| 1. Ronde | 12.09.2020 | Leeds United [U18] | - | Middlesbrough FC [U18] | 0:3 | ||||
| 2. Ronde | 19.09.2020 | Middlesbrough FC [U18] | - | Derby County [U18] | 2:3 | ||||
| 3. Ronde | 26.09.2020 | Middlesbrough FC [U18] | - | Sunderland AFC [U18] | 4:0 | ||||
| 4. Ronde | 03.10.2020 | Newcastle United [U18] | - | Middlesbrough FC [U18] | 3:4 | ||||
| 5. Ronde | 17.10.2020 | Middlesbrough FC [U18] | - | Manchester City [U18] | 0:0 |  |
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| 6. Ronde | 24.10.2020 | Blackburn Rovers [U18] | - | Middlesbrough FC [U18] | 1:3 | ||||
| 25. Ronde | 01.05.2021 | Middlesbrough FC [U18] | - | Stoke City [U18] | 3:1 | ||||
| 26. Ronde | 08.05.2021 | Manchester United [U18] | - | Middlesbrough FC [U18] | 8:1 |
Engeland