DumbartonvCowdenbeathLeague Two · Scotland | 1–1 | League Two · Scotland |
| 2009-02-21 | MontrosevEast StirlingLeague Two · Scotland | 0–2 | League Two · Scotland |
| 2009-02-14 | East StirlingvElginLeague Two · Scotland | 1–0 | League Two · Scotland |
| 2009-02-07 | East StirlingvAlbion RvsLeague Two · Scotland | 0–1 | League Two · Scotland |
| 2009-02-07 | Annan AthleticvStenhousemuirLeague Two · Scotland | 1–1 | League Two · Scotland |
| 2009-02-07 | MontrosevBerwickLeague Two · Scotland | 1–1 | League Two · Scotland |
| 2009-01-31 | StenhousemuirvElginLeague Two · Scotland | 4–2 | League Two · Scotland |
| 2009-01-31 | CowdenbeathvAnnan AthleticLeague Two · Scotland | 1–0 | League Two · Scotland |
| 2009-01-31 | DumbartonvMontroseLeague Two · Scotland | 1–1 | League Two · Scotland |
| 2009-01-31 | Albion RvsvForfarLeague Two · Scotland | 2–0 | League Two · Scotland |
| 2009-01-24 | StenhousemuirvMontroseLeague Two · Scotland | 1–3 | League Two · Scotland |
| 2009-01-24 | Annan AthleticvEast StirlingLeague Two · Scotland | 4–0 | League Two · Scotland |
| 2009-01-24 | BerwickvDumbartonLeague Two · Scotland | 1–2 | League Two · Scotland |
| 2009-01-24 | CowdenbeathvAlbion RvsLeague Two · Scotland | 2–1 | League Two · Scotland |
| 2009-01-17 | Albion RvsvBerwickLeague Two · Scotland | 2–1 | League Two · Scotland |
| 2009-01-17 | East StirlingvForfarLeague Two · Scotland | 3–2 | League Two · Scotland |
| 2009-01-17 | ElginvCowdenbeathLeague Two · Scotland | 1–1 | League Two · Scotland |
| 2009-01-17 | DumbartonvStenhousemuirLeague Two · Scotland | 1–0 | League Two · Scotland |
| 2009-01-17 | MontrosevAnnan AthleticLeague Two · Scotland | 0–3 | League Two · Scotland |
| 2009-01-13 | CowdenbeathvBerwickLeague Two · Scotland | 2–0 | League Two · Scotland |
| 2009-01-10 | MontrosevElginLeague Two · Scotland | 3–1 | League Two · Scotland |
| 2009-01-10 | CowdenbeathvDumbartonLeague Two · Scotland | 2–0 | League Two · Scotland |
| 2009-01-03 | East StirlingvStenhousemuirLeague Two · Scotland | 0–3 | League Two · Scotland |