| 1. Round | 11/08/2018 | Arsenal FC [U18] | - | Aston Villa [U18] | 4:2 | ||||
| 3. Round | 25/08/2018 | Aston Villa [U18] | - | Reading FC [U18] | 4:2 | ||||
| 4. Round | 01/09/2018 | Aston Villa [U18] | - | Norwich City [U18] | 7:1 | ||||
| 13. Round | 12/01/2019 | Aston Villa [U18] | - | Arsenal FC [U18] | 0:2 | ||||
| 14. Round | 19/01/2019 | Reading FC [U18] | - | Aston Villa [U18] | 1:2 | ||||
| 17. Round | 02/03/2019 | Aston Villa [U18] | - | Chelsea FC [U18] | 0:1 | ||||
| 15. Round | 09/03/2019 | Norwich City [U18] | - | Aston Villa [U18] | 5:0 | ||||
| 18. Round | 16/03/2019 | Leicester City [U18] | - | Aston Villa [U18] | 0:1 | ||||
| 19. Round | 30/03/2019 | Brighton & Hove Albion [U18] | - | Aston Villa [U18] | 4:3 | ||||
| 20. Round | 06/04/2019 | Aston Villa [U18] | - | Tottenham Hotspur [U18] | 2:3 | ||||
| 21. Round | 13/04/2019 | Southampton FC [U18] | - | Aston Villa [U18] | 1:3 | ||||
| 22. Round | 27/04/2019 | Aston Villa [U18] | - | Swansea City [U18] | 1:1 |
England