8. Round | 14/09/2019 | Forest Green Rovers | - | Colchester United | 1:0 | ||||
9. Round | 17/09/2019 | Swindon Town | - | Colchester United | 0:3 | ||||
10. Round | 21/09/2019 | Colchester United | - | Leyton Orient | 2:1 | ||||
11. Round | 28/09/2019 | Macclesfield Town | - | Colchester United | 1:1 | ||||
12. Round | 05/10/2019 | Colchester United | - | Stevenage FC | 3:1 | ||||
13. Round | 12/10/2019 | Crawley Town | - | Colchester United | 2:1 | ||||
14. Round | 19/10/2019 | Colchester United | - | Morecambe FC | 0:1 |