| Chelsea FC v West Ham United FC 09/04/1966 | £1.50 | |
| Chelsea FC v Nottingham Forest FC 11/04/1966 | £4.50 | |
| Nottingham Forest FC v Chelsea FC 12/04/1966 | View match | |
| Sunderland FC v Chelsea FC 16/04/1966 | View match | |
| Chelsea FC v Sheffield Wednesday FC 23/04/1966 | £12.50 | |
| Chelsea FC v Sheffield Wednesday FC 23/04/1966 | £9.50 | |
| Chelsea FC v West Bromwich Albion FC 25/04/1966 | View match | |
| Barcelona v Chelsea FC 27/04/1966 | View match | |
| Liverpool FC v Chelsea FC 30/04/1966 | View match | |
| Sheffield Wednesday FC v Chelsea FC 02/05/1966 | View match | |
| Chelsea FC v Blackburn Rovers FC 04/05/1966 | £4.00 | |
| Chelsea FC v Sheffield United FC 07/05/1966 | £3.00 |