| 2008-12-06 | ColchestervHerefordLeague One · England | 1–2 | League One · England |
| 2008-11-29 | NorthamptonvColchesterLeague One · England | 1–2 | League One · England |
| 2008-11-25 | ColchestervYeovilLeague One · England | 1–0 | League One · England |
| 2008-11-22 | PeterborovColchesterLeague One · England | 2–1 | League One · England |
| 2008-11-15 | ColchestervWalsallLeague One · England | 0–2 | League One · England |
| 2008-11-01 | SouthendvColchesterLeague One · England | 3–3 | League One · England |
| 2008-10-25 | ColchestervCarlisleLeague One · England | 5–0 | League One · England |
| 2008-10-21 | ColchestervMillwallLeague One · England | 1–2 | League One · England |
| 2008-10-18 | StockportvColchesterLeague One · England | 1–2 | League One · England |
| 2008-10-11 | CheltenhamvColchesterLeague One · England | 4–3 | League One · England |
| 2008-10-04 | ColchestervBristol RvsLeague One · England | 0–1 | League One · England |
| 2008-09-30 | ColchestervLeicesterLeague One · England | 0–1 | League One · England |
| 2008-09-26 | TranmerevColchesterLeague One · England | 3–4 | League One · England |
| 2008-09-20 | ColchestervMilton Keynes DonsLeague One · England | 0–3 | League One · England |
| 2008-09-13 | CrewevColchesterLeague One · England | 2–0 | League One · England |
| 2008-08-30 | ColchestervOldhamLeague One · England | 2–2 | League One · England |
| 2008-08-23 | SwindonvColchesterLeague One · England | 1–3 | League One · England |
| 2008-08-16 | ColchestervHuddersfieldLeague One · England | 0–0 | League One · England |
| 2008-08-09 | HartlepoolvColchesterLeague One · England | 4–2 | League One · England |
| 2008-05-04 | ScunthorpevColchesterChampionship · England | 3–3 | Championship · England |
| 2008-04-26 | ColchestervStokeChampionship · England | 0–1 | Championship · England |
| 2008-04-19 | ColchestervCoventryChampionship · England | 1–5 | Championship · England |
| 2008-04-12 | LeicestervColchesterChampionship · England | 1–1 | Championship · England |
| 2008-04-05 | ColchestervIpswichChampionship · England | 2–0 | Championship · England |
| 2008-03-29 | West BromvColchesterChampionship · England | 4–3 | Championship · England |
| 2008-03-22 | NorwichvColchesterChampionship · England | 5–1 | Championship · England |
| 2008-03-18 | ColchestervHullChampionship · England | 1–3 | Championship · England |
| 2008-03-15 | ColchestervCardiffChampionship · England | 1–1 | Championship · England |
| 2008-03-11 | ColchestervSheffield WedsChampionship · England | 1–2 | Championship · England |
| 2008-03-08 | Crystal PalacevColchesterChampionship · England | 2–1 | Championship · England |
| 2008-03-04 | PlymouthvColchesterChampionship · England | 4–1 | Championship · England |
| 2008-03-01 | ColchestervWolvesChampionship · England | 0–1 | Championship · England |
| 2008-02-23 | ColchestervBristol CityChampionship · England | 1–2 | Championship · England |
| 2008-02-16 | HullvColchesterChampionship · England | 1–1 | Championship · England |
| 2008-02-12 | ColchestervPrestonChampionship · England | 2–1 | Championship · England |
| 2008-02-09 | BurnleyvColchesterChampionship · England | 1–1 | Championship · England |
| 2008-02-02 | ColchestervSheffield UnitedChampionship · England | 2–2 | Championship · England |
| 2008-01-29 | BarnsleyvColchesterChampionship · England | 1–0 | Championship · England |
| 2008-01-12 | Bristol CityvColchesterChampionship · England | 1–1 | Championship · England |
| 2008-01-01 | CharltonvColchesterChampionship · England | 1–2 | Championship · England |
| 2007-12-29 | ColchestervBlackpoolChampionship · England | 0–2 | Championship · England |
| 2007-12-26 | ColchestervSouthamptonChampionship · England | 1–1 | Championship · England |
| 2007-12-22 | QPRvColchesterChampionship · England | 2–1 | Championship · England |
| 2007-12-15 | ColchestervNorwichChampionship · England | 1–1 | Championship · England |
| 2007-12-08 | CardiffvColchesterChampionship · England | 4–1 | Championship · England |
| 2007-12-04 | ColchestervWatfordChampionship · England | 2–3 | Championship · England |
| 2007-12-01 | Sheffield WedsvColchesterChampionship · England | 1–2 | Championship · England |
| 2007-11-28 | WolvesvColchesterChampionship · England | 1–0 | Championship · England |
| 2007-11-24 | ColchestervCrystal PalaceChampionship · England | 1–2 | Championship · England |
| 2007-11-10 | WatfordvColchesterChampionship · England | 2–2 | Championship · England |