| 1999-12-11 | AberdeenvCelticPremiership · Scotland | 0–6 | Premiership · Scotland |
| 1999-12-04 | CelticvHibernianPremiership · Scotland | 4–0 | Premiership · Scotland |
| 1999-11-28 | MotherwellvCelticPremiership · Scotland | 3–2 | Premiership · Scotland |
| 1999-11-20 | HeartsvCelticPremiership · Scotland | 1–2 | Premiership · Scotland |
| 1999-11-07 | RangersvCelticPremiership · Scotland | 4–2 | Premiership · Scotland |
| 1999-10-30 | CelticvKilmarnockPremiership · Scotland | 5–1 | Premiership · Scotland |
| 1999-10-27 | CelticvMotherwellPremiership · Scotland | 0–1 | Premiership · Scotland |
| 1999-10-24 | St JohnstonevCelticPremiership · Scotland | 1–2 | Premiership · Scotland |
| 1999-10-16 | CelticvAberdeenPremiership · Scotland | 7–0 | Premiership · Scotland |
| 1999-09-25 | HibernianvCelticPremiership · Scotland | 0–2 | Premiership · Scotland |
| 1999-09-12 | KilmarnockvCelticPremiership · Scotland | 0–1 | Premiership · Scotland |
| 1999-08-29 | CelticvHeartsPremiership · Scotland | 4–0 | Premiership · Scotland |
| 1999-08-21 | DundeevCelticPremiership · Scotland | 1–2 | Premiership · Scotland |
| 1999-08-15 | Dundee UnitedvCelticPremiership · Scotland | 2–1 | Premiership · Scotland |
| 1999-08-07 | CelticvSt JohnstonePremiership · Scotland | 3–0 | Premiership · Scotland |
| 1999-08-01 | AberdeenvCelticPremiership · Scotland | 0–5 | Premiership · Scotland |
| 1999-05-23 | Dundee UnitedvCelticPremiership · Scotland | 1–2 | Premiership · Scotland |
| 1999-05-15 | CelticvAberdeenPremiership · Scotland | 3–2 | Premiership · Scotland |
| 1999-05-08 | DunfermlinevCelticPremiership · Scotland | 1–2 | Premiership · Scotland |
| 1999-05-02 | CelticvRangersPremiership · Scotland | 0–3 | Premiership · Scotland |
| 1999-04-24 | St JohnstonevCelticPremiership · Scotland | 1–0 | Premiership · Scotland |
| 1999-04-17 | CelticvMotherwellPremiership · Scotland | 1–0 | Premiership · Scotland |
| 1999-04-14 | HeartsvCelticPremiership · Scotland | 2–4 | Premiership · Scotland |
| 1999-04-03 | CelticvDundeePremiership · Scotland | 5–0 | Premiership · Scotland |
| 1999-03-21 | KilmarnockvCelticPremiership · Scotland | 0–0 | Premiership · Scotland |
| 1999-03-14 | AberdeenvCelticPremiership · Scotland | 1–5 | Premiership · Scotland |
| 1999-02-27 | CelticvDundee UnitedPremiership · Scotland | 2–1 | Premiership · Scotland |
| 1999-02-21 | MotherwellvCelticPremiership · Scotland | 1–7 | Premiership · Scotland |
| 1999-02-17 | CelticvKilmarnockPremiership · Scotland | 1–0 | Premiership · Scotland |
| 1999-02-06 | CelticvHeartsPremiership · Scotland | 3–0 | Premiership · Scotland |
| 1999-01-31 | CelticvSt JohnstonePremiership · Scotland | 5–0 | Premiership · Scotland |
| 1999-01-03 | RangersvCelticPremiership · Scotland | 2–2 | Premiership · Scotland |
| 1998-12-27 | DundeevCelticPremiership · Scotland | 0–3 | Premiership · Scotland |
| 1998-12-19 | CelticvDunfermlinePremiership · Scotland | 5–0 | Premiership · Scotland |
| 1998-12-12 | Dundee UnitedvCelticPremiership · Scotland | 1–1 | Premiership · Scotland |
| 1998-12-06 | HeartsvCelticPremiership · Scotland | 2–1 | Premiership · Scotland |
| 1998-11-28 | CelticvMotherwellPremiership · Scotland | 2–0 | Premiership · Scotland |
| 1998-11-21 | CelticvRangersPremiership · Scotland | 5–1 | Premiership · Scotland |
| 1998-11-14 | St JohnstonevCelticPremiership · Scotland | 2–1 | Premiership · Scotland |
| 1998-11-07 | CelticvDundeePremiership · Scotland | 6–1 | Premiership · Scotland |
| 1998-11-01 | KilmarnockvCelticPremiership · Scotland | 2–0 | Premiership · Scotland |
| 1998-10-24 | CelticvAberdeenPremiership · Scotland | 2–0 | Premiership · Scotland |
| 1998-10-17 | DunfermlinevCelticPremiership · Scotland | 2–2 | Premiership · Scotland |
| 1998-10-03 | MotherwellvCelticPremiership · Scotland | 1–2 | Premiership · Scotland |
| 1998-09-26 | CelticvHeartsPremiership · Scotland | 1–1 | Premiership · Scotland |
| 1998-09-23 | CelticvSt JohnstonePremiership · Scotland | 0–1 | Premiership · Scotland |
| 1998-09-20 | RangersvCelticPremiership · Scotland | 0–0 | Premiership · Scotland |
| 1998-09-12 | CelticvKilmarnockPremiership · Scotland | 1–1 | Premiership · Scotland |
| 1998-08-29 | DundeevCelticPremiership · Scotland | 1–1 | Premiership · Scotland |
| 1998-08-22 | CelticvDundee UnitedPremiership · Scotland | 2–1 | Premiership · Scotland |