| 1 | Wed 28 Aug | 250-1 v BrentfordColchester United 0-1 Brentford | Carabao Cup Second Round |
| 2 | Tue 17 Sep | 252-1 v Milton Keynes DonsColchester United 2-1 Milton Keynes Dons | EFL Trophy Southern Group E |
| 3 | Sat 21 Sep | 253-0 v Tranmere RoversColchester United 3-0 Tranmere Rovers | Sky Bet League Two |
| 4 | Sat 28 Sep | 250-4 v WalsallWalsall 4-0 Colchester United | Sky Bet League Two |
| 5 | Tue 1 Oct | 251-1 v Port ValePort Vale 1-1 Colchester United | Sky Bet League Two |
| 6 | Sat 19 Oct | 251-2 v Cheltenham TownColchester United 1-2 Cheltenham Town | Sky Bet League Two |
| 7 | Tue 22 Oct | 251-1 v ChesterfieldChesterfield 1-1 Colchester United | Sky Bet League Two |
| 8 | Sat 2 Nov | 25 1-2 v Swindon TownSwindon Town 2-1 Colchester United | Emirates FA Cup First Round |
| 9 | Sat 9 Nov | 251-1 v BarrowBarrow 1-1 Colchester United | Sky Bet League Two |
| 10 | Sat 16 Nov | 251-1 v Bradford CityColchester United 1-1 Bradford City | Sky Bet League Two |
| 11 | Sat 23 Nov | 251-0 v Grimsby TownGrimsby Town 0-1 Colchester United | Sky Bet League Two |
| 12 | Sat 30 Nov | 250-0 v Fleetwood TownFleetwood Town 0-0 Colchester United | Sky Bet League Two |
| 13 | Tue 3 Dec | 254-0 v Swindon TownColchester United 4-0 Swindon Town | Sky Bet League Two |
| 14 | Tue 10 Dec | 252-0 v AFC WimbledonColchester United 2-0 AFC Wimbledon | EFL Trophy Second Round |
| 15 | Sat 14 Dec | 250-0 v Newport CountyColchester United 0-0 Newport County | Sky Bet League Two |
| 16 | Fri 20 Dec | 250-0 v Crewe AlexandraCrewe Alexandra 0-0 Colchester United | Sky Bet League Two |
| 17 | Thu 26 Dec | 252-0 v GillinghamColchester United 2-0 Gillingham | Sky Bet League Two |
| 18 | Sun 29 Dec | 251-1 v Doncaster RoversColchester United 1-1 Doncaster Rovers | Sky Bet League Two |
| 19 | Wed 1 Jan | 252-3 v Swindon TownSwindon Town 3-2 Colchester United | Sky Bet League Two |
| 20 | Sat 4 Jan | 25 0-2 v Accrington StanleyColchester United 0-2 Accrington Stanley | Sky Bet League Two |
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