| 1999-12-07 | ForfarvMontroseLeague Two · Scotland | 1–2 | League Two · Scotland |
| 1999-11-27 | DumbartonvForfarLeague Two · Scotland | 3–3 | League Two · Scotland |
| 1999-11-20 | Albion RvsvForfarLeague Two · Scotland | 0–1 | League Two · Scotland |
| 1999-11-14 | ForfarvQueens ParkLeague Two · Scotland | 2–2 | League Two · Scotland |
| 1999-11-06 | BerwickvForfarLeague Two · Scotland | 2–2 | League Two · Scotland |
| 1999-10-30 | ForfarvEast FifeLeague Two · Scotland | 3–2 | League Two · Scotland |
| 1999-10-23 | BrechinvForfarLeague Two · Scotland | 0–2 | League Two · Scotland |
| 1999-10-16 | ForfarvCowdenbeathLeague Two · Scotland | 3–1 | League Two · Scotland |
| 1999-10-02 | ForfarvDumbartonLeague Two · Scotland | 5–0 | League Two · Scotland |
| 1999-09-28 | MontrosevForfarLeague Two · Scotland | 2–0 | League Two · Scotland |
| 1999-09-18 | ForfarvBerwickLeague Two · Scotland | 1–1 | League Two · Scotland |
| 1999-09-11 | East FifevForfarLeague Two · Scotland | 2–0 | League Two · Scotland |
| 1999-09-04 | Queens ParkvForfarLeague Two · Scotland | 1–1 | League Two · Scotland |
| 1999-08-28 | ForfarvAlbion RvsLeague Two · Scotland | 2–0 | League Two · Scotland |
| 1999-08-21 | ForfarvEast StirlingLeague Two · Scotland | 1–1 | League Two · Scotland |
| 1999-08-14 | CowdenbeathvForfarLeague Two · Scotland | 0–3 | League Two · Scotland |
| 1999-08-07 | ForfarvBrechinLeague Two · Scotland | 0–0 | League Two · Scotland |
| 1999-05-08 | ForfarvLivingstonLeague One · Scotland | 1–2 | League One · Scotland |
| 1999-05-01 | PartickvForfarLeague One · Scotland | 1–0 | League One · Scotland |
| 1999-04-24 | ForfarvAlloaLeague One · Scotland | 3–1 | League One · Scotland |
| 1999-04-17 | East FifevForfarLeague One · Scotland | 2–1 | League One · Scotland |
| 1999-04-10 | ForfarvQueen of SthLeague One · Scotland | 2–1 | League One · Scotland |
| 1999-04-03 | StirlingvForfarLeague One · Scotland | 2–2 | League One · Scotland |
| 1999-03-20 | ForfarvInverness CLeague One · Scotland | 0–3 | League One · Scotland |
| 1999-03-13 | ForfarvArbroathLeague One · Scotland | 5–2 | League One · Scotland |
| 1999-03-06 | ClydevForfarLeague One · Scotland | 1–0 | League One · Scotland |
| 1999-02-27 | ForfarvPartickLeague One · Scotland | 2–1 | League One · Scotland |
| 1999-02-20 | LivingstonvForfarLeague One · Scotland | 3–0 | League One · Scotland |
| 1999-02-16 | ForfarvEast FifeLeague One · Scotland | 2–4 | League One · Scotland |
| 1999-02-06 | Queen of SthvForfarLeague One · Scotland | 0–3 | League One · Scotland |
| 1999-02-02 | ForfarvClydeLeague One · Scotland | 3–1 | League One · Scotland |
| 1999-01-30 | Inverness CvForfarLeague One · Scotland | 2–0 | League One · Scotland |
| 1999-01-19 | ArbroathvForfarLeague One · Scotland | 2–2 | League One · Scotland |
| 1999-01-16 | ForfarvStirlingLeague One · Scotland | 3–3 | League One · Scotland |