| 1 | Wed 9 Aug | 2 2-2 v Cardiff CityCardiff City 2-2 Colchester United | Carabao Cup First Round South |
| 2 | Sat 26 Aug | 23-0 v GillinghamGillingham 0-3 Colchester United | Sky Bet League Two |
| 3 | Sat 2 Sep | 20-1 v WalsallWalsall 1-0 Colchester United | Sky Bet League Two |
| 4 | Sat 9 Sep | 22-0 v Tranmere RoversColchester United 2-0 Tranmere Rovers | Sky Bet League Two |
| 5 | Sat 30 Sep | 25-4 v Notts CountyColchester United 5-4 Notts County | Sky Bet League Two |
| 6 | Tue 3 Oct | 21-2 v Newport CountyNewport County 2-1 Colchester United | Sky Bet League Two |
| 7 | Tue 17 Oct | 22-1 v Cambridge UnitedCambridge United 1-2 Colchester United | EFL Trophy |
| 8 | Sat 21 Oct | 2 1-2 v Harrogate TownColchester United 1-2 Harrogate Town | Sky Bet League Two |
| 9 | Tue 24 Oct | 23-2 v Grimsby TownGrimsby Town 2-3 Colchester United | Sky Bet League Two |
| 10 | Sat 28 Oct | 2 1-0 v Accrington StanleyAccrington Stanley 0-1 Colchester United | Sky Bet League Two |
| 11 | Sat 4 Nov | 2 2-3 v Shrewsbury TownShrewsbury Town 3-2 Colchester United | Emirates FA Cup First Round |
| 12 | Tue 7 Nov | 23-1 v Swindon TownColchester United 3-1 Swindon Town | Sky Bet League Two |
| 13 | Sat 11 Nov | 21-1 v Sutton UnitedColchester United 1-1 Sutton United | Sky Bet League Two |
| 14 | Sat 18 Nov | 20-2 v Stockport CountyStockport County 2-0 Colchester United | Sky Bet League Two |
| 15 | Tue 21 Nov | 21-0 v Peterborough UnitedColchester United 1-0 Peterborough United | EFL Trophy |
| 16 | Sat 25 Nov | 21-4 v BarrowColchester United 1-4 Barrow | Sky Bet League Two |
| 17 | Tue 28 Nov | 21-3 v Doncaster RoversDoncaster Rovers 3-1 Colchester United | Sky Bet League Two |
| 18 | Sat 9 Dec | 21-2 v Crawley TownColchester United 1-2 Crawley Town | Sky Bet League Two |
| 19 | Sat 16 Dec | 21-2 v WrexhamWrexham 2-1 Colchester United | Sky Bet League Two |
| 20 | Fri 22 Dec | 22-1 v Salford CityColchester United 2-1 Salford City | Sky Bet League Two |
| 21 | Tue 26 Dec | 20-1 v Milton Keynes DonsMilton Keynes Dons 1-0 Colchester United | Sky Bet League Two |
| 22 | Fri 29 Dec | 23-5 v AFC WimbledonAFC Wimbledon 5-3 Colchester United | Sky Bet League Two |
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