| Chelsea FC v Millwall FC 04/11/1989 | £4.50 | |
| Everton FC v Chelsea FC 11/11/1989 | View match | |
| Chelsea FC v Southampton FC 18/11/1989 | £3.00 | |
| Chelsea FC v Southampton FC 18/11/1989 | £3.50 | |
| Manchester United FC v Chelsea FC 25/11/1989 | £6.50 | |
| AFC Bournemouth v Chelsea FC 28/11/1989 | £5.50 | |
| Chelsea FC v Wimbledon 02/12/1989 | £3.00 | |
| Chelsea FC v Wimbledon 02/12/1989 | £3.50 | |
| Queens Park Rangers FC v Chelsea FC 09/12/1989 | £4.00 | |
| Queens Park Rangers FC v Chelsea FC 09/12/1989 | £2.50 | |
| Queens Park Rangers FC v Chelsea FC 09/12/1989 | £3.50 | |
| Chelsea FC v Liverpool FC 16/12/1989 | £5.00 |