| Chelsea FC v Barcelona 11/05/1966 | £3.50 | |
| Chelsea FC v Aston Villa FC 16/05/1966 | View match | |
| Barcelona v Chelsea FC 25/05/1966 | View match | |
| Hamburg SV v Chelsea FC 12/08/1966 | View match | |
| West Ham United FC v Chelsea FC 20/08/1966 | ||
| Chelsea FC v Nottingham Forest FC 24/08/1966 | View match | |
| Chelsea FC v Sheffield Wednesday FC 27/08/1966 | £3.50 | |
| Chelsea FC v Sheffield Wednesday FC 27/08/1966 | £3.00 | |
| Nottingham Forest FC v Chelsea FC 30/08/1966 | View match | |
| Southampton FC v Chelsea FC 03/09/1966 | View match | |
| Chelsea FC v Leicester City FC 07/09/1966 | £3.50 | |
| Chelsea FC v Leicester City FC 07/09/1966 | £3.50 |