1. Round | 03/08/2019 | Carlisle United | - | Crawley Town | 2:1 | ||||
2. Round | 10/08/2019 | Swindon Town | - | Carlisle United | 3:2 | ||||
5. Round | 24/08/2019 | Carlisle United | - | Salford City | 2:2 | ||||
13. Round | 12/10/2019 | Carlisle United | - | Crewe Alexandra | 2:4 | ||||
14. Round | 19/10/2019 | Plymouth Argyle | - | Carlisle United | 2:0 | ||||
15. Round | 22/10/2019 | Carlisle United | - | Northampton Town | 0:2 | ||||
16. Round | 26/10/2019 | Leyton Orient | - | Carlisle United | 1:1 | ||||
17. Round | 02/11/2019 | Carlisle United | - | Macclesfield Town | 2:1 | ||||
19. Round | 23/11/2019 | Carlisle United | - | Cambridge United | 0:0 | ||||
20. Round | 07/12/2019 | Morecambe FC | - | Carlisle United | 1:1 | ||||
27. Round | 11/01/2020 | Carlisle United | - | Plymouth Argyle | 0:3 | ||||
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 | ||||
37. Round | 07/03/2020 | Carlisle United | - | Colchester United | 0:3 |