| 8. Round | 19/10/2018 | Tottenham Hotspur U23 | - | Leicester City U23 | 1:0 | ||||
| 11. Round | 23/11/2018 | Chelsea FC U23 | - | Tottenham Hotspur U23 | 1:1 | ||||
| 13. Round | 15/12/2018 | Manchester City U23 | - | Tottenham Hotspur U23 | 1:2 | ||||
| 14. Round | 07/01/2019 | Tottenham Hotspur U23 | - | Liverpool FC U23 | 1:1 |
England