| 1. Round | 12/08/2023 | Manchester City U21 | - | Tottenham Hotspur U21 | 0:5 | ||||
| 2. Round | 19/08/2023 | Tottenham Hotspur U21 | - | Newcastle United U21 | 4:1 | ||||
| 3. Round | 25/08/2023 | Derby County U21 | - | Tottenham Hotspur U21 | 0:2 | ||||
| 5. Round | 25/09/2023 | Stoke City U21 | - | Tottenham Hotspur U21 | 0:2 | ||||
| 6. Round | 02/10/2023 | Tottenham Hotspur U21 | - | Chelsea FC U21 | 4:2 | ||||
| 10. Round | 18/12/2023 | Tottenham Hotspur U21 | - | Leeds United U21 | 1:0 |
Ireland