| 1. Round | 12/09/2020 | Cambridge United | - | Carlisle United | 3:0 | ||||
| 2. Round | 19/09/2020 | Carlisle United | - | Southend United | 2:0 | ||||
| 3. Round | 26/09/2020 | Scunthorpe United | - | Carlisle United | 1:0 | ||||
| 4. Round | 03/10/2020 | Carlisle United | - | Barrow AFC | 1:0 | ||||
| 27. Round | 30/01/2021 | Carlisle United | - | Exeter City | 1:0 | ||||
| 25. Round | 02/02/2021 | Carlisle United | - | Forest Green Rovers | 1:2 | ||||
| 21. Round | 16/02/2021 | Harrogate Town | - | Carlisle United | 1:0 | ||||
| 34. Round | 06/03/2021 | Morecambe FC | - | Carlisle United | 3:1 | ||||
| 35. Round | 09/03/2021 | Carlisle United | - | Grimsby Town | 1:1 | ||||
| 24. Round | 16/03/2021 | Mansfield Town | - | Carlisle United | 1:1 | ||||
| 29. Round | 30/03/2021 | Carlisle United | - | Crawley Town | 2:0 | ||||
| 39. Round | 03/04/2021 | Southend United | - | Carlisle United | 0:2 | ||||
| 40. Round | 06/04/2021 | Carlisle United | - | Scunthorpe United | 2:0 | ||||
| 44. Round | 24/04/2021 | Carlisle United | - | Harrogate Town | 1:1 | ||||
| 28. Round | 27/04/2021 | Cheltenham Town | - | Carlisle United | 1:1 | ||||
| 45. Round | 01/05/2021 | Leyton Orient | - | Carlisle United | 2:3 |  |
England