| 6. Round | 21/09/2019 | Chelsea FC [U18] | - | Reading FC [U18] | 2:1 | ||||
| 9. Round | 09/11/2019 | Reading FC [U18] | - | Southampton FC [U18] | 1:2 | ||||
| 10. Round | 30/11/2019 | Reading FC [U18] | - | Norwich City [U18] | 3:5 | ||||
| 11. Round | 07/12/2019 | Tottenham Hotspur [U18] | - | Reading FC [U18] | 2:3 | ||||
| 12. Round | 04/01/2020 | Reading FC [U18] | - | Brighton & Hove Albion [U18] | 3:1 | ||||
| 13. Round | 11/01/2020 | Leicester City [U18] | - | Reading FC [U18] | 4:1 |  |
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| 14. Round | 18/01/2020 | West Ham United [U18] | - | Reading FC [U18] | 1:1 | ||||
| 15. Round | 01/02/2020 | Reading FC [U18] | - | Fulham FC [U18] | 1:4 |
England