| 1999-10-02 | QPRvBlackburnChampionship · England | 0–0 | Championship · England |
| 1999-10-02 | HuddersfieldvSheffield UnitedChampionship · England | 4–1 | Championship · England |
| 1999-10-02 | GrimsbyvIpswichChampionship · England | 2–1 | Championship · England |
| 1999-10-01 | Nott'm ForestvBarnsleyChampionship · England | 3–0 | Championship · England |
| 1999-09-28 | Crystal PalacevWolvesChampionship · England | 1–1 | Championship · England |
| 1999-09-28 | SwindonvBlackburnChampionship · England | 2–1 | Championship · England |
| 1999-09-28 | NorwichvMan CityChampionship · England | 1–0 | Championship · England |
| 1999-09-28 | CharltonvStockportChampionship · England | 4–0 | Championship · England |
| 1999-09-26 | IpswichvMan CityChampionship · England | 2–1 | Championship · England |
| 1999-09-25 | West BromvCrystal PalaceChampionship · England | 0–0 | Championship · England |
| 1999-09-25 | StockportvNorwichChampionship · England | 2–2 | Championship · England |
| 1999-09-25 | PortsmouthvGrimsbyChampionship · England | 1–2 | Championship · England |
| 1999-09-25 | BirminghamvQPRChampionship · England | 2–0 | Championship · England |
| 1999-09-25 | Port ValevSwindonChampionship · England | 2–0 | Championship · England |
| 1999-09-25 | BarnsleyvHuddersfieldChampionship · England | 4–2 | Championship · England |
| 1999-09-25 | TranmerevCharltonChampionship · England | 2–2 | Championship · England |
| 1999-09-25 | Sheffield UnitedvWolvesChampionship · England | 3–0 | Championship · England |
| 1999-09-25 | BlackburnvWalsallChampionship · England | 2–0 | Championship · England |
| 1999-09-25 | FulhamvCreweChampionship · England | 3–0 | Championship · England |
| 1999-09-25 | BoltonvNott'm ForestChampionship · England | 3–2 | Championship · England |
| 1999-09-19 | Nott'm ForestvWolvesChampionship · England | 1–1 | Championship · England |
| 1999-09-18 | BoltonvBarnsleyChampionship · England | 2–2 | Championship · England |
| 1999-09-18 | IpswichvBirminghamChampionship · England | 0–1 | Championship · England |
| 1999-09-18 | FulhamvQPRChampionship · England | 1–0 | Championship · England |
| 1999-09-18 | TranmerevPortsmouthChampionship · England | 2–4 | Championship · England |
| 1999-09-18 | HuddersfieldvNorwichChampionship · England | 1–0 | Championship · England |
| 1999-09-18 | Crystal PalacevGrimsbyChampionship · England | 3–0 | Championship · England |
| 1999-09-18 | CrewevSwindonChampionship · England | 2–1 | Championship · England |
| 1999-09-18 | West BromvBlackburnChampionship · England | 2–2 | Championship · England |
| 1999-09-18 | WalsallvMan CityChampionship · England | 0–1 | Championship · England |
| 1999-09-18 | Sheffield UnitedvCharltonChampionship · England | 1–2 | Championship · England |
| 1999-09-18 | StockportvPort ValeChampionship · England | 1–0 | Championship · England |
| 1999-09-11 | BlackburnvTranmereChampionship · England | 2–0 | Championship · England |
| 1999-09-11 | GrimsbyvWalsallChampionship · England | 1–0 | Championship · England |
| 1999-09-11 | PortsmouthvIpswichChampionship · England | 1–1 | Championship · England |
| 1999-09-11 | CharltonvBoltonChampionship · England | 2–1 | Championship · England |
| 1999-09-11 | WolvesvHuddersfieldChampionship · England | 0–1 | Championship · England |
| 1999-09-11 | NorwichvCreweChampionship · England | 2–1 | Championship · England |
| 1999-09-11 | Man CityvCrystal PalaceChampionship · England | 2–1 | Championship · England |
| 1999-09-11 | Port ValevFulhamChampionship · England | 0–2 | Championship · England |
| 1999-09-11 | BirminghamvWest BromChampionship · England | 1–1 | Championship · England |
| 1999-09-11 | SwindonvNott'm ForestChampionship · England | 0–0 | Championship · England |
| 1999-09-10 | BarnsleyvStockportChampionship · England | 2–1 | Championship · England |
| 1999-09-05 | Port ValevGrimsbyChampionship · England | 3–1 | Championship · England |
| 1999-09-05 | BoltonvBirminghamChampionship · England | 3–3 | Championship · England |
| 1999-09-04 | Sheffield UnitedvCrystal PalaceChampionship · England | 3–1 | Championship · England |
| 1999-09-04 | Nott'm ForestvWalsallChampionship · England | 4–1 | Championship · England |
| 1999-09-03 | BarnsleyvTranmereChampionship · England | 3–0 | Championship · England |
| 1999-08-31 | QPRvPort ValeChampionship · England | 3–2 | Championship · England |
| 1999-08-30 | PortsmouthvHuddersfieldChampionship · England | 0–0 | Championship · England |