| 26. Round | 15/01/1949 | Portsmouth FC | - | Stoke City | 1:0 | ||||
| 27. Round | 22/01/1949 | Charlton Athletic | - | Portsmouth FC | 0:1 | ||||
| 28. Round | 05/02/1949 | Portsmouth FC | - | Manchester City | 3:1 | ||||
| 29. Round | 19/02/1949 | Sheffield United | - | Portsmouth FC | 3:1 | ||||
| 31. Round | 05/03/1949 | Portsmouth FC | - | Aston Villa | 3:0 | ||||
| 32. Round | 12/03/1949 | Sunderland AFC | - | Portsmouth FC | 1:4 | ||||
| 33. Round | 19/03/1949 | Portsmouth FC | - | Derby County | 1:0 | ||||
| 42. Round | 07/05/1949 | Manchester United | - | Portsmouth FC | 3:2 |
England