| 1999-12-05 | Nott'm ForestvIpswichChampionship · England | 0–1 | Championship · England |
| 1999-12-04 | StockportvGrimsbyChampionship · England | 2–1 | Championship · England |
| 1999-12-04 | HuddersfieldvQPRChampionship · England | 1–0 | Championship · England |
| 1999-12-04 | BarnsleyvCharltonChampionship · England | 1–1 | Championship · England |
| 1999-12-04 | Sheffield UnitedvPortsmouthChampionship · England | 1–0 | Championship · England |
| 1999-12-04 | SwindonvWalsallChampionship · England | 1–1 | Championship · England |
| 1999-12-04 | BoltonvTranmereChampionship · England | 2–3 | Championship · England |
| 1999-12-04 | Port ValevBlackburnChampionship · England | 0–0 | Championship · England |
| 1999-12-04 | FulhamvBirminghamChampionship · England | 0–0 | Championship · England |
| 1999-12-04 | CrewevCrystal PalaceChampionship · England | 2–0 | Championship · England |
| 1999-12-04 | NorwichvWest BromChampionship · England | 2–1 | Championship · England |
| 1999-12-03 | WolvesvMan CityChampionship · England | 4–1 | Championship · England |
| 1999-11-30 | QPRvSheffield UnitedChampionship · England | 3–1 | Championship · England |
| 1999-11-30 | CharltonvBlackburnChampionship · England | 1–2 | Championship · England |
| 1999-11-28 | GrimsbyvNorwichChampionship · England | 2–1 | Championship · England |
| 1999-11-27 | BirminghamvSwindonChampionship · England | 1–1 | Championship · England |
| 1999-11-27 | West BromvSheffield UnitedChampionship · England | 2–2 | Championship · England |
| 1999-11-27 | CharltonvPort ValeChampionship · England | 2–2 | Championship · England |
| 1999-11-27 | Man CityvHuddersfieldChampionship · England | 0–1 | Championship · England |
| 1999-11-27 | BlackburnvStockportChampionship · England | 2–0 | Championship · England |
| 1999-11-27 | IpswichvCreweChampionship · England | 2–1 | Championship · England |
| 1999-11-27 | Crystal PalacevNott'm ForestChampionship · England | 2–0 | Championship · England |
| 1999-11-27 | PortsmouthvBoltonChampionship · England | 0–0 | Championship · England |
| 1999-11-27 | TranmerevWolvesChampionship · England | 1–0 | Championship · England |
| 1999-11-27 | QPRvBarnsleyChampionship · England | 2–2 | Championship · England |
| 1999-11-26 | WalsallvFulhamChampionship · England | 1–3 | Championship · England |
| 1999-11-24 | IpswichvWolvesChampionship · England | 1–0 | Championship · England |
| 1999-11-24 | Man CityvBarnsleyChampionship · England | 3–1 | Championship · England |
| 1999-11-24 | Nott'm ForestvPortsmouthChampionship · England | 2–0 | Championship · England |
| 1999-11-23 | SwindonvCharltonChampionship · England | 1–2 | Championship · England |
| 1999-11-23 | Crystal PalacevNorwichChampionship · England | 1–0 | Championship · England |
| 1999-11-23 | West BromvStockportChampionship · England | 2–0 | Championship · England |
| 1999-11-23 | FulhamvBoltonChampionship · England | 1–1 | Championship · England |
| 1999-11-23 | Sheffield UnitedvPort ValeChampionship · England | 1–3 | Championship · England |
| 1999-11-23 | GrimsbyvQPRChampionship · England | 2–1 | Championship · England |
| 1999-11-23 | WalsallvHuddersfieldChampionship · England | 2–0 | Championship · England |
| 1999-11-23 | BirminghamvTranmereChampionship · England | 3–1 | Championship · England |
| 1999-11-23 | CrewevBlackburnChampionship · England | 0–0 | Championship · England |
| 1999-11-21 | NorwichvIpswichChampionship · England | 0–0 | Championship · England |
| 1999-11-20 | WolvesvSwindonChampionship · England | 1–1 | Championship · England |
| 1999-11-20 | QPRvWalsallChampionship · England | 2–1 | Championship · England |
| 1999-11-20 | BlackburnvFulhamChampionship · England | 2–0 | Championship · England |
| 1999-11-20 | PortsmouthvCreweChampionship · England | 0–2 | Championship · England |
| 1999-11-20 | Port ValevCrystal PalaceChampionship · England | 2–2 | Championship · England |
| 1999-11-20 | StockportvSheffield UnitedChampionship · England | 1–1 | Championship · England |
| 1999-11-20 | BoltonvGrimsbyChampionship · England | 2–0 | Championship · England |
| 1999-11-20 | HuddersfieldvWest BromChampionship · England | 1–0 | Championship · England |
| 1999-11-20 | CharltonvMan CityChampionship · England | 0–1 | Championship · England |
| 1999-11-20 | TranmerevNott'm ForestChampionship · England | 3–0 | Championship · England |
| 1999-11-20 | BarnsleyvBirminghamChampionship · England | 2–1 | Championship · England |