| 2. Round | 19/09/2020 | West Bromwich Albion [U18] | - | Reading FC [U18] | 3:3 | ||||
| 3. Round | 26/09/2020 | Aston Villa [U18] | - | Reading FC [U18] | 3:1 | ||||
| 4. Round | 03/10/2020 | Reading FC [U18] | - | Leicester City [U18] | 3:2 |  |
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| 5. Round | 17/10/2020 | Reading FC [U18] | - | Chelsea FC [U18] | 2:5 | ||||
| 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 | ||||
| 9. Round | 21/11/2020 | Reading FC [U18] | - | West Ham United [U18] | 1:2 | ||||
| 10. Round | 28/11/2020 | Reading FC [U18] | - | Brighton & Hove Albion [U18] | 2:3 | ||||
| 12. Round | 05/12/2020 | Reading FC [U18] | - | Norwich City [U18] | 5:2 | ||||
| 11. Round | 16/12/2020 | Reading FC [U18] | - | Fulham FC [U18] | 1:5 | ||||
| 16. Round | 30/01/2021 | Reading FC [U18] | - | Aston Villa [U18] | 0:4 | ||||
| 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 |  |
England
South Africa