| 1. Round | 12/09/2020 | Tottenham Hotspur U23 | - | Brighton & Hove Albion U23 | 1:1 | ||||
| 2. Round | 18/09/2020 | Tottenham Hotspur U23 | - | West Ham United U23 | 3:0 |  |
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| 3. Round | 26/09/2020 | Arsenal FC U23 | - | Tottenham Hotspur U23 | 0:1 | |
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| 4. Round | 03/10/2020 | Tottenham Hotspur U23 | - | Southampton FC U23 | 2:1 | ||||
| 5. Round | 19/10/2020 | Everton FC U23 | - | Tottenham Hotspur U23 | 0:0 | ||||
| 23. Round | 12/04/2021 | Leicester City U23 | - | Tottenham Hotspur U23 | 1:3 | |
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| 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 | ||||
| 26. Round | 30/04/2021 | Manchester City U23 | - | Tottenham Hotspur U23 | 4:1 |
England