| 1. Ronde | 14.08.2021 | Middlesbrough FC [U18] | - | Derby County [U18] | 0:3 | ||||
| 2. Ronde | 21.08.2021 | Burnley FC [U18] | - | Middlesbrough FC [U18] | 2:2 | ||||
| 3. Ronde | 28.08.2021 | Middlesbrough FC [U18] | - | Everton FC [U18] | 4:1 |  |
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| 5. Ronde | 25.09.2021 | Manchester City [U18] | - | Middlesbrough FC [U18] | 2:0 | ||||
| 6. Ronde | 02.10.2021 | Middlesbrough FC [U18] | - | Blackburn Rovers [U18] | 2:1 | ||||
| 4. Ronde | 07.10.2021 | Manchester United [U18] | - | Middlesbrough FC [U18] | 3:3 |  |
Engeland