| 1. Ronde | 16.08.2021 | Wolverhampton Wanderers U23 | - | Middlesbrough FC U23 | 2:1 |  |
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| 2. Ronde | 20.08.2021 | Middlesbrough FC U23 | - | Aston Villa U23 | 1:2 | |
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| 4. Ronde | 13.09.2021 | Middlesbrough FC U23 | - | Stoke City U23 | 2:0 | ||||
| 5. Ronde | 20.09.2021 | Sunderland AFC U23 | - | Middlesbrough FC U23 | 1:3 | |
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| 6. Ronde | 24.09.2021 | Middlesbrough FC U23 | - | Nottingham Forest U23 | 0:1 | ||||
| 7. Ronde | 01.10.2021 | Newcastle United U23 | - | Middlesbrough FC U23 | 4:1 | |
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| 13. Ronde | 29.11.2021 | Reading FC U23 | - | Middlesbrough FC U23 | 2:1 | ||||
| 16. Ronde | 10.01.2022 | Aston Villa U23 | - | Middlesbrough FC U23 | 1:2 | ||||
| 17. Ronde | 16.01.2022 | Middlesbrough FC U23 | - | Sunderland AFC U23 | 3:2 | ||||
| 18. Ronde | 23.01.2022 | Southampton FC U23 | - | Middlesbrough FC U23 | 1:0 |
Engeland