| 2. Round | 19/08/1985 | Arsenal FC | - | Southampton FC | 3:2 | ||||
| 3. Round | 23/08/1985 | Nottingham Forest | - | Southampton FC | 2:1 | ||||
| 4. Round | 26/08/1985 | Southampton FC | - | Aston Villa | 0:0 | ||||
| 5. Round | 30/08/1985 | Ipswich Town | - | Southampton FC | 1:1 | ||||
| 6. Round | 02/09/1985 | Southampton FC | - | West Ham United | 1:1 |  |
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| 7. Round | 06/09/1985 | Southampton FC | - | Manchester City | 3:0 | ||||
| 8. Round | 13/09/1985 | Chelsea FC | - | Southampton FC | 2:0 | ||||
| 9. Round | 20/09/1985 | Southampton FC | - | Coventry City | 1:1 | ||||
| 10. Round | 27/09/1985 | Manchester United | - | Southampton FC | 1:0 | ||||
| 11. Round | 05/10/1985 | Southampton FC | - | Watford FC | 3:1 | ||||
| 12. Round | 12/10/1985 | Liverpool FC | - | Southampton FC | 1:0 |
Wales