1. Round | 03/08/2019 | Colchester United | - | Port Vale FC | 1:1 | ||||
2. Round | 10/08/2019 | Plymouth Argyle | - | Colchester United | 1:0 | ||||
3. Round | 17/08/2019 | Colchester United | - | Cambridge United | 1:2 | ||||
4. Round | 20/08/2019 | Grimsby Town | - | Colchester United | 2:2 | ||||
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 | ||||
9. Round | 17/09/2019 | Swindon Town | - | Colchester United | 0:3 | ||||
12. Round | 05/10/2019 | Colchester United | - | Stevenage FC | 3:1 | ||||
13. Round | 12/10/2019 | Crawley Town | - | Colchester United | 2:1 | ||||
16. Round | 26/10/2019 | Colchester United | - | Newport County | 3:1 |