| Chelsea FC v Newcastle United FC 22/08/1998 | £2.50 | |
| Chelsea FC v Arsenal FC 09/09/1998 | £3.50 | |
| Chelsea FC v Arsenal FC 09/09/1998 | £3.00 | |
| Chelsea FC v Arsenal FC 09/09/1998 | £4.50 | |
| Chelsea FC v Nottingham Forest FC 12/09/1998 | £3.00 | |
| Chelsea FC v Nottingham Forest FC 12/09/1998 | £3.50 | |
| Chelsea FC v Helsingborg 17/09/1998 | £7.50 | |
| Chelsea FC v Helsingborg 17/09/1998 | £2.00 | |
| Blackburn Rovers FC v Chelsea FC 21/09/1998 | £3.50 | |
| Chelsea FC v Middlesbrough FC 26/09/1998 | £1.00 | |
| Helsingborg v Chelsea FC 01/10/1998 | £24.00 | |
| Liverpool FC v Chelsea FC 04/10/1998 | £6.50 |