| 3. Ronde | 26.09.2020 | Southampton FC U23 | - | West Ham United U23 | 2:2 | ||||
| 4. Ronde | 03.10.2020 | Tottenham Hotspur U23 | - | Southampton FC U23 | 2:1 | ||||
| 5. Ronde | 18.10.2020 | Southampton FC U23 | - | Blackburn Rovers U23 | 0:1 | ||||
| 6. Ronde | 23.10.2020 | Derby County U23 | - | Southampton FC U23 | 3:1 |  |
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| 9. Ronde | 21.11.2020 | Liverpool FC U23 | - | Southampton FC U23 | 0:0 | ||||
| 7. Ronde | 04.12.2020 | Manchester United U23 | - | Southampton FC U23 | 3:1 |  |
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| 11. Ronde | 12.12.2020 | Southampton FC U23 | - | Leicester City U23 | 5:2 | ||||
| 16. Ronde | 29.01.2021 | West Ham United U23 | - | Southampton FC U23 | 3:1 | |
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| 17. Ronde | 07.02.2021 | Southampton FC U23 | - | Tottenham Hotspur U23 | 1:1 | ||||
| 19. Ronde | 21.02.2021 | Southampton FC U23 | - | Derby County U23 | 1:0 | ||||
| 20. Ronde | 27.02.2021 | Southampton FC U23 | - | Manchester United U23 | 1:2 | ||||
| 14. Ronde | 05.03.2021 | Southampton FC U23 | - | Arsenal FC U23 | 2:2 | ||||
| 18. Ronde | 08.03.2021 | Blackburn Rovers U23 | - | Southampton FC U23 | 5:1 | ||||
| 22. Ronde | 21.03.2021 | Southampton FC U23 | - | Liverpool FC U23 | 1:2 | ||||
| 23. Ronde | 09.04.2021 | Brighton & Hove Albion U23 | - | Southampton FC U23 | 3:0 | |
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