| 1 | Sat 4 Aug 2018 | 20-0 v Notts CountyNotts County 0-0 Colchester United | Sky Bet League Two |
| 2 | Sat 11 Aug 2018 | 22-0 v Port ValeColchester United 2-0 Port Vale | Sky Bet League Two |
| 3 | Tue 14 Aug 2018 | 22-2 v Cheltenham TownCheltenham Town 2-2 Colchester United | Carabao Cup First Round |
| 4 | Sat 18 Aug 2018 | 21-1 v Mansfield TownMansfield Town 1-1 Colchester United | Sky Bet League Two |
| 5 | Tue 21 Aug 2018 | 2 6-0 v Crewe AlexandraColchester United 6-0 Crewe Alexandra | Sky Bet League Two |
| 6 | Sat 25 Aug 2018 | 21-2 v Northampton TownColchester United 1-2 Northampton Town | Sky Bet League Two |
| 7 | Sat 1 Sep 2018 | 2 3-1 v Cheltenham TownCheltenham Town 1-3 Colchester United | Sky Bet League Two |
| 8 | Sat 8 Sep 2018 | 21-1 v Tranmere RoversTranmere Rovers 1-1 Colchester United | Sky Bet League Two |
| 9 | Sat 15 Sep 2018 | 23-0 v Cambridge UnitedColchester United 3-0 Cambridge United | Sky Bet League Two |
| 10 | Sat 22 Sep 2018 | 23-3 v Oldham AthleticOldham Athletic 3-3 Colchester United | Sky Bet League Two |
| 11 | Sat 29 Sep 2018 | 21-2 v BuryColchester United 1-2 Bury | Sky Bet League Two |
| 12 | Tue 2 Oct 2018 | 23-1 v Yeovil TownColchester United 3-1 Yeovil Town | Sky Bet League Two |
| 13 | Sat 6 Oct 2018 | 21-3 v StevenageStevenage 3-1 Colchester United | Sky Bet League Two |
| 14 | Tue 9 Oct 2018 | 22-0 v Southend UnitedColchester United 2-0 Southend United | Checkatrade Trophy Southern Group B |
| 15 | Sat 13 Oct 2018 | 23-1 v Crawley TownColchester United 3-1 Crawley Town | Sky Bet League Two |
| 16 | Sat 20 Oct 2018 | 21-0 v MorecambeMorecambe 0-1 Colchester United | Sky Bet League Two |
| 17 | Tue 23 Oct 2018 | 20-1 v Grimsby TownGrimsby Town 1-0 Colchester United | Sky Bet League Two |
| 18 | Sat 27 Oct 2018 | 21-0 v Lincoln CityColchester United 1-0 Lincoln City | Sky Bet League Two |
| 19 | Sat 3 Nov 2018 | 21-0 v Swindon TownColchester United 1-0 Swindon Town | Sky Bet League Two |
| 20 | Sat 10 Nov 2018 | 20-1 v Accrington StanleyAccrington Stanley 1-0 Colchester United | Emirates FA Cup First Round |
| 21 | Tue 13 Nov 2018 | 21-3 v Cambridge UnitedCambridge United 3-1 Colchester United | Checkatrade Trophy Southern Group B |
| 22 | Sat 17 Nov 2018 | 20-2 v Newport CountyNewport County 2-0 Colchester United | Sky Bet League Two |
| 23 | Sat 24 Nov 2018 | 21-1 v Exeter CityColchester United 1-1 Exeter City | Sky Bet League Two |
| 24 | Tue 27 Nov 2018 | 21-0 v Forest Green RoversForest Green Rovers 0-1 Colchester United | Sky Bet League Two |
| 25 | Sat 8 Dec 2018 | 21-0 v Macclesfield TownColchester United 1-0 Macclesfield Town | Sky Bet League Two |
| 26 | Sat 15 Dec 2018 | 20-4 v Carlisle UnitedCarlisle United 4-0 Colchester United | Sky Bet League Two |
| 27 | Sat 22 Dec 2018 | 21-0 v Milton Keynes DonsMilton Keynes Dons 0-1 Colchester United | Sky Bet League Two |
| 28 | Wed 26 Dec 2018 | 2 1-2 v StevenageColchester United 1-2 Stevenage | Sky Bet League Two |
| 29 | Sat 29 Dec 2018 | 20-0 v MorecambeColchester United 0-0 Morecambe | Sky Bet League Two |
| 30 | Tue 1 Jan 2019 | 20-2 v Crawley TownCrawley Town 2-0 Colchester United | Sky Bet League Two |
| 31 | Sat 5 Jan 2019 | 23-3 v Notts CountyColchester United 3-3 Notts County | Sky Bet League Two |
| 32 | Sat 12 Jan 2019 | 23-0 v Port ValePort Vale 0-3 Colchester United | Sky Bet League Two |
| 33 | Sat 19 Jan 2019 | 22-3 v Mansfield TownColchester United 2-3 Mansfield Town | Sky Bet League Two |
| 34 | Sat 26 Jan 2019 | 21-2 v Crewe AlexandraCrewe Alexandra 2-1 Colchester United | Sky Bet League Two |
| 35 | Sat 2 Feb 2019 | 24-0 v Northampton TownNorthampton Town 0-4 Colchester United | Sky Bet League Two |
| 36 | Sat 9 Feb 2019 | 23-0 v Cheltenham TownColchester United 3-0 Cheltenham Town | Sky Bet League Two |
| 37 | Sat 16 Feb 2019 | 21-1 v Macclesfield TownMacclesfield Town 1-1 Colchester United | Sky Bet League Two |
| 38 | Sat 23 Feb 2019 | 2 1-1 v Carlisle UnitedColchester United 1-1 Carlisle United | Sky Bet League Two |
| 39 | Sat 2 Mar 2019 | 20-3 v Swindon TownSwindon Town 3-0 Colchester United | Sky Bet League Two |
| 40 | Sat 9 Mar 2019 | 23-0 v Newport CountyColchester United 3-0 Newport County | Sky Bet League Two |
| 41 | Tue 12 Mar 2019 | 20-3 v Forest Green RoversColchester United 0-3 Forest Green Rovers | Sky Bet League Two |
| 42 | Sat 16 Mar 2019 | 20-3 v Exeter CityExeter City 3-0 Colchester United | Sky Bet League Two |
| 43 | Sat 23 Mar 2019 | 20-2 v Tranmere RoversColchester United 0-2 Tranmere Rovers | Sky Bet League Two |
| 44 | Sat 30 Mar 2019 | 21-0 v Cambridge UnitedCambridge United 0-1 Colchester United | Sky Bet League Two |
| 45 | Sat 6 Apr 2019 | 20-2 v Oldham AthleticColchester United 0-2 Oldham Athletic | Sky Bet League Two |
| 46 | Sat 13 Apr 2019 | 20-2 v BuryBury 2-0 Colchester United | Sky Bet League Two |
| 47 | Fri 19 Apr 2019 | 2 1-0 v Grimsby TownColchester United 1-0 Grimsby Town | Sky Bet League Two |
| 48 | Mon 22 Apr 2019 | 21-1 v Yeovil TownYeovil Town 1-1 Colchester United | Sky Bet League Two |
| 49 | Sat 27 Apr 2019 | 22-0 v Milton Keynes DonsColchester United 2-0 Milton Keynes Dons | Sky Bet League Two |
| 50 | Sat 4 May 2019 | 2 3-0 v Lincoln CityLincoln City 0-3 Colchester United | Sky Bet League Two |
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