| 1. Round | 14/08/2023 | Stoke City U21 | - | Reading FC U21 | 0:2 | ||||
| 2. Round | 20/08/2023 | Reading FC U21 | - | Crystal Palace U21 | 2:0 | ||||
| 3. Round | 25/08/2023 | Reading FC U21 | - | Newcastle United U21 | 1:0 | ||||
| 5. Round | 22/09/2023 | Reading FC U21 | - | Leeds United U21 | 3:2 |  |
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| 7. Round | 30/10/2023 | Reading FC U21 | - | Blackburn Rovers U21 | 7:2 | |
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| 11. Round | 15/01/2024 | Reading FC U21 | - | Leicester City U21 | 2:1 | ||||
| 12. Round | 27/01/2024 | Chelsea FC U21 | - | Reading FC U21 | 3:2 | ||||
| 14. Round | 17/02/2024 | Reading FC U21 | - | Sunderland AFC U21 | 2:1 | ||||
| 16. Round | 10/03/2024 | Reading FC U21 | - | Liverpool FC U21 | 0:0 | ||||
| 18. Round | 06/04/2024 | Tottenham Hotspur U21 | - | Reading FC U21 | 2:2 |
Zimbabwe