| 1 | Wed 9 Aug | 302-2 v Cardiff CityCardiff City 2-2 Colchester United | Carabao Cup First Round South |
| 2 | Sat 19 Aug | 302-3 v Milton Keynes DonsColchester United 2-3 Milton Keynes Dons | Sky Bet League Two |
| 3 | Sat 26 Aug | 303-0 v GillinghamGillingham 0-3 Colchester United | Sky Bet League Two |
| 4 | Sat 2 Sep | 300-1 v WalsallWalsall 1-0 Colchester United | Sky Bet League Two |
| 5 | Sat 9 Sep | 302-0 v Tranmere RoversColchester United 2-0 Tranmere Rovers | Sky Bet League Two |
| 6 | Sat 16 Sep | 301-1 v Mansfield TownColchester United 1-1 Mansfield Town | Sky Bet League Two |
| 7 | Sat 23 Sep | 301-2 v Crewe AlexandraCrewe Alexandra 2-1 Colchester United | Sky Bet League Two |
| 8 | Sat 30 Sep | 305-4 v Notts CountyColchester United 5-4 Notts County | Sky Bet League Two |
| 9 | Tue 3 Oct | 301-2 v Newport CountyNewport County 2-1 Colchester United | Sky Bet League Two |
| 10 | Sat 7 Oct | 301-3 v MorecambeColchester United 1-3 Morecambe | Sky Bet League Two |
| 11 | Sat 14 Oct | 300-5 v Forest Green RoversForest Green Rovers 5-0 Colchester United | Sky Bet League Two |
| 12 | Fri 22 Dec | 302-1 v Salford CityColchester United 2-1 Salford City | Sky Bet League Two |
| 13 | Tue 26 Dec | 300-1 v Milton Keynes DonsMilton Keynes Dons 1-0 Colchester United | Sky Bet League Two |
| 14 | Fri 29 Dec | 303-5 v AFC WimbledonAFC Wimbledon 5-3 Colchester United | Sky Bet League Two |
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