| 1999-12-28 | Man CityvGrimsbyChampionship · England | 2–1 | Championship · England |
| 1999-12-26 | West BromvMan CityChampionship · England | 0–2 | Championship · England |
| 1999-12-18 | Man CityvSwindonChampionship · England | 3–0 | Championship · England |
| 1999-12-07 | Man CityvStockportChampionship · England | 1–2 | Championship · England |
| 1999-12-03 | WolvesvMan CityChampionship · England | 4–1 | Championship · England |
| 1999-11-27 | Man CityvHuddersfieldChampionship · England | 0–1 | Championship · England |
| 1999-11-24 | Man CityvBarnsleyChampionship · England | 3–1 | Championship · England |
| 1999-11-20 | CharltonvMan CityChampionship · England | 0–1 | Championship · England |
| 1999-11-06 | QPRvMan CityChampionship · England | 1–1 | Championship · England |
| 1999-11-03 | Man CityvPortsmouthChampionship · England | 4–2 | Championship · England |
| 1999-10-30 | Port ValevMan CityChampionship · England | 1–2 | Championship · England |
| 1999-10-27 | Man CityvIpswichChampionship · England | 1–0 | Championship · England |
| 1999-10-23 | Man CityvBlackburnChampionship · England | 2–0 | Championship · England |
| 1999-10-19 | BirminghamvMan CityChampionship · England | 0–1 | Championship · England |
| 1999-10-16 | TranmerevMan CityChampionship · England | 1–1 | Championship · England |
| 1999-10-02 | Man CityvPort ValeChampionship · England | 2–1 | Championship · England |
| 1999-09-28 | NorwichvMan CityChampionship · England | 1–0 | Championship · England |
| 1999-09-26 | IpswichvMan CityChampionship · England | 2–1 | Championship · England |
| 1999-09-18 | WalsallvMan CityChampionship · England | 0–1 | Championship · England |
| 1999-09-11 | Man CityvCrystal PalaceChampionship · England | 2–1 | Championship · England |
| 1999-08-30 | Man CityvNott'm ForestChampionship · England | 1–0 | Championship · England |
| 1999-08-28 | BoltonvMan CityChampionship · England | 0–1 | Championship · England |
| 1999-08-21 | Man CityvSheffield UnitedChampionship · England | 6–0 | Championship · England |
| 1999-08-14 | FulhamvMan CityChampionship · England | 0–0 | Championship · England |
| 1999-08-08 | Man CityvWolvesChampionship · England | 0–1 | Championship · England |
| 1999-05-08 | Man CityvYorkLeague One · England | 4–0 | League One · England |
| 1999-05-01 | Bristol RvsvMan CityLeague One · England | 2–2 | League One · England |
| 1999-04-24 | Man CityvWycombeLeague One · England | 1–2 | League One · England |
| 1999-04-17 | GillinghamvMan CityLeague One · England | 0–2 | League One · England |
| 1999-04-14 | Man CityvLutonLeague One · England | 2–0 | League One · England |
| 1999-04-10 | Man CityvLincolnLeague One · England | 4–0 | League One · England |
| 1999-04-05 | PrestonvMan CityLeague One · England | 1–1 | League One · England |
| 1999-04-03 | Man CityvWiganLeague One · England | 1–0 | League One · England |
| 1999-03-27 | ReadingvMan CityLeague One · England | 1–3 | League One · England |
| 1999-03-20 | ColchestervMan CityLeague One · England | 0–1 | League One · England |
| 1999-03-16 | Man CityvNotts CountyLeague One · England | 2–1 | League One · England |
| 1999-03-13 | Man CityvOldhamLeague One · England | 1–2 | League One · England |
| 1999-03-09 | BurnleyvMan CityLeague One · England | 0–6 | League One · England |
| 1999-03-06 | Man CityvNorthamptonLeague One · England | 0–0 | League One · England |
| 1999-02-27 | ChesterfieldvMan CityLeague One · England | 1–1 | League One · England |
| 1999-02-20 | Man CityvMacclesfieldLeague One · England | 2–0 | League One · England |
| 1999-02-13 | BournemouthvMan CityLeague One · England | 0–0 | League One · England |
| 1999-02-06 | Man CityvMillwallLeague One · England | 3–0 | League One · England |
| 1999-01-29 | StokevMan CityLeague One · England | 0–1 | League One · England |
| 1999-01-23 | WalsallvMan CityLeague One · England | 1–1 | League One · England |
| 1999-01-16 | Man CityvFulhamLeague One · England | 3–0 | League One · England |
| 1999-01-09 | BlackpoolvMan CityLeague One · England | 0–0 | League One · England |