| 1 | Wed 9 Aug | 252-2 v Cardiff CityCardiff City 2-2 Colchester United | Carabao Cup First Round South |
| 2 | Tue 15 Aug | 250-2 v AFC WimbledonColchester United 0-2 AFC Wimbledon | Sky Bet League Two |
| 3 | Sat 19 Aug | 252-3 v Milton Keynes DonsColchester United 2-3 Milton Keynes Dons | Sky Bet League Two |
| 4 | Sat 26 Aug | 25 3-0 v GillinghamGillingham 0-3 Colchester United | Sky Bet League Two |
| 5 | Sat 2 Sep | 25 0-1 v WalsallWalsall 1-0 Colchester United | Sky Bet League Two |
| 6 | Sat 9 Sep | 252-0 v Tranmere RoversColchester United 2-0 Tranmere Rovers | Sky Bet League Two |
| 7 | Sat 16 Sep | 25 1-1 v Mansfield TownColchester United 1-1 Mansfield Town | Sky Bet League Two |
| 8 | Sat 23 Sep | 251-2 v Crewe AlexandraCrewe Alexandra 2-1 Colchester United | Sky Bet League Two |
| 9 | Sat 30 Sep | 255-4 v Notts CountyColchester United 5-4 Notts County | Sky Bet League Two |
| 10 | Tue 3 Oct | 251-2 v Newport CountyNewport County 2-1 Colchester United | Sky Bet League Two |
| 11 | Sat 7 Oct | 251-3 v MorecambeColchester United 1-3 Morecambe | Sky Bet League Two |
| 12 | Sat 14 Oct | 250-5 v Forest Green RoversForest Green Rovers 5-0 Colchester United | Sky Bet League Two |
| 13 | Sat 21 Oct | 251-2 v Harrogate TownColchester United 1-2 Harrogate Town | Sky Bet League Two |
| 14 | Tue 24 Oct | 253-2 v Grimsby TownGrimsby Town 2-3 Colchester United | Sky Bet League Two |
| 15 | Sat 28 Oct | 251-0 v Accrington StanleyAccrington Stanley 0-1 Colchester United | Sky Bet League Two |
| 16 | Sat 4 Nov | 252-3 v Shrewsbury TownShrewsbury Town 3-2 Colchester United | Emirates FA Cup First Round |
| 17 | Tue 7 Nov | 253-1 v Swindon TownColchester United 3-1 Swindon Town | Sky Bet League Two |
| 18 | Sat 11 Nov | 251-1 v Sutton UnitedColchester United 1-1 Sutton United | Sky Bet League Two |
| 19 | Sat 25 Nov | 251-4 v BarrowColchester United 1-4 Barrow | Sky Bet League Two |
| 20 | Tue 28 Nov | 251-3 v Doncaster RoversDoncaster Rovers 3-1 Colchester United | Sky Bet League Two |
| 21 | Sat 9 Dec | 251-2 v Crawley TownColchester United 1-2 Crawley Town | Sky Bet League Two |
| 22 | Sat 16 Dec | 25 1-2 v WrexhamWrexham 2-1 Colchester United | Sky Bet League Two |
| 23 | Fri 22 Dec | 25 2-1 v Salford CityColchester United 2-1 Salford City | Sky Bet League Two |
| 24 | Tue 26 Dec | 250-1 v Milton Keynes DonsMilton Keynes Dons 1-0 Colchester United | Sky Bet League Two |
| 25 | Fri 29 Dec | 253-5 v AFC WimbledonAFC Wimbledon 5-3 Colchester United | Sky Bet League Two |
| 26 | Mon 1 Jan | 250-1 v GillinghamColchester United 0-1 Gillingham | Sky Bet League Two |
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