| Chelsea FC v Southampton FC 18/11/1989 | £3.50 | |
| Manchester United FC v Chelsea FC 25/11/1989 | View match | |
| 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 | £3.50 | |
| Chelsea FC v Liverpool FC 16/12/1989 | £5.00 | |
| Chelsea FC v Liverpool FC 16/12/1989 | £3.50 | |
| Chelsea FC v West Ham United FC 22/12/1989 | £3.00 | |
| Crystal Palace FC v Chelsea FC 26/12/1989 | View match | |
| Luton Town FC v Chelsea FC 30/12/1989 | £3.50 | |
| Luton Town FC v Chelsea FC 30/12/1989 | £3.00 |