| 1. Round | 15/08/2016 | Aston Villa U23 | - | Wolverhampton Wanderers U23 | 0:1 | ||||
| 2. Round | 22/08/2016 | Brighton & Hove Albion U23 | - | Aston Villa U23 | 1:1 | ||||
| 4. Round | 12/09/2016 | Fulham FC U23 | - | Aston Villa U23 | 3:0 |  |
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| 5. Round | 19/09/2016 | Aston Villa U23 | - | West Bromwich Albion U23 | 2:5 |  |
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| 6. Round | 26/09/2016 | Middlesbrough FC U23 | - | Aston Villa U23 | 1:2 | |
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| 8. Round | 24/10/2016 | Aston Villa U23 | - | Swansea City U23 | 1:2 | ||||
| 9. Round | 31/10/2016 | Aston Villa U23 | - | Blackburn Rovers U23 | 4:0 | |
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| 10. Round | 21/11/2016 | Aston Villa U23 | - | Norwich City U23 | 1:2 | |
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| 12. Round | 12/12/2016 | Newcastle United U23 | - | Aston Villa U23 | 4:2 | ||||
| 13. Round | 19/12/2016 | Aston Villa U23 | - | Fulham FC U23 | 3:3 | |
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| 14. Round | 09/01/2017 | West Bromwich Albion U23 | - | Aston Villa U23 | 3:3 | |
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| 21. Round | 10/04/2017 | Swansea City U23 | - | Aston Villa U23 | 2:0 |
England
Jamaica