| 1. Ronde | 12.08.2023 | Manchester City U21 | - | Tottenham Hotspur U21 | 0:5 | ||||
| 2. Ronde | 19.08.2023 | Tottenham Hotspur U21 | - | Newcastle United U21 | 4:1 | ||||
| 3. Ronde | 25.08.2023 | Derby County U21 | - | Tottenham Hotspur U21 | 0:2 | ||||
| 4. Ronde | 02.09.2023 | Tottenham Hotspur U21 | - | Blackburn Rovers U21 | 4:0 | ||||
| 5. Ronde | 25.09.2023 | Stoke City U21 | - | Tottenham Hotspur U21 | 0:2 | ||||
| 6. Ronde | 02.10.2023 | Tottenham Hotspur U21 | - | Chelsea FC U21 | 4:2 | ||||
| 7. Ronde | 27.10.2023 | Sunderland AFC U21 | - | Tottenham Hotspur U21 | 2:4 | ||||
| 8. Ronde | 03.11.2023 | Norwich City U21 | - | Tottenham Hotspur U21 | 3:4 | ||||
| 10. Ronde | 18.12.2023 | Tottenham Hotspur U21 | - | Leeds United U21 | 1:0 | ||||
| 11. Ronde | 12.01.2024 | Southampton FC U21 | - | Tottenham Hotspur U21 | 2:3 | ||||
| 12. Ronde | 27.01.2024 | Tottenham Hotspur U21 | - | Aston Villa U21 | 5:3 |
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