| 1999-12-28 | BradfordvEvertonPremier League · England | 0–0 | Premier League · England |
| 1999-12-26 | EvertonvSunderlandPremier League · England | 5–0 | Premier League · England |
| 1999-12-18 | WatfordvEvertonPremier League · England | 1–3 | Premier League · England |
| 1999-12-04 | Man UnitedvEvertonPremier League · England | 5–1 | Premier League · England |
| 1999-11-27 | EvertonvAston VillaPremier League · England | 0–0 | Premier League · England |
| 1999-11-20 | EvertonvChelseaPremier League · England | 1–1 | Premier League · England |
| 1999-11-07 | NewcastlevEvertonPremier League · England | 1–1 | Premier League · England |
| 1999-10-30 | MiddlesbroughvEvertonPremier League · England | 2–1 | Premier League · England |
| 1999-10-24 | EvertonvLeedsPremier League · England | 4–4 | Premier League · England |
| 1999-10-16 | ArsenalvEvertonPremier League · England | 4–1 | Premier League · England |
| 1999-10-02 | EvertonvCoventryPremier League · England | 1–1 | Premier League · England |
| 1999-09-27 | LiverpoolvEvertonPremier League · England | 0–1 | Premier League · England |
| 1999-09-19 | EvertonvWest HamPremier League · England | 1–0 | Premier League · England |
| 1999-09-11 | Sheffield WedsvEvertonPremier League · England | 0–2 | Premier League · England |
| 1999-08-28 | DerbyvEvertonPremier League · England | 1–0 | Premier League · England |
| 1999-08-25 | EvertonvWimbledonPremier League · England | 4–0 | Premier League · England |
| 1999-08-21 | EvertonvSouthamptonPremier League · England | 4–1 | Premier League · England |
| 1999-08-14 | TottenhamvEvertonPremier League · England | 3–2 | Premier League · England |
| 1999-08-11 | Aston VillavEvertonPremier League · England | 3–0 | Premier League · England |
| 1999-08-08 | EvertonvMan UnitedPremier League · England | 1–1 | Premier League · England |
| 1999-05-16 | SouthamptonvEvertonPremier League · England | 2–0 | Premier League · England |
| 1999-05-08 | EvertonvWest HamPremier League · England | 6–0 | Premier League · England |
| 1999-05-01 | ChelseavEvertonPremier League · England | 3–1 | Premier League · England |
| 1999-04-24 | EvertonvCharltonPremier League · England | 4–1 | Premier League · England |
| 1999-04-17 | NewcastlevEvertonPremier League · England | 1–3 | Premier League · England |
| 1999-04-11 | EvertonvCoventryPremier League · England | 2–0 | Premier League · England |
| 1999-04-05 | EvertonvSheffield WedsPremier League · England | 1–2 | Premier League · England |
| 1999-04-03 | LiverpoolvEvertonPremier League · England | 3–2 | Premier League · England |
| 1999-03-21 | Man UnitedvEvertonPremier League · England | 3–1 | Premier League · England |
| 1999-03-13 | EvertonvArsenalPremier League · England | 0–2 | Premier League · England |
| 1999-03-10 | BlackburnvEvertonPremier League · England | 1–2 | Premier League · England |
| 1999-02-27 | EvertonvWimbledonPremier League · England | 1–1 | Premier League · England |
| 1999-02-20 | LeedsvEvertonPremier League · England | 1–0 | Premier League · England |
| 1999-02-17 | EvertonvMiddlesbroughPremier League · England | 5–0 | Premier League · England |
| 1999-02-07 | DerbyvEvertonPremier League · England | 2–1 | Premier League · England |
| 1999-01-30 | EvertonvNott'm ForestPremier League · England | 0–1 | Premier League · England |
| 1999-01-18 | Aston VillavEvertonPremier League · England | 3–0 | Premier League · England |
| 1999-01-09 | EvertonvLeicesterPremier League · England | 0–0 | Premier League · England |