| 3. Round | 24/08/2018 | Tottenham Hotspur U23 | - | Brighton & Hove Albion U23 | 1:1 | ||||
| 4. Round | 31/08/2018 | Arsenal FC U23 | - | Tottenham Hotspur U23 | 2:1 | ||||
| 5. Round | 14/09/2018 | Tottenham Hotspur U23 | - | Manchester City U23 | 2:0 | ||||
| 6. Round | 23/09/2018 | Everton FC U23 | - | Tottenham Hotspur U23 | 6:0 |  |
|||
| 7. Round | 28/09/2018 | Blackburn Rovers U23 | - | Tottenham Hotspur U23 | 1:3 |
England
