| 1. Round | 08/11/2019 | Dulwich Hamlet | - | Carlisle United | 1:4 |  |
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| 2. Round | 30/11/2019 | Forest Green Rovers | - | Carlisle United | 2:2 | ||||
| 2. Round | 10/12/2019 | Carlisle United | - | Forest Green Rovers | 1:0 | ||||
| 3. Round | 04/01/2020 | Cardiff City | - | Carlisle United | 2:2 | ||||
| 3. Round | 15/01/2020 | Carlisle United | - | Cardiff City | 3:4 |
England