| 1999-04-24 | ForfarvAlloaLeague One · Scotland | 3–1 | League One · Scotland |
| 1999-04-17 | ClydevAlloaLeague One · Scotland | 0–1 | League One · Scotland |
| 1999-04-10 | AlloavArbroathLeague One · Scotland | 1–2 | League One · Scotland |
| 1999-04-03 | LivingstonvAlloaLeague One · Scotland | 1–0 | League One · Scotland |
| 1999-03-20 | AlloavQueen of SthLeague One · Scotland | 3–5 | League One · Scotland |
| 1999-03-13 | StirlingvAlloaLeague One · Scotland | 1–1 | League One · Scotland |
| 1999-03-06 | AlloavPartickLeague One · Scotland | 0–1 | League One · Scotland |
| 1999-02-27 | East FifevAlloaLeague One · Scotland | 0–4 | League One · Scotland |
| 1999-02-20 | AlloavInverness CLeague One · Scotland | 1–4 | League One · Scotland |
| 1999-02-16 | AlloavClydeLeague One · Scotland | 1–0 | League One · Scotland |
| 1999-02-06 | ArbroathvAlloaLeague One · Scotland | 1–2 | League One · Scotland |
| 1999-01-30 | Queen of SthvAlloaLeague One · Scotland | 0–0 | League One · Scotland |
| 1999-01-16 | AlloavLivingstonLeague One · Scotland | 1–3 | League One · Scotland |
| 1999-01-13 | PartickvAlloaLeague One · Scotland | 2–1 | League One · Scotland |
| 1998-12-29 | AlloavStirlingLeague One · Scotland | 2–2 | League One · Scotland |
| 1998-12-19 | AlloavForfarLeague One · Scotland | 3–1 | League One · Scotland |
| 1998-12-16 | Inverness CvAlloaLeague One · Scotland | 3–2 | League One · Scotland |
| 1998-11-28 | AlloavQueen of SthLeague One · Scotland | 2–1 | League One · Scotland |
| 1998-11-21 | LivingstonvAlloaLeague One · Scotland | 2–1 | League One · Scotland |
| 1998-11-14 | ClydevAlloaLeague One · Scotland | 2–1 | League One · Scotland |
| 1998-11-07 | AlloavArbroathLeague One · Scotland | 1–1 | League One · Scotland |
| 1998-10-31 | AlloavPartickLeague One · Scotland | 3–1 | League One · Scotland |
| 1998-10-24 | StirlingvAlloaLeague One · Scotland | 4–2 | League One · Scotland |
| 1998-10-17 | ForfarvAlloaLeague One · Scotland | 1–2 | League One · Scotland |
| 1998-10-10 | AlloavEast FifeLeague One · Scotland | 5–1 | League One · Scotland |
| 1998-10-03 | Queen of SthvAlloaLeague One · Scotland | 2–1 | League One · Scotland |
| 1998-09-26 | AlloavLivingstonLeague One · Scotland | 3–4 | League One · Scotland |
| 1998-09-19 | ArbroathvAlloaLeague One · Scotland | 0–2 | League One · Scotland |
| 1998-09-12 | AlloavClydeLeague One · Scotland | 3–0 | League One · Scotland |
| 1998-09-05 | PartickvAlloaLeague One · Scotland | 1–0 | League One · Scotland |
| 1998-08-29 | AlloavStirlingLeague One · Scotland | 7–0 | League One · Scotland |
| 1998-08-22 | AlloavInverness CLeague One · Scotland | 1–1 | League One · Scotland |
| 1998-08-15 | East FifevAlloaLeague One · Scotland | 2–2 | League One · Scotland |
| 1998-08-04 | AlloavForfarLeague One · Scotland | 1–2 | League One · Scotland |