5. Round | 03/09/1955 | Tottenham Hotspur | - | Charlton Athletic | 2:3 | ||||
6. Round | 05/09/1955 | Sheffield United | - | Tottenham Hotspur | 2:0 | ||||
13. Round | 15/10/1955 | Chelsea FC | - | Tottenham Hotspur | 2:0 | ||||
14. Round | 22/10/1955 | Tottenham Hotspur | - | Sunderland AFC | 2:3 | ||||
15. Round | 29/10/1955 | Portsmouth FC | - | Tottenham Hotspur | 4:1 |