| Sheffield Wednesday FC v Chelsea FC 08/11/1969 | £4.00 | |
| Chelsea FC v Everton FC 15/11/1969 | £5.50 | |
| Chelsea FC v Everton FC 15/11/1969 | £6.00 | |
| Chelsea FC v Everton FC 15/11/1969 | £5.50 | |
| Ipswich Town FC v Chelsea FC 18/11/1969 | £6.00 | |
| Nottingham Forest FC v Chelsea FC 22/11/1969 | £4.00 | |
| Manchester United FC v Chelsea FC 06/12/1969 | View match | |
| Wolverhampton Wanderers FC v Chelsea FC 13/12/1969 | £4.00 | |
| Chelsea FC v Manchester City FC 20/12/1969 | £3.50 | |
| Chelsea FC v Manchester City FC 20/12/1969 | £3.00 | |
| Chelsea FC v Southampton FC 26/12/1969 | £4.50 | |
| Chelsea FC v Southampton FC 26/12/1969 | £5.00 |