1. Ronde | 23.08.1958 | Tottenham Hotspur | - | Blackpool FC | 2:3 | ||||
2. Ronde | 27.08.1958 | Chelsea FC | - | Tottenham Hotspur | 4:2 | ||||
5. Ronde | 06.09.1958 | Tottenham Hotspur | - | Newcastle United | 1:3 | ||||
11. Ronde | 04.10.1958 | Portsmouth FC | - | Tottenham Hotspur | 1:1 | ||||
15. Ronde | 01.11.1958 | Manchester City | - | Tottenham Hotspur | 5:1 | ||||
20. Ronde | 06.12.1958 | Tottenham Hotspur | - | Preston North End | 1:2 | ||||
21. Ronde | 13.12.1958 | Burnley FC | - | Tottenham Hotspur | 3:1 |