| 29. Round | 25/01/2020 | Carlisle United | - | Walsall FC | 2:1 | ||||
| 30. Round | 28/01/2020 | Forest Green Rovers | - | Carlisle United | 1:4 | ||||
| 31. Round | 01/02/2020 | Mansfield Town | - | Carlisle United | 2:2 | ||||
| 32. Round | 08/02/2020 | Carlisle United | - | Swindon Town | 1:1 | ||||
| 33. Round | 11/02/2020 | Carlisle United | - | Cheltenham Town | 0:1 | ||||
| 34. Round | 15/02/2020 | Crawley Town | - | Carlisle United | 0:0 | ||||
| 35. Round | 22/02/2020 | Carlisle United | - | Morecambe FC | 2:2 | ||||
| 36. Round | 29/02/2020 | Cambridge United | - | Carlisle United | 1:2 |  |
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| 37. Round | 07/03/2020 | Carlisle United | - | Colchester United | 0:3 | ||||
| 26. Round | 10/03/2020 | Carlisle United | - | Newport County | 2:0 |
England