5. Round | 24/08/2019 | Colchester United | - | Northampton Town | 1:0 | ||||
6. Round | 31/08/2019 | Oldham Athletic | - | Colchester United | 0:1 | ||||
7. Round | 07/09/2019 | Colchester United | - | Walsall FC | 0:0 | ||||
10. Round | 21/09/2019 | Colchester United | - | Leyton Orient | 2:1 | ||||
11. Round | 28/09/2019 | Macclesfield Town | - | Colchester United | 1:1 |