| 1998-12-30 | HeartsvDundeePremiership · Scotland | 1–2 | Premiership · Scotland |
| 1998-12-26 | KilmarnockvHeartsPremiership · Scotland | 1–0 | Premiership · Scotland |
| 1998-12-19 | HeartsvRangersPremiership · Scotland | 2–3 | Premiership · Scotland |
| 1998-12-12 | AberdeenvHeartsPremiership · Scotland | 2–0 | Premiership · Scotland |
| 1998-12-09 | St JohnstonevHeartsPremiership · Scotland | 1–1 | Premiership · Scotland |
| 1998-12-06 | HeartsvCelticPremiership · Scotland | 2–1 | Premiership · Scotland |
| 1998-11-21 | HeartsvDunfermlinePremiership · Scotland | 2–1 | Premiership · Scotland |
| 1998-11-14 | MotherwellvHeartsPremiership · Scotland | 3–2 | Premiership · Scotland |
| 1998-11-07 | HeartsvKilmarnockPremiership · Scotland | 2–1 | Premiership · Scotland |
| 1998-10-30 | DundeevHeartsPremiership · Scotland | 1–0 | Premiership · Scotland |
| 1998-10-24 | HeartsvDundee UnitedPremiership · Scotland | 0–1 | Premiership · Scotland |
| 1998-10-17 | RangersvHeartsPremiership · Scotland | 3–0 | Premiership · Scotland |
| 1998-10-04 | HeartsvSt JohnstonePremiership · Scotland | 1–1 | Premiership · Scotland |
| 1998-09-26 | CelticvHeartsPremiership · Scotland | 1–1 | Premiership · Scotland |
| 1998-09-23 | HeartsvMotherwellPremiership · Scotland | 3–0 | Premiership · Scotland |
| 1998-09-20 | DunfermlinevHeartsPremiership · Scotland | 1–1 | Premiership · Scotland |
| 1998-09-12 | HeartsvDundeePremiership · Scotland | 0–2 | Premiership · Scotland |
| 1998-08-30 | KilmarnockvHeartsPremiership · Scotland | 3–0 | Premiership · Scotland |
| 1998-08-22 | HeartsvAberdeenPremiership · Scotland | 2–0 | Premiership · Scotland |
| 1998-08-16 | Dundee UnitedvHeartsPremiership · Scotland | 0–0 | Premiership · Scotland |
| 1998-08-02 | HeartsvRangersPremiership · Scotland | 2–1 | Premiership · Scotland |
| 1998-05-09 | HeartsvDunfermlinePremiership · Scotland | 2–0 | Premiership · Scotland |
| 1998-05-02 | AberdeenvHeartsPremiership · Scotland | 2–2 | Premiership · Scotland |
| 1998-04-25 | HeartsvRangersPremiership · Scotland | 0–3 | Premiership · Scotland |
| 1998-04-18 | HeartsvSt JohnstonePremiership · Scotland | 1–1 | Premiership · Scotland |
| 1998-04-11 | HibernianvHeartsPremiership · Scotland | 2–1 | Premiership · Scotland |
| 1998-04-08 | HeartsvMotherwellPremiership · Scotland | 1–1 | Premiership · Scotland |
| 1998-03-28 | CelticvHeartsPremiership · Scotland | 0–0 | Premiership · Scotland |
| 1998-03-21 | Dundee UnitedvHeartsPremiership · Scotland | 0–1 | Premiership · Scotland |
| 1998-03-14 | HeartsvKilmarnockPremiership · Scotland | 1–1 | Premiership · Scotland |
| 1998-02-28 | RangersvHeartsPremiership · Scotland | 2–2 | Premiership · Scotland |
| 1998-02-25 | HeartsvAberdeenPremiership · Scotland | 3–1 | Premiership · Scotland |
| 1998-02-21 | MotherwellvHeartsPremiership · Scotland | 2–4 | Premiership · Scotland |
| 1998-02-08 | HeartsvCelticPremiership · Scotland | 1–1 | Premiership · Scotland |
| 1998-01-31 | HeartsvDundee UnitedPremiership · Scotland | 2–0 | Premiership · Scotland |
| 1998-01-17 | KilmarnockvHeartsPremiership · Scotland | 2–2 | Premiership · Scotland |
| 1998-01-12 | St JohnstonevHeartsPremiership · Scotland | 2–3 | Premiership · Scotland |
| 1998-01-01 | HeartsvHibernianPremiership · Scotland | 2–2 | Premiership · Scotland |