| 1 | Sat 10 Aug | 19 2-4 v AFC WimbledonAFC Wimbledon 4-2 Colchester United | Sky Bet League Two |
| 2 | Tue 13 Aug | 192-2 v ReadingColchester United 2-2 Reading | Carabao Cup First Round |
| 3 | Sat 17 Aug | 192-0 v Milton Keynes DonsColchester United 2-0 Milton Keynes Dons | Sky Bet League Two |
| 4 | Sat 24 Aug | 19 0-1 v Harrogate TownColchester United 0-1 Harrogate Town | Sky Bet League Two |
| 5 | Wed 28 Aug | 190-1 v BrentfordColchester United 0-1 Brentford | Carabao Cup Second Round |
| 6 | Sat 31 Aug | 191-1 v Accrington StanleyAccrington Stanley 1-1 Colchester United | Sky Bet League Two |
| 7 | Sat 7 Sep | 191-1 v BromleyColchester United 1-1 Bromley | Sky Bet League Two |
| 8 | Tue 17 Sep | 19 2-1 v Milton Keynes DonsColchester United 2-1 Milton Keynes Dons | EFL Trophy Southern Group E |
| 9 | Sat 21 Sep | 193-0 v Tranmere RoversColchester United 3-0 Tranmere Rovers | Sky Bet League Two |
| 10 | Sat 28 Sep | 190-4 v WalsallWalsall 4-0 Colchester United | Sky Bet League Two |
| 11 | Tue 1 Oct | 191-1 v Port ValePort Vale 1-1 Colchester United | Sky Bet League Two |
| 12 | Sat 5 Oct | 190-0 v Carlisle UnitedColchester United 0-0 Carlisle United | Sky Bet League Two |
| 13 | Tue 8 Oct | 19 1-1 v Leyton OrientLeyton Orient 1-1 Colchester United | EFL Trophy Southern Group E |
| 14 | Sat 19 Oct | 191-2 v Cheltenham TownColchester United 1-2 Cheltenham Town | Sky Bet League Two |
| 15 | Tue 22 Oct | 191-1 v ChesterfieldChesterfield 1-1 Colchester United | Sky Bet League Two |
| 16 | Sat 2 Nov | 19 1-2 v Swindon TownSwindon Town 2-1 Colchester United | Emirates FA Cup First Round |
| 17 | Sat 9 Nov | 191-1 v BarrowBarrow 1-1 Colchester United | Sky Bet League Two |
| 18 | Tue 3 Dec | 194-0 v Swindon TownColchester United 4-0 Swindon Town | Sky Bet League Two |
| 19 | Tue 10 Dec | 192-0 v AFC WimbledonColchester United 2-0 AFC Wimbledon | EFL Trophy Second Round |
| 20 | Sat 8 Mar | 191-0 v Cheltenham TownCheltenham Town 0-1 Colchester United | Sky Bet League Two |
| 21 | Tue 11 Mar | 19 2-1 v Port ValeColchester United 2-1 Port Vale | Sky Bet League Two |
| 22 | Sat 15 Mar | 193-0 v Fleetwood TownColchester United 3-0 Fleetwood Town | Sky Bet League Two |
| 23 | Sat 22 Mar | 191-4 v Bradford CityBradford City 4-1 Colchester United | Sky Bet League Two |
| 24 | Fri 28 Mar | 19 1-2 v Grimsby TownColchester United 1-2 Grimsby Town | Sky Bet League Two |
| 25 | Tue 1 Apr | 19 1-1 v GillinghamGillingham 1-1 Colchester United | Sky Bet League Two |
| 26 | Sat 5 Apr | 191-0 v Notts CountyColchester United 1-0 Notts County | Sky Bet League Two |
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