| 1 | Wed 9 Aug | 9 2-2 v Cardiff CityCardiff City 2-2 Colchester United | Carabao Cup First Round South |
| 2 | Sat 26 Aug | 93-0 v GillinghamGillingham 0-3 Colchester United | Sky Bet League Two |
| 3 | Sat 2 Sep | 90-1 v WalsallWalsall 1-0 Colchester United | Sky Bet League Two |
| 4 | Sat 9 Sep | 9 2-0 v Tranmere RoversColchester United 2-0 Tranmere Rovers | Sky Bet League Two |
| 5 | Sat 16 Sep | 91-1 v Mansfield TownColchester United 1-1 Mansfield Town | Sky Bet League Two |
| 6 | Sat 23 Sep | 91-2 v Crewe AlexandraCrewe Alexandra 2-1 Colchester United | Sky Bet League Two |
| 7 | Sat 30 Sep | 9 5-4 v Notts CountyColchester United 5-4 Notts County | Sky Bet League Two |
| 8 | Tue 3 Oct | 91-2 v Newport CountyNewport County 2-1 Colchester United | Sky Bet League Two |
| 9 | Sat 7 Oct | 91-3 v MorecambeColchester United 1-3 Morecambe | Sky Bet League Two |
| 10 | Sat 14 Oct | 90-5 v Forest Green RoversForest Green Rovers 5-0 Colchester United | Sky Bet League Two |
| 11 | Tue 17 Oct | 9 2-1 v Cambridge UnitedCambridge United 1-2 Colchester United | EFL Trophy |
| 12 | Sat 21 Oct | 91-2 v Harrogate TownColchester United 1-2 Harrogate Town | Sky Bet League Two |
| 13 | Tue 24 Oct | 93-2 v Grimsby TownGrimsby Town 2-3 Colchester United | Sky Bet League Two |
| 14 | Sat 28 Oct | 91-0 v Accrington StanleyAccrington Stanley 0-1 Colchester United | Sky Bet League Two |
| 15 | Sat 4 Nov | 92-3 v Shrewsbury TownShrewsbury Town 3-2 Colchester United | Emirates FA Cup First Round |
| 16 | Tue 7 Nov | 9 3-1 v Swindon TownColchester United 3-1 Swindon Town | Sky Bet League Two |
| 17 | Sat 11 Nov | 91-1 v Sutton UnitedColchester United 1-1 Sutton United | Sky Bet League Two |
| 18 | Sat 18 Nov | 9 0-2 v Stockport CountyStockport County 2-0 Colchester United | Sky Bet League Two |
| 19 | Sat 25 Nov | 9 1-4 v BarrowColchester United 1-4 Barrow | Sky Bet League Two |
| 20 | Sat 9 Dec | 91-2 v Crawley TownColchester United 1-2 Crawley Town | Sky Bet League Two |
| 21 | Sat 6 Apr | 91-2 v WrexhamColchester United 1-2 Wrexham | Sky Bet League Two |
| 22 | Tue 9 Apr | 91-2 v Stockport CountyColchester United 1-2 Stockport County | Sky Bet League Two |
| 23 | Sat 13 Apr | 9 3-2 v Crawley TownCrawley Town 2-3 Colchester United | Sky Bet League Two |
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