| 1. Round | 16/08/1985 | Southampton FC | - | Newcastle United | 1:1 |  |
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| 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 | ||||
| 8. Round | 13/09/1985 | Chelsea FC | - | Southampton FC | 2:0 | ||||
| 12. Round | 12/10/1985 | Liverpool FC | - | Southampton FC | 1:0 | ||||
| 15. Round | 01/11/1985 | Southampton FC | - | Tottenham Hotspur | 1:0 | |
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| 16. Round | 08/11/1985 | Leicester City | - | Southampton FC | 2:2 | |
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| 17. Round | 15/11/1985 | Southampton FC | - | Birmingham City | 1:0 | ||||
| 18. Round | 22/11/1985 | Sheffield Wednesday | - | Southampton FC | 2:1 | ||||
| 27. Round | 17/01/1986 | Southampton FC | - | Ipswich Town | 1:0 | ||||
| 24. Round | 07/04/1986 | West Ham United | - | Southampton FC | 1:0 | ||||
| 42. Round | 02/05/1986 | Everton FC | - | Southampton FC | 6:1 | |
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| 37. Round | 04/05/1986 | Tottenham Hotspur | - | Southampton FC | 5:3 |
England