| Blackpool FC v Chelsea FC 05/10/1966 | View match | |
| Chelsea FC v Burnley FC 08/10/1966 | £4.00 | |
| Manchester United FC v Chelsea FC 15/10/1966 | View match | |
| Chelsea FC v Blackpool FC 17/10/1966 | View match | |
| 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 Manchester United FC 05/11/1966 | View match | |
| Chelsea FC v Manchester United FC 05/11/1966 | View match | |
| West Bromwich Albion FC v Chelsea FC 12/11/1966 | View match |