| 1. Round | 03/08/2019 | Bradford City | - | Cambridge United | 0:0 | ||||
| 2. Round | 10/08/2019 | Cambridge United | - | Newport County | 0:0 | ||||
| 17. Round | 02/11/2019 | Cambridge United | - | Crawley Town | 2:1 | ||||
| 18. Round | 16/11/2019 | Walsall FC | - | Cambridge United | 2:1 | ||||
| 19. Round | 23/11/2019 | Carlisle United | - | Cambridge United | 0:0 | ||||
| 21. Round | 14/12/2019 | Cheltenham Town | - | Cambridge United | 1:1 | ||||
| 22. Round | 21/12/2019 | Cambridge United | - | Leyton Orient | 2:3 | ||||
| 24. Round | 29/12/2019 | Cambridge United | - | Morecambe FC | 1:0 | ||||
| 25. Round | 01/01/2020 | Cambridge United | - | Mansfield Town | 2:3 | ||||
| 26. Round | 04/01/2020 | Macclesfield Town | - | Cambridge United | 1:0 |  |
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| 27. Round | 11/01/2020 | Exeter City | - | Cambridge United | 2:0 | ||||
| 28. Round | 18/01/2020 | Cambridge United | - | Stevenage FC | 0:4 | ||||
| 29. Round | 25/01/2020 | Morecambe FC | - | Cambridge United | 1:1 | ||||
| 30. Round | 28/01/2020 | Cambridge United | - | Salford City | 0:4 | |
England