| 2014-02-15 | Annan AthleticvEast StirlingLeague Two · Scotland | 2–3 | League Two · Scotland |
| 2014-02-08 | Annan AthleticvMontroseLeague Two · Scotland | 1–0 | League Two · Scotland |
| 2014-01-25 | StirlingvAnnan AthleticLeague Two · Scotland | 1–1 | League Two · Scotland |
| 2014-01-18 | Annan AthleticvClydeLeague Two · Scotland | 0–1 | League Two · Scotland |
| 2014-01-11 | BerwickvAnnan AthleticLeague Two · Scotland | 1–4 | League Two · Scotland |
| 2014-01-04 | Annan AthleticvAlbion RvsLeague Two · Scotland | 2–0 | League Two · Scotland |
| 2013-12-28 | Annan AthleticvElginLeague Two · Scotland | 2–1 | League Two · Scotland |
| 2013-12-26 | MontrosevAnnan AthleticLeague Two · Scotland | 0–2 | League Two · Scotland |
| 2013-12-07 | East StirlingvAnnan AthleticLeague Two · Scotland | 1–1 | League Two · Scotland |
| 2013-12-03 | ClydevAnnan AthleticLeague Two · Scotland | 2–1 | League Two · Scotland |
| 2013-11-23 | Annan AthleticvStirlingLeague Two · Scotland | 4–4 | League Two · Scotland |
| 2013-11-16 | Annan AthleticvBerwickLeague Two · Scotland | 3–2 | League Two · Scotland |
| 2013-11-09 | Albion RvsvAnnan AthleticLeague Two · Scotland | 2–0 | League Two · Scotland |
| 2013-11-05 | Annan AthleticvPeterheadLeague Two · Scotland | 2–0 | League Two · Scotland |
| 2013-10-29 | Annan AthleticvEast StirlingLeague Two · Scotland | 1–2 | League Two · Scotland |
| 2013-10-26 | ElginvAnnan AthleticLeague Two · Scotland | 2–3 | League Two · Scotland |
| 2013-09-28 | Queens ParkvAnnan AthleticLeague Two · Scotland | 2–5 | League Two · Scotland |
| 2013-09-21 | Annan AthleticvClydeLeague Two · Scotland | 1–2 | League Two · Scotland |
| 2013-09-14 | StirlingvAnnan AthleticLeague Two · Scotland | 0–2 | League Two · Scotland |
| 2013-08-31 | BerwickvAnnan AthleticLeague Two · Scotland | 4–2 | League Two · Scotland |
| 2013-08-24 | Annan AthleticvAlbion RvsLeague Two · Scotland | 1–1 | League Two · Scotland |
| 2013-08-17 | Annan AthleticvMontroseLeague Two · Scotland | 2–1 | League Two · Scotland |
| 2013-08-10 | PeterheadvAnnan AthleticLeague Two · Scotland | 2–2 | League Two · Scotland |
| 2013-05-04 | Annan AthleticvMontroseLeague Two · Scotland | 1–1 | League Two · Scotland |
| 2013-04-27 | BerwickvAnnan AthleticLeague Two · Scotland | 0–2 | League Two · Scotland |
| 2013-04-20 | Annan AthleticvStirlingLeague Two · Scotland | 0–1 | League Two · Scotland |
| 2013-04-13 | East StirlingvAnnan AthleticLeague Two · Scotland | 1–2 | League Two · Scotland |
| 2013-04-10 | Annan AthleticvQueens ParkLeague Two · Scotland | 2–0 | League Two · Scotland |
| 2013-04-06 | Annan AthleticvElginLeague Two · Scotland | 2–2 | League Two · Scotland |
| 2013-03-30 | PeterheadvAnnan AthleticLeague Two · Scotland | 2–0 | League Two · Scotland |
| 2013-03-16 | Annan AthleticvClydeLeague Two · Scotland | 0–1 | League Two · Scotland |
| 2013-03-09 | RangersvAnnan AthleticLeague Two · Scotland | 1–2 | League Two · Scotland |
| 2013-03-02 | Annan AthleticvBerwickLeague Two · Scotland | 2–2 | League Two · Scotland |
| 2013-02-23 | MontrosevAnnan AthleticLeague Two · Scotland | 5–1 | League Two · Scotland |
| 2013-02-19 | StirlingvAnnan AthleticLeague Two · Scotland | 2–1 | League Two · Scotland |
| 2013-02-16 | Annan AthleticvEast StirlingLeague Two · Scotland | 1–2 | League Two · Scotland |
| 2013-02-09 | ElginvAnnan AthleticLeague Two · Scotland | 3–1 | League Two · Scotland |
| 2013-02-02 | Queens ParkvAnnan AthleticLeague Two · Scotland | 2–2 | League Two · Scotland |
| 2013-01-29 | Annan AthleticvPeterheadLeague Two · Scotland | 0–0 | League Two · Scotland |
| 2013-01-12 | Annan AthleticvMontroseLeague Two · Scotland | 2–1 | League Two · Scotland |
| 2013-01-05 | ClydevAnnan AthleticLeague Two · Scotland | 2–3 | League Two · Scotland |
| 2013-01-02 | Annan AthleticvRangersLeague Two · Scotland | 1–3 | League Two · Scotland |
| 2012-12-29 | Annan AthleticvElginLeague Two · Scotland | 2–0 | League Two · Scotland |
| 2012-12-22 | East StirlingvAnnan AthleticLeague Two · Scotland | 2–2 | League Two · Scotland |
| 2012-12-18 | RangersvAnnan AthleticLeague Two · Scotland | 3–0 | League Two · Scotland |
| 2012-12-15 | PeterheadvAnnan AthleticLeague Two · Scotland | 2–0 | League Two · Scotland |
| 2012-12-08 | Annan AthleticvQueens ParkLeague Two · Scotland | 2–3 | League Two · Scotland |
| 2012-11-24 | Annan AthleticvClydeLeague Two · Scotland | 1–3 | League Two · Scotland |
| 2012-11-17 | BerwickvAnnan AthleticLeague Two · Scotland | 3–1 | League Two · Scotland |
| 2012-11-10 | Annan AthleticvStirlingLeague Two · Scotland | 5–2 | League Two · Scotland |