| 2. Round | 10/08/2019 | Cambridge United | - | Newport County | 0:0 | ||||
| 3. Round | 17/08/2019 | Colchester United | - | Cambridge United | 1:2 | ||||
| 4. Round | 20/08/2019 | Cambridge United | - | Scunthorpe United | 3:2 | ||||
| 5. Round | 24/08/2019 | Cambridge United | - | Oldham Athletic | 1:2 | ||||
| 6. Round | 31/08/2019 | Port Vale FC | - | Cambridge United | 1:0 | ||||
| 7. Round | 07/09/2019 | Cambridge United | - | Forest Green Rovers | 0:1 | ||||
| 14. Round | 19/10/2019 | Cambridge United | - | Exeter City | 4:0 | ||||
| 18. Round | 16/11/2019 | Walsall FC | - | Cambridge United | 2:1 | ||||
| 27. Round | 11/01/2020 | Exeter City | - | Cambridge United | 2:0 | ||||
| 31. Round | 01/02/2020 | Cambridge United | - | Colchester United | 2:1 | ||||
| 32. Round | 08/02/2020 | Newport County | - | Cambridge United | 0:1 | ||||
| 33. Round | 11/02/2020 | Scunthorpe United | - | Cambridge United | 0:2 | ||||
| 34. Round | 15/02/2020 | Cambridge United | - | Bradford City | 2:1 | ||||
| 35. Round | 22/02/2020 | Plymouth Argyle | - | Cambridge United | 0:0 | ||||
| 36. Round | 29/02/2020 | Cambridge United | - | Carlisle United | 1:2 | ||||
| 37. Round | 07/03/2020 | Leyton Orient | - | Cambridge United | 2:1 |
England