| 3. Ronde | 29.08.2021 | Middlesbrough FC U23 | - | Southampton FC U23 | 2:1 |  |
|||
| 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 | |
|||
| 17. Ronde | 16.01.2022 | Middlesbrough FC U23 | - | Sunderland AFC U23 | 3:2 | ||||
| 21. Ronde | 27.02.2022 | Birmingham City U23 | - | Middlesbrough FC U23 | 4:2 |
Engeland