| 1. Round | 12/08/2019 | Reading FC U23 | - | Newcastle United U23 | 6:0 |  |
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| 2. Round | 16/08/2019 | Manchester United U23 | - | Reading FC U23 | 2:0 | |
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| 3. Round | 23/08/2019 | West Ham United U23 | - | Reading FC U23 | 3:0 | ||||
| 4. Round | 02/09/2019 | Reading FC U23 | - | West Bromwich Albion U23 | 2:1 | ||||
| 5. Round | 16/09/2019 | Reading FC U23 | - | Swansea City U23 | 5:0 |  |
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| 10. Round | 03/11/2019 | Sunderland AFC U23 | - | Reading FC U23 | 0:4 | ||||
| 11. Round | 25/11/2019 | Reading FC U23 | - | Norwich City U23 | 0:1 | ||||
| 12. Round | 07/12/2019 | Newcastle United U23 | - | Reading FC U23 | 0:1 | ||||
| 13. Round | 16/12/2019 | Reading FC U23 | - | Manchester United U23 | 1:4 | ||||
| 16. Round | 03/02/2020 | Stoke City U23 | - | Reading FC U23 | 3:0 |
England