| 16. Round | 05/12/2020 | Colchester United | - | Grimsby Town | 2:1 | ||||
| 18. Round | 15/12/2020 | Cambridge United | - | Colchester United | 2:1 | ||||
| 19. Round | 19/12/2020 | Colchester United | - | Morecambe FC | 1:2 | ||||
| 32. Round | 27/02/2021 | Forest Green Rovers | - | Colchester United | 3:0 | ||||
| 33. Round | 02/03/2021 | Colchester United | - | Carlisle United | 2:1 |  |
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| 34. Round | 06/03/2021 | Colchester United | - | Newport County | 0:2 | ||||
| 35. Round | 09/03/2021 | Harrogate Town | - | Colchester United | 3:0 | ||||
| 37. Round | 20/03/2021 | Colchester United | - | Port Vale FC | 0:1 | ||||
| 22. Round | 23/03/2021 | Colchester United | - | Tranmere Rovers | 2:2 | ||||
| 38. Round | 27/03/2021 | Colchester United | - | Bradford City | 1:2 | ||||
| 40. Round | 05/04/2021 | Colchester United | - | Barrow AFC | 1:1 |
England