| 7. Round | 11/09/1948 | Liverpool FC | - | Bolton Wanderers | 0:1 | ||||
| 8. Round | 15/09/1948 | Huddersfield Town | - | Bolton Wanderers | 0:2 | ||||
| 9. Round | 18/09/1948 | Bolton Wanderers | - | Blackpool FC | 2:2 |  |
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| 10. Round | 25/09/1948 | Derby County | - | Bolton Wanderers | 1:0 | ||||
| 11. Round | 02/10/1948 | Bolton Wanderers | - | Arsenal FC | 1:0 | ||||
| 12. Round | 09/10/1948 | Bolton Wanderers | - | Birmingham City | 0:0 | ||||
| 13. Round | 16/10/1948 | Middlesbrough FC | - | Bolton Wanderers | 5:0 | ||||
| 14. Round | 23/10/1948 | Bolton Wanderers | - | Newcastle United | 1:5 | ||||
| 15. Round | 30/10/1948 | Portsmouth FC | - | Bolton Wanderers | 0:0 | ||||
| 28. Round | 12/02/1949 | Blackpool FC | - | Bolton Wanderers | 1:0 | ||||
| 31. Round | 05/03/1949 | Birmingham City | - | Bolton Wanderers | 0:0 | ||||
| 32. Round | 12/03/1949 | Bolton Wanderers | - | Middlesbrough FC | 4:1 | ||||
| 33. Round | 19/03/1949 | Stoke City | - | Bolton Wanderers | 4:0 | ||||
| 34. Round | 26/03/1949 | Bolton Wanderers | - | Burnley FC | 0:1 | ||||
| 36. Round | 09/04/1949 | Bolton Wanderers | - | Charlton Athletic | 2:2 | ||||
| 37. Round | 15/04/1949 | Bolton Wanderers | - | Manchester United | 0:1 | ||||
| 42. Round | 07/05/1949 | Bolton Wanderers | - | Everton FC | 1:0 |
England