| Leicester City FC v Chelsea FC 14/08/1999 | £3.50 | |
| West Ham United FC v Leicester City FC 21/08/1999 | £5.00 | |
| Tottenham Hotspur FC v Leicester City FC 03/10/1999 | £5.50 | |
| Arsenal FC v Leicester City FC 09/01/2000 | £3.00 | |
| Arsenal FC v Leicester City FC 09/01/2000 | £5.00 | |
| Arsenal FC v Leicester City FC 09/01/2000 | £5.00 | |
| Chelsea FC v Leicester City FC 15/01/2000 | £3.00 | |
| Leicester City FC v West Ham United FC 22/01/2000 | £5.00 | |
| Chelsea FC v Leicester City FC 30/01/2000 | £4.50 | |
| Leicester City FC v Tottenham Hotspur FC 19/04/2000 | £4.50 | |
| Southampton FC v Leicester City FC 29/04/2000 | £3.50 | |
| Southampton FC v Leicester City FC 29/04/2000 | £3.00 |