| 3. Ronde | 24.08.2019 | Southampton FC [U18] | - | Chelsea FC [U18] | 0:1 | ||||
| 4. Ronde | 31.08.2019 | Arsenal FC [U18] | - | Southampton FC [U18] | 0:1 | ||||
| 5. Ronde | 14.09.2019 | Fulham FC [U18] | - | Southampton FC [U18] | 5:1 | ||||
| 8. Ronde | 19.10.2019 | Southampton FC [U18] | - | Leicester City [U18] | 2:3 |  |
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| 9. Ronde | 09.11.2019 | Reading FC [U18] | - | Southampton FC [U18] | 1:2 | |
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| 11. Ronde | 07.12.2019 | Southampton FC [U18] | - | West Ham United [U18] | 0:5 | ||||
| 14. Ronde | 18.01.2020 | Southampton FC [U18] | - | Arsenal FC [U18] | 0:2 | ||||
| 13. Ronde | 23.01.2020 | Southampton FC [U18] | - | Swansea City [U18] | 5:0 | ||||
| 15. Ronde | 01.02.2020 | Chelsea FC [U18] | - | Southampton FC [U18] | 2:0 | ||||
| 16. Ronde | 22.02.2020 | Southampton FC [U18] | - | Fulham FC [U18] | 1:3 | ||||
| 20. Ronde | 07.03.2020 | Southampton FC [U18] | - | Reading FC [U18] | 1:0 | |
Engeland