| 2018-12-29 | ColchestervMorecambeLeague Two · England | 0–0 | League Two · England |
| 2018-12-26 | ColchestervStevenageLeague Two · England | 1–2 | League Two · England |
| 2018-12-22 | Milton Keynes DonsvColchesterLeague Two · England | 0–1 | League Two · England |
| 2018-12-15 | CarlislevColchesterLeague Two · England | 4–0 | League Two · England |
| 2018-12-08 | ColchestervMacclesfieldLeague Two · England | 1–0 | League Two · England |
| 2018-11-27 | Forest GreenvColchesterLeague Two · England | 0–1 | League Two · England |
| 2018-11-24 | ColchestervExeterLeague Two · England | 1–1 | League Two · England |
| 2018-11-17 | Newport CountyvColchesterLeague Two · England | 2–0 | League Two · England |
| 2018-11-03 | ColchestervSwindonLeague Two · England | 1–0 | League Two · England |
| 2018-10-27 | ColchestervLincolnLeague Two · England | 1–0 | League Two · England |
| 2018-10-23 | GrimsbyvColchesterLeague Two · England | 1–0 | League Two · England |
| 2018-10-20 | MorecambevColchesterLeague Two · England | 0–1 | League Two · England |
| 2018-10-13 | ColchestervCrawley TownLeague Two · England | 3–1 | League Two · England |
| 2018-10-06 | StevenagevColchesterLeague Two · England | 3–1 | League Two · England |
| 2018-10-02 | ColchestervYeovilLeague Two · England | 3–1 | League Two · England |
| 2018-09-29 | ColchestervBuryLeague Two · England | 1–2 | League Two · England |
| 2018-09-22 | OldhamvColchesterLeague Two · England | 3–3 | League Two · England |
| 2018-09-15 | ColchestervCambridgeLeague Two · England | 3–0 | League Two · England |
| 2018-09-08 | TranmerevColchesterLeague Two · England | 1–1 | League Two · England |
| 2018-09-01 | CheltenhamvColchesterLeague Two · England | 1–3 | League Two · England |
| 2018-08-25 | ColchestervNorthamptonLeague Two · England | 1–2 | League Two · England |
| 2018-08-21 | ColchestervCreweLeague Two · England | 6–0 | League Two · England |
| 2018-08-18 | MansfieldvColchesterLeague Two · England | 1–1 | League Two · England |
| 2018-08-11 | ColchestervPort ValeLeague Two · England | 2–0 | League Two · England |
| 2018-08-04 | Notts CountyvColchesterLeague Two · England | 0–0 | League Two · England |
| 2018-05-05 | ExetervColchesterLeague Two · England | 1–0 | League Two · England |
| 2018-04-28 | ColchestervSwindonLeague Two · England | 0–0 | League Two · England |
| 2018-04-21 | LincolnvColchesterLeague Two · England | 2–1 | League Two · England |
| 2018-04-14 | ColchestervNotts CountyLeague Two · England | 1–3 | League Two · England |
| 2018-04-07 | ColchestervAccringtonLeague Two · England | 0–1 | League Two · England |
| 2018-04-02 | Forest GreenvColchesterLeague Two · England | 1–2 | League Two · England |
| 2018-03-30 | ColchestervLutonLeague Two · England | 2–1 | League Two · England |
| 2018-03-24 | StevenagevColchesterLeague Two · England | 0–1 | League Two · England |
| 2018-03-20 | MorecambevColchesterLeague Two · England | 0–0 | League Two · England |
| 2018-03-17 | ColchestervYeovilLeague Two · England | 0–1 | League Two · England |
| 2018-03-10 | MansfieldvColchesterLeague Two · England | 1–1 | League Two · England |
| 2018-02-24 | ColchestervBarnetLeague Two · England | 0–1 | League Two · England |
| 2018-02-17 | CrewevColchesterLeague Two · England | 1–0 | League Two · England |
| 2018-02-13 | ColchestervCoventryLeague Two · England | 2–1 | League Two · England |
| 2018-02-10 | CarlislevColchesterLeague Two · England | 1–1 | League Two · England |
| 2018-02-03 | ColchestervNewport CountyLeague Two · England | 2–0 | League Two · England |
| 2018-01-27 | Port ValevColchesterLeague Two · England | 2–2 | League Two · England |
| 2018-01-20 | ColchestervGrimsbyLeague Two · England | 1–1 | League Two · England |
| 2018-01-13 | WycombevColchesterLeague Two · England | 3–1 | League Two · England |
| 2018-01-06 | ColchestervCheltenhamLeague Two · England | 1–4 | League Two · England |
| 2018-01-01 | ColchestervCambridgeLeague Two · England | 0–0 | League Two · England |