| 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 | £8.50 | |
| Manchester United FC v Chelsea FC 16/12/1998 | £3.50 | |
| Manchester United FC v Chelsea FC 16/12/1998 | £5.00 | |
| Chelsea FC v Tottenham Hotspur FC 19/12/1998 | £3.00 | |
| Chelsea FC v Tottenham Hotspur FC 19/12/1998 | £4.50 | |
| Chelsea FC v Tottenham Hotspur FC 19/12/1998 | £2.50 | |
| Chelsea FC v Tottenham Hotspur FC 19/12/1998 | £3.50 | |
| Southampton FC v Chelsea FC 26/12/1998 | £4.50 | |
| Southampton FC v Chelsea FC 26/12/1998 | £1.50 | |
| Chelsea FC v Manchester United FC 29/12/1998 | £12.00 |