| 3. Round | 27/08/2021 | Tottenham Hotspur U23 | - | Arsenal FC U23 | 1:2 | ||||
| 4. Round | 11/09/2021 | Tottenham Hotspur U23 | - | Liverpool FC U23 | 2:1 | ||||
| 7. Round | 01/10/2021 | Crystal Palace U23 | - | Tottenham Hotspur U23 | 4:3 | ||||
| 9. Round | 23/10/2021 | Manchester City U23 | - | Tottenham Hotspur U23 | 1:3 | ||||
| 22. Round | 12/03/2022 | Liverpool FC U23 | - | Tottenham Hotspur U23 | 7:1 | ||||
| 23. Round | 18/03/2022 | Tottenham Hotspur U23 | - | Leicester City U23 | 3:1 | ||||
| 24. Round | 04/04/2022 | West Ham United U23 | - | Tottenham Hotspur U23 | 3:1 | ||||
| 26. Round | 02/05/2022 | Tottenham Hotspur U23 | - | Brighton & Hove Albion U23 | 0:0 | ||||
| 20. Round | 08/05/2022 | Chelsea FC U23 | - | Tottenham Hotspur U23 | 2:1 |
Estonia