| 1999-05-01 | ChelseavEvertonPremier League · England | 3–1 | Premier League · England |
| 1999-04-25 | Sheffield WedsvChelseaPremier League · England | 0–0 | Premier League · England |
| 1999-04-18 | ChelseavLeicesterPremier League · England | 2–2 | Premier League · England |
| 1999-04-14 | MiddlesbroughvChelseaPremier League · England | 0–0 | Premier League · England |
| 1999-04-11 | WimbledonvChelseaPremier League · England | 1–2 | Premier League · England |
| 1999-04-03 | CharltonvChelseaPremier League · England | 0–1 | Premier League · England |
| 1999-03-21 | Aston VillavChelseaPremier League · England | 0–3 | Premier League · England |
| 1999-03-13 | ChelseavWest HamPremier League · England | 0–1 | Premier League · England |
| 1999-02-27 | ChelseavLiverpoolPremier League · England | 2–1 | Premier League · England |
| 1999-02-20 | Nott'm ForestvChelseaPremier League · England | 1–3 | Premier League · England |
| 1999-02-17 | ChelseavBlackburnPremier League · England | 1–1 | Premier League · England |
| 1999-02-06 | ChelseavSouthamptonPremier League · England | 1–0 | Premier League · England |
| 1999-01-31 | ArsenalvChelseaPremier League · England | 1–0 | Premier League · England |
| 1999-01-16 | ChelseavCoventryPremier League · England | 2–1 | Premier League · England |
| 1999-01-09 | NewcastlevChelseaPremier League · England | 0–1 | Premier League · England |
| 1998-12-29 | ChelseavMan UnitedPremier League · England | 0–0 | Premier League · England |
| 1998-12-26 | SouthamptonvChelseaPremier League · England | 0–2 | Premier League · England |
| 1998-12-19 | ChelseavTottenhamPremier League · England | 2–0 | Premier League · England |
| 1998-12-16 | Man UnitedvChelseaPremier League · England | 1–1 | Premier League · England |
| 1998-12-12 | DerbyvChelseaPremier League · England | 2–2 | Premier League · England |
| 1998-12-09 | ChelseavAston VillaPremier League · England | 2–1 | Premier League · England |
| 1998-12-05 | EvertonvChelseaPremier League · England | 0–0 | Premier League · England |
| 1998-11-28 | ChelseavSheffield WedsPremier League · England | 1–1 | Premier League · England |
| 1998-11-21 | LeicestervChelseaPremier League · England | 2–4 | Premier League · England |
| 1998-11-14 | ChelseavWimbledonPremier League · England | 3–0 | Premier League · England |
| 1998-11-08 | West HamvChelseaPremier League · England | 1–1 | Premier League · England |
| 1998-10-25 | LeedsvChelseaPremier League · England | 0–0 | Premier League · England |
| 1998-10-17 | ChelseavCharltonPremier League · England | 2–1 | Premier League · England |
| 1998-10-04 | LiverpoolvChelseaPremier League · England | 1–1 | Premier League · England |
| 1998-09-26 | ChelseavMiddlesbroughPremier League · England | 2–0 | Premier League · England |
| 1998-09-21 | BlackburnvChelseaPremier League · England | 3–4 | Premier League · England |
| 1998-09-12 | ChelseavNott'm ForestPremier League · England | 2–1 | Premier League · England |
| 1998-09-09 | ChelseavArsenalPremier League · England | 0–0 | Premier League · England |
| 1998-08-22 | ChelseavNewcastlePremier League · England | 1–1 | Premier League · England |
| 1998-08-15 | CoventryvChelseaPremier League · England | 2–1 | Premier League · England |
| 1998-05-10 | ChelseavBoltonPremier League · England | 2–0 | Premier League · England |
| 1998-05-02 | NewcastlevChelseaPremier League · England | 3–1 | Premier League · England |
| 1998-04-29 | ChelseavBlackburnPremier League · England | 0–1 | Premier League · England |
| 1998-04-25 | ChelseavLiverpoolPremier League · England | 4–1 | Premier League · England |
| 1998-04-19 | ChelseavSheffield WedsPremier League · England | 1–0 | Premier League · England |
| 1998-04-11 | ChelseavTottenhamPremier League · England | 2–0 | Premier League · England |
| 1998-04-08 | LeedsvChelseaPremier League · England | 3–1 | Premier League · England |
| 1998-04-05 | DerbyvChelseaPremier League · England | 0–1 | Premier League · England |
| 1998-03-14 | West HamvChelseaPremier League · England | 2–1 | Premier League · England |
| 1998-03-11 | ChelseavCrystal PalacePremier League · England | 6–2 | Premier League · England |
| 1998-03-08 | ChelseavAston VillaPremier League · England | 0–1 | Premier League · England |
| 1998-02-28 | ChelseavMan UnitedPremier League · England | 0–1 | Premier League · England |
| 1998-02-21 | LeicestervChelseaPremier League · England | 2–0 | Premier League · England |
| 1998-02-08 | ArsenalvChelseaPremier League · England | 2–0 | Premier League · England |
| 1998-01-31 | ChelseavBarnsleyPremier League · England | 2–0 | Premier League · England |