| 1 | Sat 4 Oct | 36-2 v ChesterfieldColchester United 6-2 Chesterfield | Sky Bet League Two |
| 2 | Sat 11 Oct | 3 2-1 v Grimsby TownGrimsby Town 1-2 Colchester United | Sky Bet League Two |
| 3 | Sat 18 Oct | 3 3-1 v Harrogate TownColchester United 3-1 Harrogate Town | Sky Bet League Two |
| 4 | Sat 25 Oct | 30-0 v Swindon TownSwindon Town 0-0 Colchester United | Sky Bet League Two |
| 5 | Sat 1 Nov | 32-3 v Milton Keynes DonsColchester United 2-3 Milton Keynes Dons | Emirates FA Cup First Round |
| 6 | Sat 8 Nov | 3 0-2 v BromleyColchester United 0-2 Bromley | Sky Bet League Two |
| 7 | Sat 15 Nov | 3 2-0 v WalsallWalsall 0-2 Colchester United | Sky Bet League Two |
| 8 | Sat 22 Nov | 33-1 v Notts CountyNotts County 1-3 Colchester United | Sky Bet League Two |
| 9 | Sat 29 Nov | 32-0 v Cheltenham TownColchester United 2-0 Cheltenham Town | Sky Bet League Two |
| 10 | Sat 6 Dec | 30-0 v GillinghamColchester United 0-0 Gillingham | Sky Bet League Two |
| 11 | Sat 13 Dec | 33-4 v Salford CitySalford City 4-3 Colchester United | Sky Bet League Two |
| 12 | Sat 20 Dec | 3 4-1 v Newport CountyColchester United 4-1 Newport County | Sky Bet League Two |
| 13 | Fri 26 Dec | 31-1 v Crawley TownCrawley Town 1-1 Colchester United | Sky Bet League Two |
| 14 | Mon 29 Dec | 31-1 v GillinghamGillingham 1-1 Colchester United | Sky Bet League Two |
| 15 | Thu 1 Jan | 31-0 v Milton Keynes DonsColchester United 1-0 Milton Keynes Dons | Sky Bet League Two |
| 16 | Sat 17 Jan | 31-0 v Bristol RoversBristol Rovers 0-1 Colchester United | Sky Bet League Two |
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