| 1. Round | 19/08/1953 | Sheffield Wednesday | - | Manchester City | 2:0 |  |
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| 2. Round | 22/08/1953 | Sheffield Wednesday | - | Tottenham Hotspur | 2:1 | ||||
| 3. Round | 26/08/1953 | Preston North End | - | Sheffield Wednesday | 6:0 | ||||
| 9. Round | 16/09/1953 | Sheffield Wednesday | - | Bolton Wanderers | 2:1 | ||||
| 10. Round | 19/09/1953 | Middlesbrough FC | - | Sheffield Wednesday | 4:1 | |
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| 41. Round | 23/09/1953 | Sheffield Wednesday | - | Newcastle United | 3:0 | ||||
| 11. Round | 26/09/1953 | Sheffield Wednesday | - | West Bromwich Albion | 2:3 | ||||
| 12. Round | 03/10/1953 | Liverpool FC | - | Sheffield Wednesday | 2:2 | ||||
| 14. Round | 17/10/1953 | Blackpool FC | - | Sheffield Wednesday | 1:2 | ||||
| 15. Round | 24/10/1953 | Sheffield Wednesday | - | Portsmouth FC | 4:4 | |
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| 19. Round | 21/11/1953 | Sheffield Wednesday | - | Sunderland AFC | 2:2 | ||||
| 20. Round | 28/11/1953 | Wolverhampton Wanderers | - | Sheffield Wednesday | 4:1 |
England