| Wisbech Town v Chelsea FC 22/10/1964 | View match | |
| Tottenham Hotspur FC v Chelsea FC 24/10/1964 | £1.70 | |
| Chelsea FC v Notts County FC 26/10/1964 | View match | |
| Dulwich Hamlet v Chelsea FC 28/10/1964 | View match | |
| Chelsea FC v Burnley FC 31/10/1964 | View match | |
| Sheffield United FC v Chelsea FC 07/11/1964 | View match | |
| Chelsea FC v Swansea Town 11/11/1964 | View match | |
| Chelsea FC v Everton FC 14/11/1964 | £3.50 | |
| Woking FC v Chelsea FC 19/11/1964 | View match | |
| Birmingham City FC v Chelsea FC 21/11/1964 | View match | |
| Drumchapel Amateurs v Chelsea FC 23/11/1964 | View match | |
| Workington v Chelsea FC 25/11/1964 | View match |