| Chelsea FC v Stoke City FC 05/03/1969 | £5.50 | |
| West Bromwich Albion FC v Chelsea FC 08/03/1969 | £3.00 | |
| Chelsea FC v Coventry City FC 10/03/1969 | £5.00 | |
| Chelsea FC v Manchester United FC 15/03/1969 | £4.00 | |
| Chelsea FC v Manchester United FC 15/03/1969 | £4.50 | |
| Chelsea FC v Manchester United FC 15/03/1969 | £4.00 | |
| Chelsea FC v Manchester United FC 15/03/1969 | £4.50 | |
| Tottenham Hotspur FC v Chelsea FC 22/03/1969 | £6.00 | |
| Everton FC v Chelsea FC 29/03/1969 | View match | |
| Chelsea FC v Newcastle United FC 04/04/1969 | £4.50 | |
| Chelsea FC v Newcastle United FC 04/04/1969 | £3.00 | |
| Chelsea FC v Newcastle United FC 04/04/1969 | £4.00 |