| 1 | Sat 10 Aug | 12-4 v AFC WimbledonAFC Wimbledon 4-2 Colchester United | Sky Bet League Two |
| 2 | Tue 13 Aug | 12-2 v ReadingColchester United 2-2 Reading | Carabao Cup First Round |
| 3 | Sat 17 Aug | 12-0 v Milton Keynes DonsColchester United 2-0 Milton Keynes Dons | Sky Bet League Two |
| 4 | Sat 24 Aug | 10-1 v Harrogate TownColchester United 0-1 Harrogate Town | Sky Bet League Two |
| 5 | Wed 28 Aug | 10-1 v BrentfordColchester United 0-1 Brentford | Carabao Cup Second Round |
| 6 | Sat 31 Aug | 11-1 v Accrington StanleyAccrington Stanley 1-1 Colchester United | Sky Bet League Two |
| 7 | Sat 7 Sep | 11-1 v BromleyColchester United 1-1 Bromley | Sky Bet League Two |
| 8 | Sat 14 Sep | 13-3 v MorecambeMorecambe 3-3 Colchester United | Sky Bet League Two |
| 9 | Sat 21 Sep | 13-0 v Tranmere RoversColchester United 3-0 Tranmere Rovers | Sky Bet League Two |
| 10 | Sat 28 Sep | 10-4 v WalsallWalsall 4-0 Colchester United | Sky Bet League Two |
| 11 | Tue 1 Oct | 11-1 v Port ValePort Vale 1-1 Colchester United | Sky Bet League Two |
| 12 | Sat 5 Oct | 10-0 v Carlisle UnitedColchester United 0-0 Carlisle United | Sky Bet League Two |
| 13 | Sat 19 Oct | 11-2 v Cheltenham TownColchester United 1-2 Cheltenham Town | Sky Bet League Two |
| 14 | Tue 22 Oct | 11-1 v ChesterfieldChesterfield 1-1 Colchester United | Sky Bet League Two |
| 15 | Sat 2 Nov | 11-2 v Swindon TownSwindon Town 2-1 Colchester United | Emirates FA Cup First Round |
| 16 | Sat 9 Nov | 11-1 v BarrowBarrow 1-1 Colchester United | Sky Bet League Two |
| 17 | Sat 16 Nov | 11-1 v Bradford CityColchester United 1-1 Bradford City | Sky Bet League Two |
| 18 | Sat 23 Nov | 1 1-0 v Grimsby TownGrimsby Town 0-1 Colchester United | Sky Bet League Two |
| 19 | Sat 30 Nov | 1 0-0 v Fleetwood TownFleetwood Town 0-0 Colchester United | Sky Bet League Two |
| 20 | Tue 3 Dec | 14-0 v Swindon TownColchester United 4-0 Swindon Town | Sky Bet League Two |
| 21 | Tue 10 Dec | 1 2-0 v AFC WimbledonColchester United 2-0 AFC Wimbledon | EFL Trophy Second Round |
| 22 | Sat 14 Dec | 10-0 v Newport CountyColchester United 0-0 Newport County | Sky Bet League Two |
| 23 | Fri 20 Dec | 10-0 v Crewe AlexandraCrewe Alexandra 0-0 Colchester United | Sky Bet League Two |
| 24 | Thu 26 Dec | 12-0 v GillinghamColchester United 2-0 Gillingham | Sky Bet League Two |
| 25 | Sun 29 Dec | 11-1 v Doncaster RoversColchester United 1-1 Doncaster Rovers | Sky Bet League Two |
| 26 | Wed 1 Jan | 12-3 v Swindon TownSwindon Town 3-2 Colchester United | Sky Bet League Two |
| 27 | Sat 4 Jan | 10-2 v Accrington StanleyColchester United 0-2 Accrington Stanley | Sky Bet League Two |
| 28 | Tue 14 Jan | 11-2 v Cheltenham TownCheltenham Town 2-1 Colchester United | EFL Trophy Third Round |
| 29 | Sat 18 Jan | 11-0 v BromleyBromley 0-1 Colchester United | Sky Bet League Two |
| 30 | Tue 21 Jan | 10-0 v Harrogate TownHarrogate Town 0-0 Colchester United | Sky Bet League Two |
| 31 | Sat 25 Jan | 11-0 v MorecambeColchester United 1-0 Morecambe | Sky Bet League Two |
| 32 | Sat 1 Feb | 13-1 v Tranmere RoversTranmere Rovers 1-3 Colchester United | Sky Bet League Two |
| 33 | Sat 8 Feb | 12-1 v WalsallColchester United 2-1 Walsall | Sky Bet League Two |
| 34 | Sat 15 Feb | 10-0 v Carlisle UnitedCarlisle United 0-0 Colchester United | Sky Bet League Two |
| 35 | Tue 18 Feb | 11-1 v Notts CountyNotts County 1-1 Colchester United | Sky Bet League Two |
| 36 | Sat 22 Feb | 11-1 v AFC WimbledonColchester United 1-1 AFC Wimbledon | Sky Bet League Two |
| 37 | Sat 1 Mar | 11-0 v Milton Keynes DonsMilton Keynes Dons 0-1 Colchester United | Sky Bet League Two |
| 38 | Tue 4 Mar | 11-0 v ChesterfieldColchester United 1-0 Chesterfield | Sky Bet League Two |
| 39 | Sat 8 Mar | 1 1-0 v Cheltenham TownCheltenham Town 0-1 Colchester United | Sky Bet League Two |
| 40 | Tue 11 Mar | 12-1 v Port ValeColchester United 2-1 Port Vale | Sky Bet League Two |
| 41 | Sat 15 Mar | 13-0 v Fleetwood TownColchester United 3-0 Fleetwood Town | Sky Bet League Two |
| 42 | Sat 22 Mar | 11-4 v Bradford CityBradford City 4-1 Colchester United | Sky Bet League Two |
| 43 | Fri 28 Mar | 11-2 v Grimsby TownColchester United 1-2 Grimsby Town | Sky Bet League Two |
| 44 | Tue 1 Apr | 11-1 v GillinghamGillingham 1-1 Colchester United | Sky Bet League Two |
| 45 | Sat 5 Apr | 11-0 v Notts CountyColchester United 1-0 Notts County | Sky Bet League Two |
| 46 | Sat 12 Apr | 12-0 v Newport CountyNewport County 0-2 Colchester United | Sky Bet League Two |
| 47 | Fri 18 Apr | 10-0 v Crewe AlexandraColchester United 0-0 Crewe Alexandra | Sky Bet League Two |
| 48 | Mon 21 Apr | 10-3 v Doncaster RoversDoncaster Rovers 3-0 Colchester United | Sky Bet League Two |
| 49 | Sat 26 Apr | 11-4 v Salford CitySalford City 4-1 Colchester United | Sky Bet League Two |
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