| 1. Round | 10/08/2018 | Southampton FC U23 | - | Middlesbrough FC U23 | 2:0 | ||||
| 2. Round | 20/08/2018 | Stoke City U23 | - | Southampton FC U23 | 1:4 |  |
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| 3. Round | 24/08/2018 | Southampton FC U23 | - | Manchester United U23 | 1:1 | ||||
| 4. Round | 01/09/2018 | Fulham FC U23 | - | Southampton FC U23 | 1:1 | |
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| 5. Round | 14/09/2018 | Newcastle United U23 | - | Southampton FC U23 | 0:1 | |
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| 6. Round | 21/09/2018 | Southampton FC U23 | - | Aston Villa U23 | 0:1 | ||||
| 7. Round | 29/09/2018 | Reading FC U23 | - | Southampton FC U23 | 2:0 | ||||
| 8. Round | 19/10/2018 | Southampton FC U23 | - | Wolverhampton Wanderers U23 | 3:2 | |
Ireland
Nigeria