| Leicester City FC v Tottenham Hotspur FC 21/03/1999 | £12.50 | |
| Leicester City FC v Tottenham Hotspur FC 21/03/1999 | £10.00 | |
| Tottenham Hotspur FC v Leicester City FC 03/04/1999 | £3.00 | |
| Tottenham Hotspur FC v Leicester City FC 03/04/1999 | £4.50 | |
| Chelsea FC v Leicester City FC 18/04/1999 | £4.00 | |
| Chelsea FC v Leicester City FC 18/04/1999 | £3.50 | |
| Liverpool FC v Leicester City FC 21/04/1999 | £3.50 | |
| Southampton FC v Leicester City FC 01/05/1999 | £2.50 | |
| Southampton FC v Leicester City FC 01/05/1999 | £2.00 | |
| Arsenal FC v Leicester City FC 07/08/1999 | £1.50 | |
| Leicester City FC v Chelsea FC 14/08/1999 | £3.50 | |
| Tottenham Hotspur FC v Leicester City FC 03/10/1999 | £5.50 |