| 1. Round | 04/08/2018 | Exeter City | - | Carlisle United | 3:1 | ||||
| 2. Round | 11/08/2018 | Carlisle United | - | Northampton Town | 2:2 | ||||
| 3. Round | 18/08/2018 | Cheltenham Town | - | Carlisle United | 0:1 | ||||
| 4. Round | 21/08/2018 | Carlisle United | - | Port Vale FC | 2:1 | ||||
| 5. Round | 25/08/2018 | Carlisle United | - | Crewe Alexandra | 1:0 | ||||
| 6. Round | 01/09/2018 | Mansfield Town | - | Carlisle United | 1:0 | ||||
| 7. Round | 08/09/2018 | Cambridge United | - | Carlisle United | 1:2 | ||||
| 9. Round | 22/09/2018 | Bury FC | - | Carlisle United | 0:1 | ||||
| 10. Round | 29/09/2018 | Carlisle United | - | Stevenage FC | 0:1 | ||||
| 12. Round | 06/10/2018 | Oldham Athletic | - | Carlisle United | 1:3 | ||||
| 13. Round | 13/10/2018 | Carlisle United | - | Morecambe FC | 0:2 | ||||
| 14. Round | 20/10/2018 | Macclesfield Town | - | Carlisle United | 2:1 |  |
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| 17. Round | 03/11/2018 | Carlisle United | - | Newport County | 3:2 | ||||
| 29. Round | 19/01/2019 | Carlisle United | - | Cheltenham Town | 2:0 | ||||
| 42. Round | 13/04/2019 | Stevenage FC | - | Carlisle United | 3:0 | ||||
| 44. Round | 22/04/2019 | Grimsby Town | - | Carlisle United | 1:0 |
England