| 1. Round | 16/08/1985 | Sheffield Wednesday | - | Chelsea FC | 1:1 | ||||
| 2. Round | 20/08/1985 | Nottingham Forest | - | Sheffield Wednesday | 0:1 | ||||
| 3. Round | 23/08/1985 | Manchester City | - | Sheffield Wednesday | 1:3 | ||||
| 4. Round | 25/08/1985 | Sheffield Wednesday | - | Watford FC | 2:1 | ||||
| 5. Round | 30/08/1985 | Oxford United | - | Sheffield Wednesday | 0:1 | ||||
| 6. Round | 02/09/1985 | Sheffield Wednesday | - | Everton FC | 1:5 | ||||
| 7. Round | 06/09/1985 | Sheffield Wednesday | - | West Ham United | 2:2 | ||||
| 8. Round | 13/09/1985 | Arsenal FC | - | Sheffield Wednesday | 1:0 | ||||
| 21. Round | 13/12/1985 | Chelsea FC | - | Sheffield Wednesday | 2:1 | ||||
| 24. Round | 27/12/1985 | Everton FC | - | Sheffield Wednesday | 3:1 | ||||
| 25. Round | 31/12/1985 | Liverpool FC | - | Sheffield Wednesday | 2:2 | ||||
| 33. Round | 14/03/1986 | Coventry City | - | Sheffield Wednesday | 0:1 | ||||
| 29. Round | 17/03/1986 | Sheffield Wednesday | - | Leicester City | 1:0 | ||||
| 34. Round | 21/03/1986 | West Ham United | - | Sheffield Wednesday | 1:0 | ||||
| 35. Round | 28/03/1986 | Sheffield Wednesday | - | Liverpool FC | 0:0 |
Northern Ireland