| 4. Round | 03/10/2020 | Reading FC [U18] | - | Leicester City [U18] | 3:2 | ||||
| 6. Round | 24/10/2020 | Tottenham Hotspur [U18] | - | Reading FC [U18] | 4:4 | ||||
| 7. Round | 31/10/2020 | Crystal Palace [U18] | - | Reading FC [U18] | 1:0 | ||||
| 11. Round | 16/12/2020 | Reading FC [U18] | - | Fulham FC [U18] | 1:5 | ||||
| 18. Round | 20/02/2021 | Chelsea FC [U18] | - | Reading FC [U18] | 1:2 | ||||
| 19. Round | 27/02/2021 | Reading FC [U18] | - | Tottenham Hotspur [U18] | 2:2 | ||||
| 20. Round | 13/03/2021 | Reading FC [U18] | - | Crystal Palace [U18] | 2:2 | ||||
| 8. Round | 27/03/2021 | Reading FC [U18] | - | Arsenal FC [U18] | 3:4 | ||||
| 17. Round | 03/04/2021 | Leicester City [U18] | - | Reading FC [U18] | 3:4 | ||||
| 22. Round | 10/04/2021 | West Ham United [U18] | - | Reading FC [U18] | 4:1 | ||||
| 23. Round | 17/04/2021 | Brighton & Hove Albion [U18] | - | Reading FC [U18] | 5:2 | ||||
| 24. Round | 23/04/2021 | Fulham FC [U18] | - | Reading FC [U18] | 5:1 | ||||
| 13. Round | 27/04/2021 | Reading FC [U18] | - | Southampton FC [U18] | 3:4 | ||||
| 25. Round | 01/05/2021 | Norwich City [U18] | - | Reading FC [U18] | 2:3 | ||||
| 26. Round | 08/05/2021 | Southampton FC [U18] | - | Reading FC [U18] | 6:4 |
England