| 1. Round | 04/08/2018 | Exeter City | - | Carlisle United | 3:1 | ||||
| 2. Round | 11/08/2018 | Carlisle United | - | Northampton Town | 2:2 | ||||
| 6. Round | 01/09/2018 | Mansfield Town | - | Carlisle United | 1:0 | ||||
| 7. Round | 08/09/2018 | Cambridge United | - | Carlisle United | 1:2 |  |
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| 8. Round | 15/09/2018 | Carlisle United | - | Tranmere Rovers | 0:2 | ||||
| 10. Round | 29/09/2018 | Carlisle United | - | Stevenage FC | 0:1 | ||||
| 11. Round | 02/10/2018 | Carlisle United | - | Grimsby Town | 0:1 | ||||
| 12. Round | 06/10/2018 | Oldham Athletic | - | Carlisle United | 1:3 | ||||
| 15. Round | 23/10/2018 | Lincoln City | - | Carlisle United | 2:2 | ||||
| 16. Round | 27/10/2018 | Carlisle United | - | Yeovil Town | 0:1 | ||||
| 18. Round | 17/11/2018 | Swindon Town | - | Carlisle United | 0:4 | ||||
| 22. Round | 15/12/2018 | Carlisle United | - | Colchester United | 4:0 | ||||
| 25. Round | 29/12/2018 | Carlisle United | - | Macclesfield Town | 2:1 |
England