| 1 | Sat 10 Aug | 42-4 v AFC WimbledonAFC Wimbledon 4-2 Colchester United | Sky Bet League Two |
| 2 | Tue 13 Aug | 4 2-2 v ReadingColchester United 2-2 Reading | Carabao Cup First Round |
| 3 | Tue 17 Sep | 4 2-1 v Milton Keynes DonsColchester United 2-1 Milton Keynes Dons | EFL Trophy Southern Group E |
| 4 | Tue 1 Oct | 41-1 v Port ValePort Vale 1-1 Colchester United | Sky Bet League Two |
| 5 | Sat 5 Oct | 40-0 v Carlisle UnitedColchester United 0-0 Carlisle United | Sky Bet League Two |
| 6 | Tue 8 Oct | 41-1 v Leyton OrientLeyton Orient 1-1 Colchester United | EFL Trophy Southern Group E |
| 7 | Sat 19 Oct | 41-2 v Cheltenham TownColchester United 1-2 Cheltenham Town | Sky Bet League Two |
| 8 | Sat 30 Nov | 40-0 v Fleetwood TownFleetwood Town 0-0 Colchester United | Sky Bet League Two |
| 9 | Fri 20 Dec | 40-0 v Crewe AlexandraCrewe Alexandra 0-0 Colchester United | Sky Bet League Two |
| 10 | Wed 1 Jan | 42-3 v Swindon TownSwindon Town 3-2 Colchester United | Sky Bet League Two |
| 11 | Tue 14 Jan | 4 1-2 v Cheltenham TownCheltenham Town 2-1 Colchester United | EFL Trophy Third Round |
| 12 | Sat 18 Jan | 41-0 v BromleyBromley 0-1 Colchester United | Sky Bet League Two |
| 13 | Tue 21 Jan | 40-0 v Harrogate TownHarrogate Town 0-0 Colchester United | Sky Bet League Two |
| 14 | Sat 25 Jan | 41-0 v MorecambeColchester United 1-0 Morecambe | Sky Bet League Two |
| 15 | Sat 1 Feb | 43-1 v Tranmere RoversTranmere Rovers 1-3 Colchester United | Sky Bet League Two |
| 16 | Sat 8 Feb | 4 2-1 v WalsallColchester United 2-1 Walsall | Sky Bet League Two |
| 17 | Sat 15 Feb | 40-0 v Carlisle UnitedCarlisle United 0-0 Colchester United | Sky Bet League Two |
| 18 | Tue 18 Feb | 41-1 v Notts CountyNotts County 1-1 Colchester United | Sky Bet League Two |
| 19 | Sat 22 Feb | 41-1 v AFC WimbledonColchester United 1-1 AFC Wimbledon | Sky Bet League Two |
| 20 | Sat 1 Mar | 41-0 v Milton Keynes DonsMilton Keynes Dons 0-1 Colchester United | Sky Bet League Two |
| 21 | Tue 4 Mar | 41-0 v ChesterfieldColchester United 1-0 Chesterfield | Sky Bet League Two |
| 22 | Tue 11 Mar | 42-1 v Port ValeColchester United 2-1 Port Vale | Sky Bet League Two |
| 23 | Sat 15 Mar | 43-0 v Fleetwood TownColchester United 3-0 Fleetwood Town | Sky Bet League Two |
| 24 | Sat 22 Mar | 41-4 v Bradford CityBradford City 4-1 Colchester United | Sky Bet League Two |
| 25 | Fri 28 Mar | 41-2 v Grimsby TownColchester United 1-2 Grimsby Town | Sky Bet League Two |
| 26 | Tue 1 Apr | 41-1 v GillinghamGillingham 1-1 Colchester United | Sky Bet League Two |
| 27 | Sat 5 Apr | 41-0 v Notts CountyColchester United 1-0 Notts County | Sky Bet League Two |
| 28 | Sat 12 Apr | 42-0 v Newport CountyNewport County 0-2 Colchester United | Sky Bet League Two |
| 29 | Fri 18 Apr | 40-0 v Crewe AlexandraColchester United 0-0 Crewe Alexandra | Sky Bet League Two |
| 30 | Mon 21 Apr | 40-3 v Doncaster RoversDoncaster Rovers 3-0 Colchester United | Sky Bet League Two |
| 31 | Sat 26 Apr | 4 1-4 v Salford CitySalford City 4-1 Colchester United | Sky Bet League Two |
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