| 12. Ronde | 09.01.2023 | Sunderland AFC U21 | - | Middlesbrough FC U21 | 5:7 | ||||
| 14. Ronde | 27.01.2023 | Middlesbrough FC U21 | - | Southampton FC U21 | 2:2 |  |
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| 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 | ||||
| 13. Ronde | 24.03.2023 | Derby County U21 | - | Middlesbrough FC U21 | 1:5 | ||||
| 20. Ronde | 03.04.2023 | Newcastle United U21 | - | Middlesbrough FC U21 | 0:0 | |
Engeland