| 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 |