| 2. Round | 23/08/1967 | Chelsea FC | - | Newcastle United | 1:1 | ||||
| 13. Round | 25/10/1967 | Leicester City | - | Chelsea FC | 2:2 | ||||
| 14. Round | 28/10/1967 | Chelsea FC | - | West Ham United | 1:3 | ||||
| 15. Round | 04/11/1967 | Burnley FC | - | Chelsea FC | 1:1 | ||||
| 16. Round | 11/11/1967 | Chelsea FC | - | Sheffield Wednesday | 3:0 | ||||
| 17. Round | 18/11/1967 | Tottenham Hotspur | - | Chelsea FC | 2:0 | ||||
| 18. Round | 25/11/1967 | Chelsea FC | - | Manchester United | 1:1 | ||||
| 36. Round | 12/04/1968 | Manchester City | - | Chelsea FC | 1:0 |
Scotland