| 1. Ronde | 12.08.2019 | Brighton & Hove Albion U23 | - | Wolverhampton Wanderers U23 | 2:0 | ||||
| 8. Ronde | 20.10.2019 | Liverpool FC U23 | - | Wolverhampton Wanderers U23 | 4:3 | ||||
| 9. Ronde | 26.10.2019 | Wolverhampton Wanderers U23 | - | Tottenham Hotspur U23 | 1:2 | ||||
| 10. Ronde | 01.11.2019 | Derby County U23 | - | Wolverhampton Wanderers U23 | 2:2 | ||||
| 11. Ronde | 23.11.2019 | Wolverhampton Wanderers U23 | - | Chelsea FC U23 | 1:1 | ||||
| 14. Ronde | 03.01.2020 | Leicester City U23 | - | Wolverhampton Wanderers U23 | 5:1 |  |
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| 15. Ronde | 10.01.2020 | Wolverhampton Wanderers U23 | - | Blackburn Rovers U23 | 0:1 | ||||
| 16. Ronde | 03.02.2020 | Southampton FC U23 | - | Wolverhampton Wanderers U23 | 1:0 | ||||
| 17. Ronde | 17.02.2020 | Wolverhampton Wanderers U23 | - | Liverpool FC U23 | 1:2 | |
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| 18. Ronde | 02.03.2020 | Tottenham Hotspur U23 | - | Wolverhampton Wanderers U23 | 3:2 |
Engeland