| Chelsea FC v Wimbledon 14/11/1998 | £3.50 | |
| Leicester City FC v Chelsea FC 21/11/1998 | £3.50 | |
| Chelsea FC v Sheffield Wednesday FC 28/11/1998 | £3.50 | |
| Chelsea FC v Sheffield Wednesday FC 28/11/1998 | £3.00 | |
| Chelsea FC v Sheffield Wednesday FC 28/11/1998 | £3.00 | |
| Wimbledon v Chelsea FC 01/12/1998 | £4.50 | |
| Everton FC v Chelsea FC 05/12/1998 | £3.50 | |
| Chelsea FC v Aston Villa FC 09/12/1998 | £3.00 | |
| Derby County FC v Chelsea FC 12/12/1998 | £3.50 | |
| Manchester United FC v Chelsea FC 16/12/1998 | £5.00 | |
| Manchester United FC v Chelsea FC 16/12/1998 | £3.50 | |
| Manchester United FC v Chelsea FC 16/12/1998 | £8.50 |