| 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 |
| 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 |