| 28. Round | 23/01/1965 | Leeds United | - | Chelsea FC | 2:2 | ||||
| 30. Round | 13/02/1965 | Blackburn Rovers | - | Chelsea FC | 0:3 | ||||
| 32. Round | 27/02/1965 | Stoke City | - | Chelsea FC | 0:2 | ||||
| 38. Round | 12/04/1965 | West Ham United | - | Chelsea FC | 3:2 | ||||
| 40. Round | 17/04/1965 | Chelsea FC | - | West Bromwich Albion | 2:2 | ||||
| 42. Round | 24/04/1965 | Burnley FC | - | Chelsea FC | 6:2 |
Scotland