| 1998-12-28 | ColchestervBristol RvsLeague One · England | 0–3 | League One · England |
| 1998-12-26 | FulhamvColchesterLeague One · England | 2–0 | League One · England |
| 1998-12-18 | ColchestervBlackpoolLeague One · England | 2–2 | League One · England |
| 1998-12-12 | LincolnvColchesterLeague One · England | 0–0 | League One · England |
| 1998-11-28 | ColchestervMillwallLeague One · England | 0–0 | League One · England |
| 1998-11-21 | Notts CountyvColchesterLeague One · England | 1–3 | League One · England |
| 1998-11-10 | ColchestervNorthamptonLeague One · England | 1–0 | League One · England |
| 1998-11-06 | ColchestervMacclesfieldLeague One · England | 1–1 | League One · England |
| 1998-10-31 | Man CityvColchesterLeague One · England | 2–1 | League One · England |
| 1998-10-20 | WalsallvColchesterLeague One · England | 1–1 | League One · England |
| 1998-10-17 | PrestonvColchesterLeague One · England | 2–0 | League One · England |
| 1998-10-09 | ColchestervBurnleyLeague One · England | 0–4 | League One · England |
| 1998-10-03 | OldhamvColchesterLeague One · England | 1–0 | League One · England |
| 1998-09-27 | ColchestervWycombeLeague One · England | 2–1 | League One · England |
| 1998-09-19 | ReadingvColchesterLeague One · England | 1–1 | League One · England |
| 1998-09-12 | ColchestervGillinghamLeague One · England | 1–1 | League One · England |
| 1998-09-08 | WiganvColchesterLeague One · England | 1–1 | League One · England |
| 1998-09-05 | YorkvColchesterLeague One · England | 1–2 | League One · England |
| 1998-08-31 | ColchestervStokeLeague One · England | 0–1 | League One · England |
| 1998-08-29 | LutonvColchesterLeague One · England | 2–0 | League One · England |
| 1998-08-22 | ColchestervFulhamLeague One · England | 0–1 | League One · England |
| 1998-08-15 | WrexhamvColchesterLeague One · England | 2–4 | League One · England |
| 1998-08-08 | ColchestervChesterfieldLeague One · England | 1–0 | League One · England |