| 4. Round | 30/08/2019 | Sunderland AFC U23 | - | Aston Villa U23 | 1:2 | ||||
| 6. Round | 23/09/2019 | Aston Villa U23 | - | Manchester United U23 | 4:1 | ||||
| 8. Round | 21/10/2019 | Aston Villa U23 | - | Fulham FC U23 | 1:0 | ||||
| 12. Round | 09/12/2019 | Aston Villa U23 | - | Middlesbrough FC U23 | 5:3 | ||||
| 13. Round | 16/12/2019 | Aston Villa U23 | - | Swansea City U23 | 1:1 | ||||
| 14. Round | 06/01/2020 | Aston Villa U23 | - | Sunderland AFC U23 | 4:0 | ||||
| 16. Round | 03/02/2020 | Aston Villa U23 | - | West Bromwich Albion U23 | 0:1 | ||||
| 17. Round | 14/02/2020 | Fulham FC U23 | - | Aston Villa U23 | 2:0 | ||||
| 18. Round | 02/03/2020 | Aston Villa U23 | - | Reading FC U23 | 1:3 |
England