| 1 | Sat 2 Feb 2019 | 4-0 v Northampton TownNorthampton Town 0-4 Colchester United | Sky Bet League Two |
| 2 | Sat 9 Feb 2019 | 3-0 v Cheltenham TownColchester United 3-0 Cheltenham Town | Sky Bet League Two |
| 3 | Sat 16 Feb 2019 | 1-1 v Macclesfield TownMacclesfield Town 1-1 Colchester United | Sky Bet League Two |
| 4 | Sat 23 Feb 2019 | 1-1 v Carlisle UnitedColchester United 1-1 Carlisle United | Sky Bet League Two |
| 5 | Sat 2 Mar 2019 | 0-3 v Swindon TownSwindon Town 3-0 Colchester United | Sky Bet League Two |
| 6 | Sat 9 Mar 2019 | 3-0 v Newport CountyColchester United 3-0 Newport County | Sky Bet League Two |
| 7 | Tue 12 Mar 2019 | 0-3 v Forest Green RoversColchester United 0-3 Forest Green Rovers | Sky Bet League Two |
| 8 | Sat 16 Mar 2019 | 0-3 v Exeter CityExeter City 3-0 Colchester United | Sky Bet League Two |
| 9 | Sat 23 Mar 2019 | 0-2 v Tranmere RoversColchester United 0-2 Tranmere Rovers | Sky Bet League Two |
| 10 | Sat 30 Mar 2019 | 1-0 v Cambridge UnitedCambridge United 0-1 Colchester United | Sky Bet League Two |
| 11 | Sat 6 Apr 2019 | 0-2 v Oldham AthleticColchester United 0-2 Oldham Athletic | Sky Bet League Two |
| 12 | Fri 19 Apr 2019 | 1-0 v Grimsby TownColchester United 1-0 Grimsby Town | Sky Bet League Two |
| 13 | Sat 27 Apr 2019 | 2-0 v Milton Keynes DonsColchester United 2-0 Milton Keynes Dons | Sky Bet League Two |
| 14 | Sat 4 May 2019 | 3-0 v Lincoln CityLincoln City 0-3 Colchester United | Sky Bet League Two |
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