| 13. Ronde | 12.01.2019 | Middlesbrough FC [U18] | - | West Bromwich Albion [U18] | 5:3 |  |
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| 14. Ronde | 19.01.2019 | Middlesbrough FC [U18] | - | Everton FC [U18] | 3:2 | ||||
| 19. Ronde | 23.03.2019 | Middlesbrough FC [U18] | - | Manchester City [U18] | 4:2 | ||||
| 20. Ronde | 06.04.2019 | Blackburn Rovers [U18] | - | Middlesbrough FC [U18] | 3:1 | ||||
| 21. Ronde | 13.04.2019 | Middlesbrough FC [U18] | - | Newcastle United [U18] | 4:1 | ||||
| 18. Ronde | 24.04.2019 | Middlesbrough FC [U18] | - | Wolverhampton Wanderers [U18] | 2:1 |
Engeland