| 6. Round | 02/01/1956 | Manchester City | - | Portsmouth FC | 4:1 | ||||
| 29. Round | 04/02/1956 | Everton FC | - | Portsmouth FC | 0:2 |  |
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| 30. Round | 11/02/1956 | Sunderland AFC | - | Portsmouth FC | 4:2 | ||||
| 31. Round | 22/02/1956 | Portsmouth FC | - | Newcastle United | 0:2 | ||||
| 32. Round | 25/02/1956 | Birmingham City | - | Portsmouth FC | 3:2 | |
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| 33. Round | 03/03/1956 | Portsmouth FC | - | Burnley FC | 3:1 | ||||
| 34. Round | 10/03/1956 | Tottenham Hotspur | - | Portsmouth FC | 1:1 | ||||
| 35. Round | 17/03/1956 | Portsmouth FC | - | Sheffield United | 1:1 | |
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| 37. Round | 30/03/1956 | Portsmouth FC | - | Cardiff City | 1:1 |
England