| 28. Round | 12/01/2019 | Northampton Town | - | Carlisle United | 3:0 | ||||
| 29. Round | 19/01/2019 | Carlisle United | - | Cheltenham Town | 2:0 | ||||
| 30. Round | 26/01/2019 | Port Vale FC | - | Carlisle United | 0:1 |  |
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| 36. Round | 09/03/2019 | Carlisle United | - | Swindon Town | 2:1 | ||||
| 37. Round | 12/03/2019 | Carlisle United | - | Notts County | 1:3 | ||||
| 38. Round | 16/03/2019 | Forest Green Rovers | - | Carlisle United | 1:1 | ||||
| 41. Round | 06/04/2019 | Carlisle United | - | Bury FC | 3:2 | ||||
| 42. Round | 13/04/2019 | Stevenage FC | - | Carlisle United | 3:0 |
England