| 1999-11-19 | ColchestervBrentfordLeague One · England | 0–3 | League One · England |
| 1999-11-16 | MillwallvReadingLeague One · England | 5–0 | League One · England |
| 1999-11-16 | WiganvBournemouthLeague One · England | 3–1 | League One · England |
| 1999-11-14 | OldhamvColchesterLeague One · England | 1–2 | League One · England |
| 1999-11-14 | StokevBristol CityLeague One · England | 1–1 | League One · England |
| 1999-11-14 | BurnleyvBlackpoolLeague One · England | 1–0 | League One · England |
| 1999-11-13 | OxfordvBuryLeague One · England | 1–1 | League One · England |
| 1999-11-12 | PrestonvNotts CountyLeague One · England | 2–0 | League One · England |
| 1999-11-12 | WiganvWycombeLeague One · England | 2–1 | League One · England |
| 1999-11-12 | GillinghamvBournemouthLeague One · England | 4–1 | League One · England |
| 1999-11-12 | CambridgevLutonLeague One · England | 3–1 | League One · England |
| 1999-11-12 | MillwallvWrexhamLeague One · England | 0–0 | League One · England |
| 1999-11-12 | BrentfordvScunthorpeLeague One · England | 4–3 | League One · England |
| 1999-11-12 | CardiffvChesterfieldLeague One · England | 2–1 | League One · England |
| 1999-11-09 | OldhamvMillwallLeague One · England | 2–1 | League One · England |
| 1999-11-07 | ReadingvOxfordLeague One · England | 1–2 | League One · England |
| 1999-11-06 | WycombevBristol RvsLeague One · England | 1–1 | League One · England |
| 1999-11-06 | ScunthorpevMillwallLeague One · England | 1–4 | League One · England |
| 1999-11-06 | BuryvStokeLeague One · England | 0–0 | League One · England |
| 1999-11-06 | BournemouthvCardiffLeague One · England | 1–0 | League One · England |
| 1999-11-06 | LutonvBurnleyLeague One · England | 2–1 | League One · England |
| 1999-11-06 | ColchestervPrestonLeague One · England | 2–2 | League One · England |
| 1999-11-06 | ChesterfieldvOldhamLeague One · England | 0–1 | League One · England |
| 1999-11-06 | Bristol CityvCambridgeLeague One · England | 1–1 | League One · England |
| 1999-11-06 | BlackpoolvWiganLeague One · England | 2–2 | League One · England |
| 1999-11-06 | Notts CountyvGillinghamLeague One · England | 1–1 | League One · England |
| 1999-11-06 | WrexhamvBrentfordLeague One · England | 0–1 | League One · England |
| 1999-11-03 | StokevNotts CountyLeague One · England | 0–1 | League One · England |
| 1999-11-03 | PrestonvBournemouthLeague One · England | 3–0 | League One · England |
| 1999-11-02 | GillinghamvBristol CityLeague One · England | 3–0 | League One · England |
| 1999-11-02 | MillwallvLutonLeague One · England | 1–0 | League One · England |
| 1999-11-02 | WiganvChesterfieldLeague One · England | 3–0 | League One · England |
| 1999-11-02 | BurnleyvWrexhamLeague One · England | 5–0 | League One · England |
| 1999-11-02 | CardiffvBlackpoolLeague One · England | 1–1 | League One · England |
| 1999-11-02 | OxfordvColchesterLeague One · England | 1–1 | League One · England |
| 1999-11-02 | CambridgevScunthorpeLeague One · England | 1–3 | League One · England |
| 1999-11-02 | OldhamvWycombeLeague One · England | 2–2 | League One · England |
| 1999-11-02 | BrentfordvReadingLeague One · England | 1–1 | League One · England |
| 1999-11-02 | Bristol RvsvBuryLeague One · England | 0–0 | League One · England |
| 1999-10-26 | Notts CountyvBrentfordLeague One · England | 0–1 | League One · England |
| 1999-10-26 | ColchestervWiganLeague One · England | 2–2 | League One · England |
| 1999-10-23 | StokevWrexhamLeague One · England | 2–0 | League One · England |
| 1999-10-23 | BurnleyvBristol CityLeague One · England | 2–0 | League One · England |
| 1999-10-23 | ChesterfieldvScunthorpeLeague One · England | 1–1 | League One · England |
| 1999-10-23 | BuryvBournemouthLeague One · England | 2–2 | League One · England |
| 1999-10-23 | OldhamvReadingLeague One · England | 1–2 | League One · England |
| 1999-10-23 | OxfordvLutonLeague One · England | 0–1 | League One · England |
| 1999-10-23 | Bristol RvsvNotts CountyLeague One · England | 0–1 | League One · England |
| 1999-10-23 | ColchestervMillwallLeague One · England | 1–2 | League One · England |
| 1999-10-23 | WiganvCardiffLeague One · England | 2–0 | League One · England |