| 2015-12-26 | Annan AthleticvClydeLeague Two · Scotland | 2–3 | League Two · Scotland |
| 2015-12-19 | StirlingvAnnan AthleticLeague Two · Scotland | 1–0 | League Two · Scotland |
| 2015-12-15 | MontrosevAnnan AthleticLeague Two · Scotland | 1–1 | League Two · Scotland |
| 2015-12-12 | Annan AthleticvEast StirlingLeague Two · Scotland | 3–1 | League Two · Scotland |
| 2015-11-21 | Annan AthleticvArbroathLeague Two · Scotland | 2–2 | League Two · Scotland |
| 2015-11-14 | Annan AthleticvBerwickLeague Two · Scotland | 1–0 | League Two · Scotland |
| 2015-11-07 | ElginvAnnan AthleticLeague Two · Scotland | 3–2 | League Two · Scotland |
| 2015-10-31 | East FifevAnnan AthleticLeague Two · Scotland | 0–1 | League Two · Scotland |
| 2015-10-17 | Annan AthleticvQueens ParkLeague Two · Scotland | 3–1 | League Two · Scotland |
| 2015-10-03 | ArbroathvAnnan AthleticLeague Two · Scotland | 0–2 | League Two · Scotland |
| 2015-09-26 | Annan AthleticvElginLeague Two · Scotland | 1–1 | League Two · Scotland |
| 2015-09-19 | BerwickvAnnan AthleticLeague Two · Scotland | 0–2 | League Two · Scotland |
| 2015-09-12 | ClydevAnnan AthleticLeague Two · Scotland | 4–2 | League Two · Scotland |
| 2015-09-05 | Annan AthleticvEast FifeLeague Two · Scotland | 2–0 | League Two · Scotland |
| 2015-08-29 | Annan AthleticvMontroseLeague Two · Scotland | 3–2 | League Two · Scotland |
| 2015-08-22 | East StirlingvAnnan AthleticLeague Two · Scotland | 3–1 | League Two · Scotland |
| 2015-08-15 | Annan AthleticvStirlingLeague Two · Scotland | 1–1 | League Two · Scotland |
| 2015-08-08 | Queens ParkvAnnan AthleticLeague Two · Scotland | 0–1 | League Two · Scotland |
| 2015-05-02 | Annan AthleticvMontroseLeague Two · Scotland | 4–3 | League Two · Scotland |
| 2015-04-25 | ElginvAnnan AthleticLeague Two · Scotland | 4–5 | League Two · Scotland |
| 2015-04-18 | Annan AthleticvEast FifeLeague Two · Scotland | 2–1 | League Two · Scotland |
| 2015-04-11 | Queens ParkvAnnan AthleticLeague Two · Scotland | 2–0 | League Two · Scotland |
| 2015-04-04 | ArbroathvAnnan AthleticLeague Two · Scotland | 1–1 | League Two · Scotland |
| 2015-03-28 | Annan AthleticvClydeLeague Two · Scotland | 0–1 | League Two · Scotland |
| 2015-03-21 | Annan AthleticvEast StirlingLeague Two · Scotland | 3–2 | League Two · Scotland |
| 2015-03-14 | BerwickvAnnan AthleticLeague Two · Scotland | 2–2 | League Two · Scotland |
| 2015-03-07 | Annan AthleticvAlbion RvsLeague Two · Scotland | 1–3 | League Two · Scotland |
| 2015-03-03 | ClydevAnnan AthleticLeague Two · Scotland | 1–0 | League Two · Scotland |
| 2015-02-28 | East FifevAnnan AthleticLeague Two · Scotland | 2–1 | League Two · Scotland |
| 2015-02-21 | Annan AthleticvArbroathLeague Two · Scotland | 2–0 | League Two · Scotland |
| 2015-02-14 | Annan AthleticvQueens ParkLeague Two · Scotland | 2–0 | League Two · Scotland |
| 2015-01-31 | MontrosevAnnan AthleticLeague Two · Scotland | 2–1 | League Two · Scotland |
| 2015-01-24 | Annan AthleticvBerwickLeague Two · Scotland | 4–2 | League Two · Scotland |
| 2015-01-17 | East StirlingvAnnan AthleticLeague Two · Scotland | 1–3 | League Two · Scotland |
| 2015-01-10 | Annan AthleticvElginLeague Two · Scotland | 2–3 | League Two · Scotland |
| 2015-01-03 | Albion RvsvAnnan AthleticLeague Two · Scotland | 2–0 | League Two · Scotland |