| 1. Ronde | 10.08.2018 | Southampton FC U23 | - | Middlesbrough FC U23 | 2:0 | ||||
| 2. Ronde | 20.08.2018 | Stoke City U23 | - | Southampton FC U23 | 1:4 |  |
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| 3. Ronde | 24.08.2018 | Southampton FC U23 | - | Manchester United U23 | 1:1 |  |
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| 5. Ronde | 14.09.2018 | Newcastle United U23 | - | Southampton FC U23 | 0:1 | ||||
| 6. Ronde | 21.09.2018 | Southampton FC U23 | - | Aston Villa U23 | 0:1 | ||||
| 7. Ronde | 29.09.2018 | Reading FC U23 | - | Southampton FC U23 | 2:0 | ||||
| 8. Ronde | 19.10.2018 | Southampton FC U23 | - | Wolverhampton Wanderers U23 | 3:2 |  |
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| 9. Ronde | 28.10.2018 | Sunderland AFC U23 | - | Southampton FC U23 | 0:2 | |
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| 10. Ronde | 02.11.2018 | Southampton FC U23 | - | West Bromwich Albion U23 | 1:0 | ||||
| 11. Ronde | 23.11.2018 | Norwich City U23 | - | Southampton FC U23 | 0:0 | ||||
| 13. Ronde | 14.12.2018 | Southampton FC U23 | - | Newcastle United U23 | 2:1 | |
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| 19. Ronde | 11.03.2019 | Wolverhampton Wanderers U23 | - | Southampton FC U23 | 3:1 | |
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| 20. Ronde | 05.04.2019 | Southampton FC U23 | - | Norwich City U23 | 4:1 |
Engeland