| 2000-05-14 | SouthamptonvWimbledonPremier League · England | 2–0 | Premier League · England |
| 2000-05-06 | WimbledonvAston VillaPremier League · England | 2–2 | Premier League · England |
| 2000-04-30 | BradfordvWimbledonPremier League · England | 3–0 | Premier League · England |
| 2000-04-22 | TottenhamvWimbledonPremier League · England | 2–0 | Premier League · England |
| 2000-04-16 | WimbledonvLiverpoolPremier League · England | 1–2 | Premier League · England |
| 2000-04-12 | WimbledonvSheffield WedsPremier League · England | 0–2 | Premier League · England |
| 2000-04-08 | SunderlandvWimbledonPremier League · England | 2–1 | Premier League · England |
| 2000-04-01 | WimbledonvArsenalPremier League · England | 1–3 | Premier League · England |
| 2000-03-26 | West HamvWimbledonPremier League · England | 2–1 | Premier League · England |
| 2000-03-19 | LeedsvWimbledonPremier League · England | 4–1 | Premier League · England |
| 2000-03-11 | WimbledonvLeicesterPremier League · England | 2–1 | Premier League · England |
| 2000-03-04 | DerbyvWimbledonPremier League · England | 4–0 | Premier League · England |
| 2000-02-26 | WimbledonvMan UnitedPremier League · England | 2–2 | Premier League · England |
| 2000-02-12 | ChelseavWimbledonPremier League · England | 3–1 | Premier League · England |
| 2000-02-06 | WimbledonvEvertonPremier League · England | 0–3 | Premier League · England |
| 2000-01-22 | WimbledonvNewcastlePremier League · England | 2–0 | Premier League · England |
| 2000-01-15 | CoventryvWimbledonPremier League · England | 2–0 | Premier League · England |
| 2000-01-03 | WimbledonvSunderlandPremier League · England | 1–0 | Premier League · England |
| 1999-12-28 | LiverpoolvWimbledonPremier League · England | 3–1 | Premier League · England |
| 1999-12-26 | WimbledonvWest HamPremier League · England | 2–2 | Premier League · England |
| 1999-12-18 | ArsenalvWimbledonPremier League · England | 1–1 | Premier League · England |
| 1999-12-04 | WimbledonvWatfordPremier League · England | 5–0 | Premier League · England |
| 1999-11-27 | MiddlesbroughvWimbledonPremier League · England | 0–0 | Premier League · England |
| 1999-11-20 | LeicestervWimbledonPremier League · England | 2–1 | Premier League · England |
| 1999-11-07 | WimbledonvLeedsPremier League · England | 2–0 | Premier League · England |
| 1999-10-30 | WimbledonvSouthamptonPremier League · England | 1–1 | Premier League · England |
| 1999-10-23 | Aston VillavWimbledonPremier League · England | 1–1 | Premier League · England |
| 1999-10-16 | WimbledonvBradfordPremier League · England | 3–2 | Premier League · England |
| 1999-10-02 | Sheffield WedsvWimbledonPremier League · England | 5–1 | Premier League · England |
| 1999-09-26 | WimbledonvTottenhamPremier League · England | 1–1 | Premier League · England |
| 1999-09-18 | Man UnitedvWimbledonPremier League · England | 1–1 | Premier League · England |
| 1999-09-11 | WimbledonvDerbyPremier League · England | 2–2 | Premier League · England |
| 1999-08-28 | WimbledonvChelseaPremier League · England | 0–1 | Premier League · England |
| 1999-08-25 | EvertonvWimbledonPremier League · England | 4–0 | Premier League · England |
| 1999-08-21 | NewcastlevWimbledonPremier League · England | 3–3 | Premier League · England |
| 1999-08-14 | WimbledonvCoventryPremier League · England | 1–1 | Premier League · England |
| 1999-08-10 | WimbledonvMiddlesbroughPremier League · England | 2–3 | Premier League · England |
| 1999-08-07 | WatfordvWimbledonPremier League · England | 2–3 | Premier League · England |
| 1999-05-16 | LiverpoolvWimbledonPremier League · England | 3–0 | Premier League · England |
| 1999-05-08 | WimbledonvSouthamptonPremier League · England | 0–2 | Premier League · England |
| 1999-05-01 | CoventryvWimbledonPremier League · England | 2–1 | Premier League · England |
| 1999-04-24 | WimbledonvNewcastlePremier League · England | 1–1 | Premier League · England |
| 1999-04-19 | ArsenalvWimbledonPremier League · England | 5–1 | Premier League · England |
| 1999-04-11 | WimbledonvChelseaPremier League · England | 1–2 | Premier League · England |
| 1999-04-05 | MiddlesbroughvWimbledonPremier League · England | 3–1 | Premier League · England |
| 1999-04-03 | WimbledonvMan UnitedPremier League · England | 1–1 | Premier League · England |
| 1999-03-20 | BlackburnvWimbledonPremier League · England | 3–1 | Premier League · England |
| 1999-03-13 | WimbledonvNott'm ForestPremier League · England | 1–3 | Premier League · England |
| 1999-03-06 | WimbledonvLeicesterPremier League · England | 0–1 | Premier League · England |
| 1999-03-03 | Sheffield WedsvWimbledonPremier League · England | 1–2 | Premier League · England |