1. Round | 24/08/1957 | Tottenham Hotspur | - | Chelsea FC | 1:1 | ||||
2. Round | 28/08/1957 | Portsmouth FC | - | Tottenham Hotspur | 5:1 | ||||
3. Round | 31/08/1957 | Newcastle United | - | Tottenham Hotspur | 3:1 | ||||
13. Round | 19/10/1957 | Bolton Wanderers | - | Tottenham Hotspur | 3:2 | ||||
14. Round | 26/10/1957 | Tottenham Hotspur | - | Leeds United | 2:0 | ||||
15. Round | 02/11/1957 | Sunderland AFC | - | Tottenham Hotspur | 1:1 | ||||
16. Round | 09/11/1957 | Tottenham Hotspur | - | Everton FC | 3:1 | ||||
17. Round | 16/11/1957 | Aston Villa | - | Tottenham Hotspur | 1:1 | ||||
18. Round | 23/11/1957 | Tottenham Hotspur | - | Luton Town | 3:1 | ||||
19. Round | 30/11/1957 | Manchester United | - | Tottenham Hotspur | 3:4 | ||||
20. Round | 07/12/1957 | Tottenham Hotspur | - | Leicester City | 1:4 | ||||
25. Round | 28/12/1957 | Tottenham Hotspur | - | Newcastle United | 3:3 | ||||
29. Round | 08/02/1958 | Tottenham Hotspur | - | Manchester City | 5:1 | ||||
30. Round | 15/02/1958 | Nottingham Forest | - | Tottenham Hotspur | 1:2 | ||||
33. Round | 08/03/1958 | Leeds United | - | Tottenham Hotspur | 1:2 |