| 8. Round | 06/11/2020 | Tottenham Hotspur U23 | - | Derby County U23 | 1:2 |  |
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| 10. Round | 30/11/2020 | Tottenham Hotspur U23 | - | Leicester City U23 | 1:5 | ||||
| 7. Round | 07/12/2020 | Blackburn Rovers U23 | - | Tottenham Hotspur U23 | 2:3 | ||||
| 11. Round | 14/12/2020 | Chelsea FC U23 | - | Tottenham Hotspur U23 | 3:2 |  |
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| 15. Round | 22/01/2021 | West Ham United U23 | - | Tottenham Hotspur U23 | 1:2 |  |
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| 16. Round | 29/01/2021 | Tottenham Hotspur U23 | - | Arsenal FC U23 | 1:1 | |
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| 17. Round | 07/02/2021 | Southampton FC U23 | - | Tottenham Hotspur U23 | 1:1 | |
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| 21. Round | 15/03/2021 | Derby County U23 | - | Tottenham Hotspur U23 | 1:0 | ||||
| 24. Round | 18/04/2021 | Tottenham Hotspur U23 | - | Chelsea FC U23 | 1:4 | ||||
| 25. Round | 23/04/2021 | Tottenham Hotspur U23 | - | Liverpool FC U23 | 4:1 | |
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| 26. Round | 30/04/2021 | Manchester City U23 | - | Tottenham Hotspur U23 | 4:1 | ||||
| 13. Round | 07/05/2021 | Tottenham Hotspur U23 | - | Manchester City U23 | 1:6 |
England