| 1. Round | 15/08/2016 | Aston Villa U23 | - | Wolverhampton Wanderers U23 | 0:1 |  |
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| 4. Round | 09/09/2016 | West Ham United U23 | - | Wolverhampton Wanderers U23 | 2:2 | |
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| 5. Round | 19/09/2016 | Wolverhampton Wanderers U23 | - | Middlesbrough FC U23 | 2:1 | ||||
| 7. Round | 14/10/2016 | Wolverhampton Wanderers U23 | - | Newcastle United U23 | 4:1 | ||||
| 11. Round | 28/11/2016 | Brighton & Hove Albion U23 | - | Wolverhampton Wanderers U23 | 2:1 | ||||
| 12. Round | 12/12/2016 | West Bromwich Albion U23 | - | Wolverhampton Wanderers U23 | 0:1 | ||||
| 13. Round | 19/12/2016 | Wolverhampton Wanderers U23 | - | West Ham United U23 | 0:4 | ||||
| 15. Round | 16/01/2017 | Wolverhampton Wanderers U23 | - | Blackburn Rovers U23 | 3:0 | ||||
| 18. Round | 20/02/2017 | Wolverhampton Wanderers U23 | - | Brighton & Hove Albion U23 | 2:1 | ||||
| 19. Round | 06/03/2017 | Wolverhampton Wanderers U23 | - | Aston Villa U23 | 1:2 |
England
Jamaica 
