| 8. Ronde | 06.11.2020 | Tottenham Hotspur U23 | - | Derby County U23 | 1:2 |  |
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| 10. Ronde | 30.11.2020 | Tottenham Hotspur U23 | - | Leicester City U23 | 1:5 | ||||
| 7. Ronde | 07.12.2020 | Blackburn Rovers U23 | - | Tottenham Hotspur U23 | 2:3 | ||||
| 11. Ronde | 14.12.2020 | Chelsea FC U23 | - | Tottenham Hotspur U23 | 3:2 |  |
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| 15. Ronde | 22.01.2021 | West Ham United U23 | - | Tottenham Hotspur U23 | 1:2 |  |
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| 16. Ronde | 29.01.2021 | Tottenham Hotspur U23 | - | Arsenal FC U23 | 1:1 | |
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| 17. Ronde | 07.02.2021 | Southampton FC U23 | - | Tottenham Hotspur U23 | 1:1 | |
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| 21. Ronde | 15.03.2021 | Derby County U23 | - | Tottenham Hotspur U23 | 1:0 | ||||
| 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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| 26. Ronde | 30.04.2021 | Manchester City U23 | - | Tottenham Hotspur U23 | 4:1 | ||||
| 13. Ronde | 07.05.2021 | Tottenham Hotspur U23 | - | Manchester City U23 | 1:6 |
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