| 4. Ronde | 02.09.2023 | Tottenham Hotspur U21 | - | Blackburn Rovers U21 | 4:0 | ||||
| 6. Ronde | 02.10.2023 | Tottenham Hotspur U21 | - | Chelsea FC U21 | 4:2 | ||||
| 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 | ||||
| 15. Ronde | 02.03.2024 | Tottenham Hotspur U21 | - | Everton FC U21 | 1:2 | ||||
| 16. Ronde | 08.03.2024 | Arsenal FC U21 | - | Tottenham Hotspur U21 | 1:1 | ||||
| 17. Ronde | 17.03.2024 | Middlesbrough FC U21 | - | Tottenham Hotspur U21 | 1:2 | ||||
| 18. Ronde | 06.04.2024 | Tottenham Hotspur U21 | - | Reading FC U21 | 2:2 | ||||
| 13. Ronde | 29.04.2024 | Crystal Palace U21 | - | Tottenham Hotspur U21 | 5:0 |
Engeland