| 1. Round | 12/09/2020 | Tottenham Hotspur U23 | - | Brighton & Hove Albion U23 | 1:1 |  |
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| 2. Round | 18/09/2020 | Tottenham Hotspur U23 | - | West Ham United U23 | 3:0 | ||||
| 3. Round | 26/09/2020 | Arsenal FC U23 | - | Tottenham Hotspur U23 | 0:1 | ||||
| 4. Round | 03/10/2020 | Tottenham Hotspur U23 | - | Southampton FC U23 | 2:1 | ||||
| 14. Round | 15/01/2021 | Brighton & Hove Albion U23 | - | Tottenham Hotspur U23 | 1:5 | |
England
Jamaica