| 1. Round | 14/09/2020 | West Bromwich Albion U23 | - | Aston Villa U23 | 3:1 |  |
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| 2. Round | 18/09/2020 | Aston Villa U23 | - | Norwich City U23 | 3:0 | ||||
| 3. Round | 25/09/2020 | Aston Villa U23 | - | Reading FC U23 | 1:2 | |
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| 5. Round | 19/10/2020 | Wolverhampton Wanderers U23 | - | Aston Villa U23 | 1:3 | |
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| 7. Round | 30/10/2020 | Aston Villa U23 | - | Sunderland AFC U23 | 0:2 | ||||
| 8. Round | 09/11/2020 | Burnley FC U23 | - | Aston Villa U23 | 2:2 | ||||
| 9. Round | 23/11/2020 | Stoke City U23 | - | Aston Villa U23 | 0:2 | ||||
| 12. Round | 18/12/2020 | Aston Villa U23 | - | Middlesbrough FC U23 | 1:1 | ||||
| 15. Round | 22/01/2021 | Norwich City U23 | - | Aston Villa U23 | 2:3 | ||||
| 16. Round | 29/01/2021 | Reading FC U23 | - | Aston Villa U23 | 3:1 | ||||
| 17. Round | 05/02/2021 | Aston Villa U23 | - | Crystal Palace U23 | 4:4 | ||||
| 21. Round | 12/03/2021 | Aston Villa U23 | - | Burnley FC U23 | 2:3 | ||||
| 22. Round | 19/03/2021 | Aston Villa U23 | - | Stoke City U23 | 3:4 | ||||
| 18. Round | 02/04/2021 | Aston Villa U23 | - | Wolverhampton Wanderers U23 | 4:0 | |
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| 23. Round | 09/04/2021 | Fulham FC U23 | - | Aston Villa U23 | 4:1 | ||||
| 13. Round | 07/05/2021 | Newcastle United U23 | - | Aston Villa U23 | 1:2 | |
England
St. Kitts & Nevis