4. Round | 20/08/2019 | Grimsby Town | - | Colchester United | 2:2 | ||||
11. Round | 28/09/2019 | Macclesfield Town | - | Colchester United | 1:1 | ||||
22. Round | 21/12/2019 | Colchester United | - | Carlisle United | 3:0 | ||||
23. Round | 26/12/2019 | Leyton Orient | - | Colchester United | 1:3 | ||||
24. Round | 29/12/2019 | Colchester United | - | Exeter City | 2:2 | ||||
35. Round | 22/02/2020 | Salford City | - | Colchester United | 1:2 | ||||
36. Round | 29/02/2020 | Colchester United | - | Cheltenham Town | 0:2 |