| 1999-01-30 | LutonvBournemouthLeague One · England | 2–2 | League One · England |
| 1999-01-30 | MillwallvGillinghamLeague One · England | 3–3 | League One · England |
| 1999-01-30 | ChesterfieldvWycombeLeague One · England | 2–0 | League One · England |
| 1999-01-30 | FulhamvNorthamptonLeague One · England | 2–0 | League One · England |
| 1999-01-30 | YorkvOldhamLeague One · England | 0–1 | League One · England |
| 1999-01-30 | BlackpoolvMacclesfieldLeague One · England | 2–1 | League One · England |
| 1999-01-30 | WalsallvWiganLeague One · England | 1–2 | League One · England |
| 1999-01-30 | Bristol RvsvColchesterLeague One · England | 1–1 | League One · England |
| 1999-01-30 | LincolnvBurnleyLeague One · England | 1–1 | League One · England |
| 1999-01-30 | WrexhamvPrestonLeague One · England | 0–5 | League One · England |
| 1999-01-29 | StokevMan CityLeague One · England | 0–1 | League One · England |
| 1999-01-26 | MacclesfieldvMillwallLeague One · England | 0–2 | League One · England |
| 1999-01-26 | FulhamvOldhamLeague One · England | 1–0 | League One · England |
| 1999-01-26 | BournemouthvPrestonLeague One · England | 3–1 | League One · England |
| 1999-01-23 | YorkvReadingLeague One · England | 1–1 | League One · England |
| 1999-01-23 | LincolnvNorthamptonLeague One · England | 1–0 | League One · England |
| 1999-01-23 | StokevColchesterLeague One · England | 3–3 | League One · England |
| 1999-01-23 | LutonvWiganLeague One · England | 0–4 | League One · England |
| 1999-01-23 | ChesterfieldvPrestonLeague One · England | 0–1 | League One · England |
| 1999-01-23 | WalsallvMan CityLeague One · England | 1–1 | League One · England |
| 1999-01-23 | MillwallvBurnleyLeague One · England | 1–2 | League One · England |
| 1999-01-16 | WycombevMillwallLeague One · England | 0–1 | League One · England |
| 1999-01-16 | ReadingvBristol RvsLeague One · England | 0–6 | League One · England |
| 1999-01-16 | OldhamvBlackpoolLeague One · England | 3–0 | League One · England |
| 1999-01-16 | GillinghamvYorkLeague One · England | 3–1 | League One · England |
| 1999-01-16 | Man CityvFulhamLeague One · England | 3–0 | League One · England |
| 1999-01-16 | PrestonvLutonLeague One · England | 2–1 | League One · England |
| 1999-01-16 | BournemouthvNotts CountyLeague One · England | 2–0 | League One · England |
| 1999-01-16 | BurnleyvChesterfieldLeague One · England | 1–2 | League One · England |
| 1999-01-15 | ColchestervWrexhamLeague One · England | 1–3 | League One · England |
| 1999-01-09 | LutonvWycombeLeague One · England | 3–1 | League One · England |
| 1999-01-09 | ChesterfieldvColchesterLeague One · England | 3–1 | League One · England |
| 1999-01-09 | Bristol RvsvBurnleyLeague One · England | 3–4 | League One · England |
| 1999-01-09 | LincolnvBournemouthLeague One · England | 2–1 | League One · England |
| 1999-01-09 | MillwallvWiganLeague One · England | 3–1 | League One · England |
| 1999-01-09 | Notts CountyvOldhamLeague One · England | 0–1 | League One · England |
| 1999-01-09 | StokevNorthamptonLeague One · England | 3–1 | League One · England |
| 1999-01-09 | YorkvPrestonLeague One · England | 0–1 | League One · England |
| 1999-01-09 | BlackpoolvMan CityLeague One · England | 0–0 | League One · England |
| 1999-01-09 | FulhamvMacclesfieldLeague One · England | 1–0 | League One · England |
| 1999-01-09 | ReadingvWrexhamLeague One · England | 4–0 | League One · England |
| 1999-01-09 | WalsallvGillinghamLeague One · England | 2–1 | League One · England |
| 1999-01-02 | ReadingvChesterfieldLeague One · England | 1–2 | League One · England |
| 1999-01-02 | ColchestervLutonLeague One · England | 2–2 | League One · England |
| 1999-01-02 | BurnleyvWalsallLeague One · England | 0–0 | League One · England |
| 1999-01-02 | GillinghamvBlackpoolLeague One · England | 1–0 | League One · England |
| 1999-01-02 | WycombevYorkLeague One · England | 1–2 | League One · England |