| 2009-05-09 | StranraervEast FifeLeague One · Scotland | 0–1 | League One · Scotland |
| 2009-05-02 | BrechinvStranraerLeague One · Scotland | 2–1 | League One · Scotland |
| 2009-04-25 | ArbroathvStranraerLeague One · Scotland | 2–0 | League One · Scotland |
| 2009-04-18 | StranraervPeterheadLeague One · Scotland | 0–1 | League One · Scotland |
| 2009-04-11 | StirlingvStranraerLeague One · Scotland | 1–2 | League One · Scotland |
| 2009-04-04 | StranraervRaith RvsLeague One · Scotland | 0–3 | League One · Scotland |
| 2009-03-28 | StranraervAyrLeague One · Scotland | 1–4 | League One · Scotland |
| 2009-03-21 | East FifevStranraerLeague One · Scotland | 4–0 | League One · Scotland |
| 2009-03-14 | StranraervQueens ParkLeague One · Scotland | 2–2 | League One · Scotland |
| 2009-03-10 | BrechinvStranraerLeague One · Scotland | 1–0 | League One · Scotland |
| 2009-03-07 | AyrvStranraerLeague One · Scotland | 5–0 | League One · Scotland |
| 2009-03-04 | StranraervPeterheadLeague One · Scotland | 0–3 | League One · Scotland |
| 2009-02-28 | StranraervAlloaLeague One · Scotland | 1–3 | League One · Scotland |
| 2009-02-21 | PeterheadvStranraerLeague One · Scotland | 1–0 | League One · Scotland |
| 2009-02-14 | StranraervArbroathLeague One · Scotland | 1–5 | League One · Scotland |
| 2009-02-07 | StranraervBrechinLeague One · Scotland | 0–3 | League One · Scotland |
| 2009-01-31 | Queens ParkvStranraerLeague One · Scotland | 1–1 | League One · Scotland |
| 2009-01-24 | StranraervStirlingLeague One · Scotland | 2–8 | League One · Scotland |
| 2009-01-17 | Raith RvsvStranraerLeague One · Scotland | 2–1 | League One · Scotland |