| 1 | Tue 13 Aug | 302-2 v ReadingColchester United 2-2 Reading | Carabao Cup First Round |
| 2 | Sat 17 Aug | 302-0 v Milton Keynes DonsColchester United 2-0 Milton Keynes Dons | Sky Bet League Two |
| 3 | Sat 24 Aug | 300-1 v Harrogate TownColchester United 0-1 Harrogate Town | Sky Bet League Two |
| 4 | Wed 28 Aug | 300-1 v BrentfordColchester United 0-1 Brentford | Carabao Cup Second Round |
| 5 | Sat 31 Aug | 301-1 v Accrington StanleyAccrington Stanley 1-1 Colchester United | Sky Bet League Two |
| 6 | Sat 7 Sep | 301-1 v BromleyColchester United 1-1 Bromley | Sky Bet League Two |
| 7 | Sat 14 Sep | 303-3 v MorecambeMorecambe 3-3 Colchester United | Sky Bet League Two |
| 8 | Sat 21 Sep | 30 3-0 v Tranmere RoversColchester United 3-0 Tranmere Rovers | Sky Bet League Two |
| 9 | Sat 28 Sep | 30 0-4 v WalsallWalsall 4-0 Colchester United | Sky Bet League Two |
| 10 | Tue 1 Oct | 30 1-1 v Port ValePort Vale 1-1 Colchester United | Sky Bet League Two |
| 11 | Sat 5 Oct | 300-0 v Carlisle UnitedColchester United 0-0 Carlisle United | Sky Bet League Two |
| 12 | Tue 8 Oct | 301-1 v Leyton OrientLeyton Orient 1-1 Colchester United | EFL Trophy Southern Group E |
| 13 | Sat 19 Oct | 301-2 v Cheltenham TownColchester United 1-2 Cheltenham Town | Sky Bet League Two |
| 14 | Tue 22 Oct | 301-1 v ChesterfieldChesterfield 1-1 Colchester United | Sky Bet League Two |
| 15 | Sat 2 Nov | 301-2 v Swindon TownSwindon Town 2-1 Colchester United | Emirates FA Cup First Round |
| 16 | Sat 9 Nov | 301-1 v BarrowBarrow 1-1 Colchester United | Sky Bet League Two |
| 17 | Sat 23 Nov | 301-0 v Grimsby TownGrimsby Town 0-1 Colchester United | Sky Bet League Two |
| 18 | Tue 3 Dec | 304-0 v Swindon TownColchester United 4-0 Swindon Town | Sky Bet League Two |
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