| 6. Round | 23/09/2019 | Blackburn Rovers U23 | - | Tottenham Hotspur U23 | 4:0 | ||||
| 7. Round | 27/09/2019 | Brighton & Hove Albion U23 | - | Tottenham Hotspur U23 | 4:1 | ||||
| 9. Round | 26/10/2019 | Wolverhampton Wanderers U23 | - | Tottenham Hotspur U23 | 1:2 | ||||
| 10. Round | 01/11/2019 | Tottenham Hotspur U23 | - | Arsenal FC U23 | 1:3 | ||||
| 11. Round | 22/11/2019 | Everton FC U23 | - | Tottenham Hotspur U23 | 1:3 | ||||
| 13. Round | 15/12/2019 | Manchester City U23 | - | Tottenham Hotspur U23 | 2:0 | ||||
| 17. Round | 14/02/2020 | Leicester City U23 | - | Tottenham Hotspur U23 | 3:2 | ||||
| 18. Round | 02/03/2020 | Tottenham Hotspur U23 | - | Wolverhampton Wanderers U23 | 3:2 |  |
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Spain
Argentina