| 28. Round | 12/01/2019 | Notts County | - | Cambridge United | 0:1 | ||||
| 29. Round | 19/01/2019 | Cambridge United | - | Northampton Town | 3:2 | ||||
| 30. Round | 26/01/2019 | Exeter City | - | Cambridge United | 1:0 | ||||
| 32. Round | 09/02/2019 | Cambridge United | - | Port Vale FC | 1:0 | ||||
| 33. Round | 16/02/2019 | Cambridge United | - | Tranmere Rovers | 0:0 | ||||
| 31. Round | 19/02/2019 | Cheltenham Town | - | Cambridge United | 2:0 | ||||
| 34. Round | 23/02/2019 | Yeovil Town | - | Cambridge United | 1:0 | ||||
| 35. Round | 02/03/2019 | Grimsby Town | - | Cambridge United | 0:2 |  |
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| 36. Round | 09/03/2019 | Cambridge United | - | Oldham Athletic | 1:1 | ||||
| 37. Round | 12/03/2019 | Cambridge United | - | Crewe Alexandra | 0:0 | ||||
| 39. Round | 23/03/2019 | Carlisle United | - | Cambridge United | 2:2 | |
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| 41. Round | 06/04/2019 | Mansfield Town | - | Cambridge United | 1:0 | ||||
| 42. Round | 13/04/2019 | Cambridge United | - | Newport County | 0:3 | ||||
| 43. Round | 19/04/2019 | Cambridge United | - | Swindon Town | 0:0 | ||||
| 44. Round | 22/04/2019 | Forest Green Rovers | - | Cambridge United | 2:1 | ||||
| 45. Round | 27/04/2019 | Cambridge United | - | Morecambe FC | 1:2 |
England
Jamaica