| 26. Round | 11/01/1964 | Liverpool FC | - | Chelsea FC | 2:1 | ||||
| 27. Round | 18/01/1964 | Chelsea FC | - | Aston Villa | 1:0 | ||||
| 28. Round | 01/02/1964 | Tottenham Hotspur | - | Chelsea FC | 1:2 | ||||
| 29. Round | 08/02/1964 | Chelsea FC | - | Wolverhampton Wanderers | 2:3 | ||||
| 31. Round | 22/02/1964 | Chelsea FC | - | Ipswich Town | 4:0 | ||||
| 42. Round | 29/02/1964 | Sheffield Wednesday | - | Chelsea FC | 3:2 |
England