| 18. Round | 20/02/2021 | Leicester City [U18] | - | Southampton FC [U18] | 1:0 | ||||
| 12. Round | 06/03/2021 | Southampton FC [U18] | - | West Ham United [U18] | 1:1 | ||||
| 16. Round | 27/03/2021 | Southampton FC [U18] | - | Chelsea FC [U18] | 1:3 | ||||
| 14. Round | 06/04/2021 | Southampton FC [U18] | - | Arsenal FC [U18] | 2:2 | ||||
| 22. Round | 10/04/2021 | Southampton FC [U18] | - | Tottenham Hotspur [U18] | 0:3 | ||||
| 23. Round | 17/04/2021 | Norwich City [U18] | - | Southampton FC [U18] | 5:0 | ||||
| 24. Round | 24/04/2021 | Southampton FC [U18] | - | West Bromwich Albion [U18] | 1:3 | ||||
| 25. Round | 01/05/2021 | West Ham United [U18] | - | Southampton FC [U18] | 3:2 |
England