| 2000-12-26 | St MirrenvKilmarnockPremiership · Scotland | 1–3 | Premiership · Scotland |
| 2000-12-23 | DunfermlinevKilmarnockPremiership · Scotland | 1–0 | Premiership · Scotland |
| 2000-12-16 | KilmarnockvDundeePremiership · Scotland | 2–3 | Premiership · Scotland |
| 2000-12-09 | KilmarnockvHeartsPremiership · Scotland | 0–3 | Premiership · Scotland |
| 2000-12-02 | AberdeenvKilmarnockPremiership · Scotland | 1–2 | Premiership · Scotland |
| 2000-11-28 | Dundee UnitedvKilmarnockPremiership · Scotland | 0–1 | Premiership · Scotland |
| 2000-11-25 | KilmarnockvSt JohnstonePremiership · Scotland | 0–2 | Premiership · Scotland |
| 2000-11-18 | MotherwellvKilmarnockPremiership · Scotland | 1–2 | Premiership · Scotland |
| 2000-11-11 | HibernianvKilmarnockPremiership · Scotland | 1–1 | Premiership · Scotland |
| 2000-11-05 | KilmarnockvCelticPremiership · Scotland | 0–1 | Premiership · Scotland |
| 2000-10-28 | RangersvKilmarnockPremiership · Scotland | 0–3 | Premiership · Scotland |
| 2000-10-21 | KilmarnockvSt MirrenPremiership · Scotland | 2–1 | Premiership · Scotland |
| 2000-10-14 | KilmarnockvDunfermlinePremiership · Scotland | 2–1 | Premiership · Scotland |
| 2000-09-30 | DundeevKilmarnockPremiership · Scotland | 0–0 | Premiership · Scotland |
| 2000-09-24 | HeartsvKilmarnockPremiership · Scotland | 0–2 | Premiership · Scotland |
| 2000-09-16 | KilmarnockvAberdeenPremiership · Scotland | 1–0 | Premiership · Scotland |
| 2000-09-09 | KilmarnockvDundee UnitedPremiership · Scotland | 1–0 | Premiership · Scotland |
| 2000-08-26 | St JohnstonevKilmarnockPremiership · Scotland | 1–1 | Premiership · Scotland |
| 2000-08-19 | KilmarnockvMotherwellPremiership · Scotland | 3–2 | Premiership · Scotland |
| 2000-08-16 | KilmarnockvHibernianPremiership · Scotland | 0–1 | Premiership · Scotland |
| 2000-08-13 | CelticvKilmarnockPremiership · Scotland | 2–1 | Premiership · Scotland |
| 2000-08-05 | KilmarnockvRangersPremiership · Scotland | 2–4 | Premiership · Scotland |
| 2000-07-29 | St MirrenvKilmarnockPremiership · Scotland | 0–1 | Premiership · Scotland |
| 2000-05-20 | KilmarnockvSt JohnstonePremiership · Scotland | 3–2 | Premiership · Scotland |
| 2000-05-14 | AberdeenvKilmarnockPremiership · Scotland | 5–1 | Premiership · Scotland |
| 2000-05-07 | KilmarnockvRangersPremiership · Scotland | 0–2 | Premiership · Scotland |
| 2000-04-29 | KilmarnockvHeartsPremiership · Scotland | 0–1 | Premiership · Scotland |
| 2000-04-22 | DundeevKilmarnockPremiership · Scotland | 1–2 | Premiership · Scotland |
| 2000-04-16 | MotherwellvKilmarnockPremiership · Scotland | 2–0 | Premiership · Scotland |
| 2000-04-12 | KilmarnockvAberdeenPremiership · Scotland | 1–0 | Premiership · Scotland |
| 2000-04-08 | KilmarnockvDundee UnitedPremiership · Scotland | 1–0 | Premiership · Scotland |
| 2000-04-02 | CelticvKilmarnockPremiership · Scotland | 4–2 | Premiership · Scotland |
| 2000-03-25 | KilmarnockvHibernianPremiership · Scotland | 1–0 | Premiership · Scotland |
| 2000-03-18 | St JohnstonevKilmarnockPremiership · Scotland | 0–0 | Premiership · Scotland |
| 2000-03-15 | Dundee UnitedvKilmarnockPremiership · Scotland | 2–2 | Premiership · Scotland |
| 2000-03-04 | KilmarnockvDundeePremiership · Scotland | 2–2 | Premiership · Scotland |
| 2000-02-26 | HeartsvKilmarnockPremiership · Scotland | 0–0 | Premiership · Scotland |
| 2000-02-22 | MotherwellvKilmarnockPremiership · Scotland | 0–4 | Premiership · Scotland |
| 2000-02-12 | KilmarnockvMotherwellPremiership · Scotland | 0–2 | Premiership · Scotland |
| 2000-01-26 | DundeevKilmarnockPremiership · Scotland | 0–0 | Premiership · Scotland |
| 2000-01-23 | KilmarnockvCelticPremiership · Scotland | 1–1 | Premiership · Scotland |