1. Round | 03/08/2019 | Carlisle United | - | Crawley Town | 2:1 | ||||
2. Round | 10/08/2019 | Swindon Town | - | Carlisle United | 3:2 | ||||
6. Round | 31/08/2019 | Scunthorpe United | - | Carlisle United | 0:1 | ||||
7. Round | 07/09/2019 | Carlisle United | - | Exeter City | 1:3 | ||||
17. Round | 02/11/2019 | Carlisle United | - | Macclesfield Town | 2:1 | ||||
18. Round | 16/11/2019 | Port Vale FC | - | Carlisle United | 2:1 | ||||
19. Round | 23/11/2019 | Carlisle United | - | Cambridge United | 0:0 | ||||
21. Round | 14/12/2019 | Carlisle United | - | Grimsby Town | 0:0 | ||||
23. Round | 26/12/2019 | Carlisle United | - | Bradford City | 0:0 |