| 1. Round | 11/09/2020 | Arsenal FC U23 | - | Southampton FC U23 | 1:2 | ||||
| 2. Round | 18/09/2020 | Southampton FC U23 | - | Chelsea FC U23 | 1:4 | ||||
| 3. Round | 26/09/2020 | Southampton FC U23 | - | West Ham United U23 | 2:2 | ||||
| 4. Round | 03/10/2020 | Tottenham Hotspur U23 | - | Southampton FC U23 | 2:1 |  |
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| 5. Round | 18/10/2020 | Southampton FC U23 | - | Blackburn Rovers U23 | 0:1 | ||||
| 6. Round | 23/10/2020 | Derby County U23 | - | Southampton FC U23 | 3:1 | |
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| 8. Round | 07/11/2020 | Southampton FC U23 | - | Manchester City U23 | 5:2 | ||||
| 9. Round | 21/11/2020 | Liverpool FC U23 | - | Southampton FC U23 | 0:0 | ||||
| 10. Round | 30/11/2020 | Southampton FC U23 | - | Brighton & Hove Albion U23 | 0:1 | ||||
| 7. Round | 04/12/2020 | Manchester United U23 | - | Southampton FC U23 | 3:1 | ||||
| 11. Round | 12/12/2020 | Southampton FC U23 | - | Leicester City U23 | 5:2 | |
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| 19. Round | 21/02/2021 | Southampton FC U23 | - | Derby County U23 | 1:0 | |
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| 14. Round | 05/03/2021 | Southampton FC U23 | - | Arsenal FC U23 | 2:2 | ||||
| 21. Round | 15/03/2021 | Manchester City U23 | - | Southampton FC U23 | 7:1 |  |
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| 22. Round | 21/03/2021 | Southampton FC U23 | - | Liverpool FC U23 | 1:2 |
England