| Group E | 04/09/2019 | Newport County | - | West Ham United U23 | 4:5 |  |
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| Group E | 08/10/2019 | Newport County | - | Exeter City | 0:2 | ||||
| Group E | 12/11/2019 | Cheltenham Town | - | Newport County | 4:7 | |
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| 2. Round | 03/12/2019 | Brighton & Hove Albion U23 | - | Newport County | 4:5 pso | ||||
| Round of 16 | 07/01/2020 | Newport County | - | Milton Keynes Dons | 3:0 | |
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| Quarter-finals | 04/02/2020 | Newport County | - | Leicester City U23 | 1:0 | ||||
| Semi-finals | 19/02/2020 | Newport County | - | Salford City | 5:6 pso |
England