| Dartford v Chelsea FC 22/10/1963 | View match | |
| Fulham FC v Chelsea FC 26/10/1963 | £3.50 | |
| Fulham FC v Chelsea FC 26/10/1963 | £1.50 | |
| East Stirlingshire FC v Chelsea FC 28/10/1963 | View match | |
| Chelsea FC v Birmingham City FC 02/11/1963 | View match | |
| West Bromwich Albion FC v Chelsea FC 09/11/1963 | View match | |
| Chelsea FC v Arsenal FC 16/11/1963 | View match | |
| Leicester City FC v Chelsea FC 23/11/1963 | View match | |
| Chelsea FC v All Stars XI 25/11/1963 | View match | |
| Chelsea FC v Bolton Wanderers FC 30/11/1963 | View match | |
| Everton FC v Chelsea FC 07/12/1963 | View match | |
| Chelsea FC v MTK Budapest 11/12/1963 | £1.50 |