| 1999-03-21 | KilmarnockvCelticPremiership · Scotland | 0–0 | Premiership · Scotland |
| 1999-03-20 | DunfermlinevSt JohnstonePremiership · Scotland | 1–0 | Premiership · Scotland |
| 1999-03-20 | MotherwellvAberdeenPremiership · Scotland | 1–1 | Premiership · Scotland |
| 1999-03-20 | DundeevHeartsPremiership · Scotland | 2–0 | Premiership · Scotland |
| 1999-03-20 | RangersvDundee UnitedPremiership · Scotland | 0–1 | Premiership · Scotland |
| 1999-03-14 | AberdeenvCelticPremiership · Scotland | 1–5 | Premiership · Scotland |
| 1999-03-13 | DunfermlinevDundeePremiership · Scotland | 2–0 | Premiership · Scotland |
| 1999-03-13 | St JohnstonevKilmarnockPremiership · Scotland | 0–1 | Premiership · Scotland |
| 1999-03-13 | RangersvMotherwellPremiership · Scotland | 2–1 | Premiership · Scotland |
| 1999-03-06 | KilmarnockvDunfermlinePremiership · Scotland | 0–0 | Premiership · Scotland |
| 1999-02-27 | DundeevSt JohnstonePremiership · Scotland | 0–1 | Premiership · Scotland |
| 1999-02-27 | MotherwellvDunfermlinePremiership · Scotland | 1–1 | Premiership · Scotland |
| 1999-02-27 | KilmarnockvRangersPremiership · Scotland | 0–5 | Premiership · Scotland |
| 1999-02-27 | HeartsvAberdeenPremiership · Scotland | 0–2 | Premiership · Scotland |
| 1999-02-27 | CelticvDundee UnitedPremiership · Scotland | 2–1 | Premiership · Scotland |
| 1999-02-21 | MotherwellvCelticPremiership · Scotland | 1–7 | Premiership · Scotland |
| 1999-02-20 | HeartsvSt JohnstonePremiership · Scotland | 0–2 | Premiership · Scotland |
| 1999-02-20 | RangersvDundeePremiership · Scotland | 6–1 | Premiership · Scotland |
| 1999-02-20 | Dundee UnitedvAberdeenPremiership · Scotland | 3–0 | Premiership · Scotland |
| 1999-02-17 | CelticvKilmarnockPremiership · Scotland | 1–0 | Premiership · Scotland |
| 1999-02-07 | DunfermlinevRangersPremiership · Scotland | 0–3 | Premiership · Scotland |
| 1999-02-06 | St JohnstonevDundee UnitedPremiership · Scotland | 1–0 | Premiership · Scotland |
| 1999-02-06 | AberdeenvKilmarnockPremiership · Scotland | 2–1 | Premiership · Scotland |
| 1999-02-06 | CelticvHeartsPremiership · Scotland | 3–0 | Premiership · Scotland |
| 1999-02-06 | DundeevMotherwellPremiership · Scotland | 1–0 | Premiership · Scotland |
| 1999-01-31 | CelticvSt JohnstonePremiership · Scotland | 5–0 | Premiership · Scotland |
| 1999-01-30 | AberdeenvRangersPremiership · Scotland | 2–4 | Premiership · Scotland |
| 1999-01-30 | HeartsvMotherwellPremiership · Scotland | 0–2 | Premiership · Scotland |
| 1999-01-30 | Dundee UnitedvDunfermlinePremiership · Scotland | 1–1 | Premiership · Scotland |
| 1999-01-30 | KilmarnockvDundeePremiership · Scotland | 0–0 | Premiership · Scotland |
| 1999-01-27 | DundeevRangersPremiership · Scotland | 0–4 | Premiership · Scotland |
| 1999-01-03 | RangersvCelticPremiership · Scotland | 2–2 | Premiership · Scotland |
| 1999-01-02 | DunfermlinevHeartsPremiership · Scotland | 0–0 | Premiership · Scotland |
| 1999-01-02 | St JohnstonevAberdeenPremiership · Scotland | 4–1 | Premiership · Scotland |
| 1999-01-02 | DundeevDundee UnitedPremiership · Scotland | 1–3 | Premiership · Scotland |
| 1999-01-01 | MotherwellvKilmarnockPremiership · Scotland | 1–2 | Premiership · Scotland |
| 1998-12-30 | Dundee UnitedvRangersPremiership · Scotland | 1–2 | Premiership · Scotland |
| 1998-12-30 | HeartsvDundeePremiership · Scotland | 1–2 | Premiership · Scotland |
| 1998-12-29 | AberdeenvMotherwellPremiership · Scotland | 1–1 | Premiership · Scotland |
| 1998-12-29 | St JohnstonevDunfermlinePremiership · Scotland | 1–1 | Premiership · Scotland |
| 1998-12-27 | DundeevCelticPremiership · Scotland | 0–3 | Premiership · Scotland |
| 1998-12-26 | DunfermlinevAberdeenPremiership · Scotland | 1–2 | Premiership · Scotland |
| 1998-12-26 | RangersvSt JohnstonePremiership · Scotland | 1–0 | Premiership · Scotland |
| 1998-12-26 | MotherwellvDundee UnitedPremiership · Scotland | 2–0 | Premiership · Scotland |
| 1998-12-26 | KilmarnockvHeartsPremiership · Scotland | 1–0 | Premiership · Scotland |
| 1998-12-20 | KilmarnockvDundee UnitedPremiership · Scotland | 2–0 | Premiership · Scotland |
| 1998-12-19 | HeartsvRangersPremiership · Scotland | 2–3 | Premiership · Scotland |
| 1998-12-19 | CelticvDunfermlinePremiership · Scotland | 5–0 | Premiership · Scotland |
| 1998-12-19 | MotherwellvSt JohnstonePremiership · Scotland | 1–2 | Premiership · Scotland |
| 1998-12-19 | DundeevAberdeenPremiership · Scotland | 1–2 | Premiership · Scotland |