| 1 | Sat 10 Aug | 162-4 v AFC WimbledonAFC Wimbledon 4-2 Colchester United | Sky Bet League Two |
| 2 | Tue 13 Aug | 162-2 v ReadingColchester United 2-2 Reading | Carabao Cup First Round |
| 3 | Sat 17 Aug | 162-0 v Milton Keynes DonsColchester United 2-0 Milton Keynes Dons | Sky Bet League Two |
| 4 | Sat 24 Aug | 160-1 v Harrogate TownColchester United 0-1 Harrogate Town | Sky Bet League Two |
| 5 | Wed 28 Aug | 160-1 v BrentfordColchester United 0-1 Brentford | Carabao Cup Second Round |
| 6 | Sat 31 Aug | 161-1 v Accrington StanleyAccrington Stanley 1-1 Colchester United | Sky Bet League Two |
| 7 | Sat 7 Sep | 161-1 v BromleyColchester United 1-1 Bromley | Sky Bet League Two |
| 8 | Sat 14 Sep | 163-3 v MorecambeMorecambe 3-3 Colchester United | Sky Bet League Two |
| 9 | Tue 17 Sep | 162-1 v Milton Keynes DonsColchester United 2-1 Milton Keynes Dons | EFL Trophy Southern Group E |
| 10 | Sat 21 Sep | 163-0 v Tranmere RoversColchester United 3-0 Tranmere Rovers | Sky Bet League Two |
| 11 | Sat 28 Sep | 160-4 v WalsallWalsall 4-0 Colchester United | Sky Bet League Two |
| 12 | Tue 1 Oct | 16 1-1 v Port ValePort Vale 1-1 Colchester United | Sky Bet League Two |
| 13 | Sat 5 Oct | 160-0 v Carlisle UnitedColchester United 0-0 Carlisle United | Sky Bet League Two |
| 14 | Tue 8 Oct | 161-1 v Leyton OrientLeyton Orient 1-1 Colchester United | EFL Trophy Southern Group E |
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