1. Round | 14/08/2021 | Middlesbrough FC [U18] | - | Derby County [U18] | 0:3 | ||||
2. Round | 21/08/2021 | Burnley FC [U18] | - | Middlesbrough FC [U18] | 2:2 | ||||
3. Round | 28/08/2021 | Middlesbrough FC [U18] | - | Everton FC [U18] | 4:1 | ![]() |
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5. Round | 25/09/2021 | Manchester City [U18] | - | Middlesbrough FC [U18] | 2:0 | ||||
6. Round | 02/10/2021 | Middlesbrough FC [U18] | - | Blackburn Rovers [U18] | 2:1 | ||||
4. Round | 07/10/2021 | Manchester United [U18] | - | Middlesbrough FC [U18] | 3:3 | ![]() |