| Chelsea FC v Charlton Athletic FC 14/09/1966 | £10.00 | |
| Chelsea FC v Arsenal FC 24/09/1966 | £4.00 | |
| Chelsea FC v Burnley FC 08/10/1966 | £4.00 | |
| Chelsea FC v Tottenham Hotspur FC 26/10/1966 | £4.50 | |
| Chelsea FC v Tottenham Hotspur FC 26/10/1966 | £4.50 | |
| Fulham FC v Chelsea FC 29/10/1966 | £3.50 | |
| Fulham FC v Chelsea FC 29/10/1966 | £3.50 | |
| Fulham FC v Chelsea FC 29/10/1966 | £4.00 | |
| Chelsea FC v Sheffield United FC 19/11/1966 | £4.50 | |
| Chelsea FC v Sheffield United FC 19/11/1966 | £3.50 | |
| Chelsea FC v Sheffield United FC 19/11/1966 | £4.00 | |
| Chelsea FC v Real Madrid 22/11/1966 | £23.00 |