| 1. Round | 24/08/1957 | Luton Town | - | Bolton Wanderers | 1:0 | ||||
| 2. Round | 28/08/1957 | Wolverhampton Wanderers | - | Bolton Wanderers | 6:1 | ||||
| 4. Round | 04/09/1957 | Bolton Wanderers | - | Wolverhampton Wanderers | 1:1 | ||||
| 5. Round | 07/09/1957 | Leicester City | - | Bolton Wanderers | 2:3 | ||||
| 6. Round | 11/09/1957 | Bolton Wanderers | - | Sunderland AFC | 2:2 | ||||
| 7. Round | 14/09/1957 | Bolton Wanderers | - | Manchester United | 4:0 | ||||
| 8. Round | 18/09/1957 | Sunderland AFC | - | Bolton Wanderers | 1:2 | ||||
| 9. Round | 21/09/1957 | Leeds United | - | Bolton Wanderers | 2:1 |
England