| Tottenham Hotspur FC v Chelsea FC 22/03/1969 | View match | |
| Everton FC v Chelsea FC 29/03/1969 | View match | |
| Chelsea FC v Newcastle United FC 04/04/1969 | £4.50 | |
| Chelsea FC v Burnley FC 05/04/1969 | £4.50 | |
| Chelsea FC v Burnley FC 05/04/1969 | £3.00 | |
| Nottingham Forest FC v Chelsea FC 08/04/1969 | View match | |
| West Ham United FC v Chelsea FC 12/04/1969 | £5.00 | |
| West Ham United FC v Chelsea FC 12/04/1969 | £5.50 | |
| West Ham United FC v Chelsea FC 12/04/1969 | £4.00 | |
| Chelsea FC v Arsenal FC 14/04/1969 | £4.00 | |
| Chelsea FC v Arsenal FC 14/04/1969 | £5.50 | |
| Chelsea FC v Queens Park Rangers FC 19/04/1969 | £4.50 |