| 3. Ronde | 22.08.2022 | Nottingham Forest U21 | - | Middlesbrough FC U21 | 1:4 |  |
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| 4. Ronde | 26.08.2022 | Middlesbrough FC U21 | - | Stoke City U21 | 4:1 | ||||
| 6. Ronde | 18.09.2022 | Middlesbrough FC U21 | - | Norwich City U21 | 1:3 | ||||
| 5. Ronde | 23.09.2022 | Middlesbrough FC U21 | - | Sunderland AFC U21 | 2:0 | ||||
| 7. Ronde | 30.09.2022 | Middlesbrough FC U21 | - | Newcastle United U21 | 1:1 | ||||
| 8. Ronde | 10.10.2022 | West Bromwich Albion U21 | - | Middlesbrough FC U21 | 5:2 | |
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| 10. Ronde | 30.10.2022 | Southampton FC U21 | - | Middlesbrough FC U21 | 8:1 |  |
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| 12. Ronde | 09.01.2023 | Sunderland AFC U21 | - | Middlesbrough FC U21 | 5:7 | |
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| 14. Ronde | 27.01.2023 | Middlesbrough FC U21 | - | Southampton FC U21 | 2:2 | ||||
| 15. Ronde | 10.02.2023 | Middlesbrough FC U21 | - | West Bromwich Albion U21 | 2:4 | |
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| 16. Ronde | 20.02.2023 | Stoke City U21 | - | Middlesbrough FC U21 | 1:2 | ||||
| 17. Ronde | 24.02.2023 | Norwich City U21 | - | Middlesbrough FC U21 | 2:2 | ||||
| 18. Ronde | 06.03.2023 | Middlesbrough FC U21 | - | Aston Villa U21 | 2:3 |
Engeland