| 2010-11-13 | StranraervAnnan AthleticLeague Two · Scotland | 2–2 | League Two · Scotland |
| 2010-11-09 | Annan AthleticvMontroseLeague Two · Scotland | 2–2 | League Two · Scotland |
| 2010-11-06 | ElginvAnnan AthleticLeague Two · Scotland | 2–0 | League Two · Scotland |
| 2010-10-16 | Annan AthleticvAlbion RvsLeague Two · Scotland | 4–1 | League Two · Scotland |
| 2010-10-02 | BerwickvAnnan AthleticLeague Two · Scotland | 2–2 | League Two · Scotland |
| 2010-09-25 | Annan AthleticvQueens ParkLeague Two · Scotland | 2–1 | League Two · Scotland |
| 2010-09-18 | ClydevAnnan AthleticLeague Two · Scotland | 0–2 | League Two · Scotland |
| 2010-09-11 | Annan AthleticvElginLeague Two · Scotland | 0–1 | League Two · Scotland |
| 2010-08-28 | MontrosevAnnan AthleticLeague Two · Scotland | 1–1 | League Two · Scotland |
| 2010-08-21 | Annan AthleticvStranraerLeague Two · Scotland | 2–2 | League Two · Scotland |
| 2010-08-14 | ArbroathvAnnan AthleticLeague Two · Scotland | 0–2 | League Two · Scotland |
| 2010-08-07 | Annan AthleticvEast StirlingLeague Two · Scotland | 3–1 | League Two · Scotland |
| 2010-05-01 | Annan AthleticvBerwickLeague Two · Scotland | 0–1 | League Two · Scotland |
| 2010-04-24 | East StirlingvAnnan AthleticLeague Two · Scotland | 3–1 | League Two · Scotland |
| 2010-04-17 | Annan AthleticvStranraerLeague Two · Scotland | 3–2 | League Two · Scotland |
| 2010-04-13 | Annan AthleticvMontroseLeague Two · Scotland | 0–0 | League Two · Scotland |
| 2010-04-10 | MontrosevAnnan AthleticLeague Two · Scotland | 1–2 | League Two · Scotland |
| 2010-04-06 | ElginvAnnan AthleticLeague Two · Scotland | 1–0 | League Two · Scotland |
| 2010-04-03 | Annan AthleticvLivingstonLeague Two · Scotland | 2–0 | League Two · Scotland |
| 2010-03-27 | Albion RvsvAnnan AthleticLeague Two · Scotland | 1–0 | League Two · Scotland |
| 2010-03-24 | StranraervAnnan AthleticLeague Two · Scotland | 3–2 | League Two · Scotland |
| 2010-03-20 | Annan AthleticvQueens ParkLeague Two · Scotland | 0–2 | League Two · Scotland |
| 2010-03-16 | Annan AthleticvLivingstonLeague Two · Scotland | 0–0 | League Two · Scotland |
| 2010-03-13 | ForfarvAnnan AthleticLeague Two · Scotland | 1–5 | League Two · Scotland |
| 2010-03-06 | Annan AthleticvElginLeague Two · Scotland | 3–3 | League Two · Scotland |
| 2010-03-02 | Annan AthleticvForfarLeague Two · Scotland | 1–1 | League Two · Scotland |
| 2010-02-27 | Annan AthleticvEast StirlingLeague Two · Scotland | 1–0 | League Two · Scotland |
| 2010-02-20 | BerwickvAnnan AthleticLeague Two · Scotland | 0–2 | League Two · Scotland |
| 2010-02-17 | Annan AthleticvAlbion RvsLeague Two · Scotland | 1–2 | League Two · Scotland |
| 2010-02-13 | LivingstonvAnnan AthleticLeague Two · Scotland | 3–2 | League Two · Scotland |
| 2010-02-09 | Annan AthleticvBerwickLeague Two · Scotland | 1–1 | League Two · Scotland |
| 2010-01-23 | Queens ParkvAnnan AthleticLeague Two · Scotland | 3–2 | League Two · Scotland |