| 1. Round | 09/11/2019 | Tranmere Rovers | - | Wycombe Wanderers | 2:2 | ||||
| 1. Round | 20/11/2019 | Wycombe Wanderers | - | Tranmere Rovers | 1:2 aet | ||||
| 2. Round | 01/12/2019 | Tranmere Rovers | - | Chichester City FC | 5:1 |  |
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| 3. Round | 04/01/2020 | Watford FC | - | Tranmere Rovers | 3:3 |  |
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| 3. Round | 23/01/2020 | Tranmere Rovers | - | Watford FC | 2:1 aet | |
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| 4. Round | 26/01/2020 | Tranmere Rovers | - | Manchester United | 0:6 |
England