| Chelsea FC v Sheffield Wednesday FC 09/09/1964 | View match | |
| Romford v Chelsea FC 10/09/1964 | View match | |
| Chelsea FC v Fulham FC 12/09/1964 | View match | |
| Sheffield Wednesday FC v Chelsea FC 16/09/1964 | View match | |
| Chelsea FC v Leeds United FC 19/09/1964 | View match | |
| Birmingham City FC v Chelsea FC 23/09/1964 | View match | |
| Arsenal FC v Chelsea FC 26/09/1964 | £5.50 | |
| Arsenal FC v Chelsea FC 26/09/1964 | £3.50 | |
| Arsenal FC v Chelsea FC 26/09/1964 | £3.50 | |
| Chelsea FC v Manchester United FC 30/09/1964 | View match | |
| Chelsea FC v Blackburn Rovers FC 03/10/1964 | £4.50 | |
| Nottingham Forest FC v Chelsea FC 10/10/1964 | View match |