| 1999-03-10 | Nott'm ForestvNewcastlePremier League · England | 1–2 | Premier League · England |
| 1999-03-09 | ArsenalvSheffield WedsPremier League · England | 3–0 | Premier League · England |
| 1999-03-06 | SouthamptonvWest HamPremier League · England | 1–0 | Premier League · England |
| 1999-03-06 | WimbledonvLeicesterPremier League · England | 0–1 | Premier League · England |
| 1999-03-06 | CoventryvCharltonPremier League · England | 2–1 | Premier League · England |
| 1999-03-03 | Sheffield WedsvWimbledonPremier League · England | 1–2 | Premier League · England |
| 1999-03-02 | TottenhamvSouthamptonPremier League · England | 3–0 | Premier League · England |
| 1999-03-01 | LeicestervLeedsPremier League · England | 1–2 | Premier League · England |
| 1999-02-28 | NewcastlevArsenalPremier League · England | 1–1 | Premier League · England |
| 1999-02-27 | TottenhamvDerbyPremier League · England | 1–1 | Premier League · England |
| 1999-02-27 | West HamvBlackburnPremier League · England | 2–0 | Premier League · England |
| 1999-02-27 | CharltonvNott'm ForestPremier League · England | 0–0 | Premier League · England |
| 1999-02-27 | Sheffield WedsvMiddlesbroughPremier League · England | 3–1 | Premier League · England |
| 1999-02-27 | EvertonvWimbledonPremier League · England | 1–1 | Premier League · England |
| 1999-02-27 | Aston VillavCoventryPremier League · England | 1–4 | Premier League · England |
| 1999-02-27 | Man UnitedvSouthamptonPremier League · England | 2–1 | Premier League · England |
| 1999-02-27 | ChelseavLiverpoolPremier League · England | 2–1 | Premier League · England |
| 1999-02-21 | WimbledonvAston VillaPremier League · England | 0–0 | Premier League · England |
| 1999-02-20 | SouthamptonvNewcastlePremier League · England | 2–1 | Premier League · England |
| 1999-02-20 | DerbyvCharltonPremier League · England | 0–2 | Premier League · England |
| 1999-02-20 | MiddlesbroughvTottenhamPremier League · England | 0–0 | Premier League · England |
| 1999-02-20 | Nott'm ForestvChelseaPremier League · England | 1–3 | Premier League · England |
| 1999-02-20 | LeedsvEvertonPremier League · England | 1–0 | Premier League · England |
| 1999-02-20 | LiverpoolvWest HamPremier League · England | 2–2 | Premier League · England |
| 1999-02-20 | ArsenalvLeicesterPremier League · England | 5–0 | Premier League · England |
| 1999-02-20 | CoventryvMan UnitedPremier League · England | 0–1 | Premier League · England |
| 1999-02-20 | BlackburnvSheffield WedsPremier League · England | 1–4 | Premier League · England |
| 1999-02-17 | EvertonvMiddlesbroughPremier League · England | 5–0 | Premier League · England |
| 1999-02-17 | NewcastlevCoventryPremier League · England | 4–1 | Premier League · England |
| 1999-02-17 | Aston VillavLeedsPremier League · England | 1–2 | Premier League · England |
| 1999-02-17 | Man UnitedvArsenalPremier League · England | 1–1 | Premier League · England |
| 1999-02-17 | ChelseavBlackburnPremier League · England | 1–1 | Premier League · England |
| 1999-02-13 | CharltonvLiverpoolPremier League · England | 1–0 | Premier League · England |
| 1999-02-13 | West HamvNott'm ForestPremier League · England | 2–1 | Premier League · England |
| 1999-02-08 | CharltonvWimbledonPremier League · England | 2–0 | Premier League · England |
| 1999-02-07 | DerbyvEvertonPremier League · England | 2–1 | Premier League · England |
| 1999-02-06 | LeicestervSheffield WedsPremier League · England | 0–2 | Premier League · England |
| 1999-02-06 | ChelseavSouthamptonPremier League · England | 1–0 | Premier League · England |
| 1999-02-06 | LeedsvNewcastlePremier League · England | 0–1 | Premier League · England |
| 1999-02-06 | TottenhamvCoventryPremier League · England | 0–0 | Premier League · England |
| 1999-02-06 | West HamvArsenalPremier League · England | 0–4 | Premier League · England |
| 1999-02-06 | LiverpoolvMiddlesbroughPremier League · England | 3–1 | Premier League · England |
| 1999-02-06 | Nott'm ForestvMan UnitedPremier League · England | 1–8 | Premier League · England |
| 1999-02-06 | Aston VillavBlackburnPremier League · England | 1–3 | Premier League · England |
| 1999-02-02 | Man UnitedvDerbyPremier League · England | 1–0 | Premier League · England |
| 1999-01-31 | ArsenalvChelseaPremier League · England | 1–0 | Premier League · England |
| 1999-01-31 | CharltonvMan UnitedPremier League · England | 0–1 | Premier League · England |
| 1999-01-30 | NewcastlevAston VillaPremier League · England | 2–1 | Premier League · England |
| 1999-01-30 | EvertonvNott'm ForestPremier League · England | 0–1 | Premier League · England |
| 1999-01-30 | SouthamptonvLeedsPremier League · England | 3–0 | Premier League · England |