| 3. Ronde | 25.08.2018 | Everton FC [U18] | - | Middlesbrough FC [U18] | 2:1 | ||||
| 1. Ronde | 27.10.2018 | West Bromwich Albion [U18] | - | Middlesbrough FC [U18] | 1:2 |  |
|||
| 10. Ronde | 24.11.2018 | Newcastle United [U18] | - | Middlesbrough FC [U18] | 2:3 | ||||
| 12. Ronde | 05.01.2019 | Stoke City [U18] | - | Middlesbrough FC [U18] | 3:1 |
Engeland