| 2. Ronde | 18.09.2020 | Tottenham Hotspur U23 | - | West Ham United U23 | 3:0 | ||||
| 14. Ronde | 15.01.2021 | Brighton & Hove Albion U23 | - | Tottenham Hotspur U23 | 1:5 | ||||
| 15. Ronde | 22.01.2021 | West Ham United U23 | - | Tottenham Hotspur U23 | 1:2 | ||||
| 16. Ronde | 29.01.2021 | Tottenham Hotspur U23 | - | Arsenal FC U23 | 1:1 | ||||
| 17. Ronde | 07.02.2021 | Southampton FC U23 | - | Tottenham Hotspur U23 | 1:1 | ||||
| 20. Ronde | 26.02.2021 | Tottenham Hotspur U23 | - | Blackburn Rovers U23 | 1:1 | ||||
| 18. Ronde | 05.03.2021 | Tottenham Hotspur U23 | - | Everton FC U23 | 2:1 | ||||
| 21. Ronde | 15.03.2021 | Derby County U23 | - | Tottenham Hotspur U23 | 1:0 | ||||
| 22. Ronde | 19.03.2021 | Tottenham Hotspur U23 | - | Manchester United U23 | 3:0 | ||||
| 23. Ronde | 12.04.2021 | Leicester City U23 | - | Tottenham Hotspur U23 | 1:3 | ||||
| 24. Ronde | 18.04.2021 | Tottenham Hotspur U23 | - | Chelsea FC U23 | 1:4 | ||||
| 25. Ronde | 23.04.2021 | Tottenham Hotspur U23 | - | Liverpool FC U23 | 4:1 |
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