| 2. Round | 25/09/1957 | Newcastle United | - | Sheffield Wednesday | 0:0 | ||||
| 10. Round | 28/09/1957 | Sheffield Wednesday | - | Birmingham City | 5:3 | ||||
| 11. Round | 05/10/1957 | Chelsea FC | - | Sheffield Wednesday | 1:0 | ||||
| 1. Round | 09/10/1957 | Manchester City | - | Sheffield Wednesday | 2:0 | ||||
| 12. Round | 12/10/1957 | Sheffield Wednesday | - | Blackpool FC | 0:3 | ||||
| 26. Round | 11/01/1958 | Sheffield Wednesday | - | Portsmouth FC | 4:2 | ||||
| 27. Round | 18/01/1958 | West Bromwich Albion | - | Sheffield Wednesday | 3:1 | ||||
| 28. Round | 01/02/1958 | Sheffield Wednesday | - | Tottenham Hotspur | 2:0 | ||||
| 30. Round | 15/02/1958 | Sheffield Wednesday | - | Chelsea FC | 2:3 | ||||
| 31. Round | 22/02/1958 | Blackpool FC | - | Sheffield Wednesday | 2:2 | ||||
| 32. Round | 01/03/1958 | Sheffield Wednesday | - | Luton Town | 2:1 | ||||
| 33. Round | 08/03/1958 | Sunderland AFC | - | Sheffield Wednesday | 3:3 | ||||
| 29. Round | 12/03/1958 | Birmingham City | - | Sheffield Wednesday | 1:0 |
England