| 1999-10-23 | WycombevBlackpoolLeague One · England | 0–2 | League One · England |
| 1999-10-23 | GillinghamvCambridgeLeague One · England | 2–1 | League One · England |
| 1999-10-23 | PrestonvBrentfordLeague One · England | 2–1 | League One · England |
| 1999-10-20 | ReadingvBuryLeague One · England | 2–0 | League One · England |
| 1999-10-19 | BournemouthvBristol RvsLeague One · England | 0–1 | League One · England |
| 1999-10-19 | Notts CountyvChesterfieldLeague One · England | 1–0 | League One · England |
| 1999-10-19 | Bristol CityvColchesterLeague One · England | 1–1 | League One · England |
| 1999-10-19 | ScunthorpevOxfordLeague One · England | 1–0 | League One · England |
| 1999-10-19 | WrexhamvWiganLeague One · England | 1–1 | League One · England |
| 1999-10-19 | BrentfordvGillinghamLeague One · England | 1–2 | League One · England |
| 1999-10-19 | BlackpoolvOldhamLeague One · England | 1–2 | League One · England |
| 1999-10-19 | CambridgevBurnleyLeague One · England | 0–1 | League One · England |
| 1999-10-19 | CardiffvStokeLeague One · England | 1–2 | League One · England |
| 1999-10-19 | LutonvWycombeLeague One · England | 1–1 | League One · England |
| 1999-10-19 | MillwallvPrestonLeague One · England | 0–2 | League One · England |
| 1999-10-17 | Bristol CityvBristol RvsLeague One · England | 0–0 | League One · England |
| 1999-10-16 | CardiffvOldhamLeague One · England | 1–1 | League One · England |
| 1999-10-16 | BlackpoolvBuryLeague One · England | 0–5 | League One · England |
| 1999-10-16 | BournemouthvStokeLeague One · England | 1–1 | League One · England |
| 1999-10-16 | LutonvGillinghamLeague One · England | 3–1 | League One · England |
| 1999-10-16 | WrexhamvChesterfieldLeague One · England | 1–1 | League One · England |
| 1999-10-16 | ScunthorpevPrestonLeague One · England | 1–1 | League One · England |
| 1999-10-16 | Notts CountyvWycombeLeague One · England | 2–1 | League One · England |
| 1999-10-16 | BrentfordvOxfordLeague One · England | 2–0 | League One · England |
| 1999-10-16 | MillwallvBurnleyLeague One · England | 1–1 | League One · England |
| 1999-10-16 | ReadingvWiganLeague One · England | 0–2 | League One · England |
| 1999-10-15 | CambridgevColchesterLeague One · England | 5–2 | League One · England |
| 1999-10-10 | BurnleyvScunthorpeLeague One · England | 1–2 | League One · England |
| 1999-10-09 | OldhamvLutonLeague One · England | 2–1 | League One · England |
| 1999-10-09 | ChesterfieldvBlackpoolLeague One · England | 0–0 | League One · England |
| 1999-10-09 | GillinghamvWrexhamLeague One · England | 5–1 | League One · England |
| 1999-10-09 | PrestonvBristol CityLeague One · England | 1–0 | League One · England |
| 1999-10-09 | OxfordvMillwallLeague One · England | 1–3 | League One · England |
| 1999-10-09 | StokevReadingLeague One · England | 2–1 | League One · England |
| 1999-10-09 | Bristol RvsvCardiffLeague One · England | 1–1 | League One · England |
| 1999-10-09 | BuryvNotts CountyLeague One · England | 1–3 | League One · England |
| 1999-10-09 | WycombevCambridgeLeague One · England | 1–0 | League One · England |
| 1999-10-02 | StokevScunthorpeLeague One · England | 1–0 | League One · England |
| 1999-10-02 | WycombevReadingLeague One · England | 5–3 | League One · England |
| 1999-10-02 | PrestonvCambridgeLeague One · England | 2–1 | League One · England |
| 1999-10-02 | OxfordvBristol CityLeague One · England | 3–0 | League One · England |
| 1999-10-02 | BurnleyvBrentfordLeague One · England | 2–2 | League One · England |
| 1999-10-02 | WiganvLutonLeague One · England | 1–0 | League One · England |
| 1999-10-02 | OldhamvNotts CountyLeague One · England | 1–2 | League One · England |
| 1999-10-02 | ChesterfieldvBournemouthLeague One · England | 0–1 | League One · England |
| 1999-10-02 | Bristol RvsvBlackpoolLeague One · England | 3–1 | League One · England |
| 1999-10-02 | GillinghamvMillwallLeague One · England | 2–0 | League One · England |
| 1999-10-02 | BuryvCardiffLeague One · England | 3–2 | League One · England |
| 1999-10-01 | ColchestervWrexhamLeague One · England | 2–2 | League One · England |
| 1999-09-28 | BrentfordvCardiffLeague One · England | 2–1 | League One · England |