| Chelsea FC v Arsenal FC 14/04/1969 | £5.50 | |
| Chelsea FC v Queens Park Rangers FC 19/04/1969 | £4.50 | |
| Chelsea FC v Queens Park Rangers FC 19/04/1969 | £2.00 | |
| Chelsea FC v Queens Park Rangers FC 19/04/1969 | £2.00 | |
| Chelsea FC v Charlton Athletic FC 21/04/1969 | £2.00 | |
| Chelsea FC v Charlton Athletic FC 21/04/1969 | £5.00 | |
| Chelsea FC v Charlton Athletic FC 21/04/1969 | £9.99 | |
| Chelsea FC v Charlton Athletic FC 21/04/1969 | £7.50 | |
| Charlton Athletic FC v Chelsea FC 25/04/1969 | £39.99 | |
| Wimbledon v Chelsea FC 20/05/1969 | ||
| Crystal Palace FC v Chelsea FC 28/07/1969 | View match | |
| Alemannia Aachen v Chelsea FC 02/08/1969 | View match |