| 1. Jornada | 23.08.1958 | Manchester United | - | Chelsea | 5:2 | ||||
| 2. Jornada | 27.08.1958 | Chelsea | - | Tottenham Hotspur | 4:2 | ||||
| 3. Jornada | 30.08.1958 | Chelsea | - | Wolverhampton Wanderers | 6:2 | ||||
| 4. Jornada | 03.09.1958 | Tottenham Hotspur | - | Chelsea | 4:0 | ||||
| 5. Jornada | 06.09.1958 | Portsmouth FC | - | Chelsea | 2:2 | ||||
| 6. Jornada | 10.09.1958 | Chelsea | - | Newcastle United | 6:5 | ||||
| 7. Jornada | 13.09.1958 | Chelsea | - | Aston Villa | 2:1 | ||||
| 8. Jornada | 17.09.1958 | Newcastle United | - | Chelsea | 1:2 | ||||
| 9. Jornada | 20.09.1958 | West Ham United | - | Chelsea | 4:2 | ||||
| 10. Jornada | 27.09.1958 | Chelsea | - | Nottingham Forest | 4:1 | ||||
| 11. Jornada | 04.10.1958 | Burnley FC | - | Chelsea | 4:0 | ||||
| 13. Jornada | 18.10.1958 | Luton Town | - | Chelsea | 2:1 | ||||
| 14. Jornada | 25.10.1958 | Chelsea | - | Leicester City | 5:2 |  |
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| 15. Jornada | 01.11.1958 | Preston North End | - | Chelsea | 2:0 | ||||
| 16. Jornada | 08.11.1958 | Chelsea | - | Leeds United | 2:0 | ||||
| 17. Jornada | 15.11.1958 | Manchester City | - | Chelsea | 5:1 | ||||
| 18. Jornada | 22.11.1958 | Chelsea | - | Arsenal | 0:3 | ||||
| 23. Jornada | 25.12.1958 | Blackburn Rovers | - | Chelsea | 0:3 | ||||
| 24. Jornada | 27.12.1958 | Chelsea | - | Blackburn Rovers | 0:2 |
Inglaterra
Gran Bretaña