| 7. Round | 13/10/2017 | Tottenham Hotspur U23 | - | Leicester City U23 | 1:1 | ||||
| 8. Round | 23/10/2017 | Tottenham Hotspur U23 | - | Arsenal FC U23 | 3:2 |  |
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| 9. Round | 27/10/2017 | Derby County U23 | - | Tottenham Hotspur U23 | 1:0 | ||||
| 10. Round | 18/11/2017 | Tottenham Hotspur U23 | - | Chelsea FC U23 | 2:3 | |
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| 11. Round | 25/11/2017 | Manchester City U23 | - | Tottenham Hotspur U23 | 4:2 | |
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| 13. Round | 19/12/2017 | Tottenham Hotspur U23 | - | Sunderland AFC U23 | 0:0 |  |
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| 14. Round | 03/01/2018 | Leicester City U23 | - | Tottenham Hotspur U23 | 6:1 | ||||
| 15. Round | 15/01/2018 | Tottenham Hotspur U23 | - | Everton FC U23 | 1:2 |
England
Jamaica