| 1 | Sat 2 Aug | 171-1 v Tranmere RoversColchester United 1-1 Tranmere Rovers | Sky Bet League Two |
| 2 | Sat 9 Aug | 171-1 v Oldham AthleticOldham Athletic 1-1 Colchester United | Sky Bet League Two |
| 3 | Tue 12 Aug | 170-1 v Oxford UnitedOxford United 1-0 Colchester United | Carabao Cup First Round |
| 4 | Tue 19 Aug | 171-2 v Cambridge UnitedColchester United 1-2 Cambridge United | Sky Bet League Two |
| 5 | Sat 23 Aug | 170-2 v BarrowColchester United 0-2 Barrow | Sky Bet League Two |
| 6 | Sat 30 Aug | 171-1 v BarnetBarnet 1-1 Colchester United | Sky Bet League Two |
| 7 | Tue 2 Sep | 172-1 v Wycombe WanderersWycombe Wanderers 1-2 Colchester United | EFL Trophy Southern Group G |
| 8 | Sat 6 Sep | 171-1 v Crewe AlexandraColchester United 1-1 Crewe Alexandra | Sky Bet League Two |
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