| 4. Round | 28/08/1987 | Everton FC | - | Sheffield Wednesday | 4:0 | ||||
| 6. Round | 04/09/1987 | Southampton FC | - | Sheffield Wednesday | 1:1 | ||||
| 7. Round | 11/09/1987 | Sheffield Wednesday | - | Watford FC | 2:3 | ||||
| 33. Round | 11/03/1988 | Manchester United | - | Sheffield Wednesday | 4:1 | ||||
| 34. Round | 18/03/1988 | Sheffield Wednesday | - | Portsmouth FC | 1:0 | ||||
| 35. Round | 25/03/1988 | Norwich City | - | Sheffield Wednesday | 0:3 |  |
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| 36. Round | 01/04/1988 | Sheffield Wednesday | - | West Ham United | 2:1 | ||||
| 37. Round | 04/04/1988 | Luton Town | - | Sheffield Wednesday | 2:2 | ||||
| 27. Round | 12/04/1988 | Oxford United | - | Sheffield Wednesday | 0:3 | ||||
| 39. Round | 22/04/1988 | Queens Park Rangers | - | Sheffield Wednesday | 1:1 | ||||
| 40. Round | 29/04/1988 | Sheffield Wednesday | - | Arsenal FC | 3:3 | ||||
| 41. Round | 02/05/1988 | Wimbledon FC | - | Sheffield Wednesday | 1:1 | ||||
| 42. Round | 06/05/1988 | Sheffield Wednesday | - | Liverpool FC | 1:5 |
Iceland