| Middlesbrough FC v Leicester City FC 30/01/1999 | View match | |
| Leicester City FC v Sheffield Wednesday FC 06/02/1999 | View match | |
| Leicester City FC v Sunderland FC 17/02/1999 | View match | |
| Arsenal FC v Leicester City FC 20/02/1999 | £4.00 | |
| Leicester City FC v Leeds United FC 01/03/1999 | View match | |
| Wimbledon v Leicester City FC 06/03/1999 | View match | |
| Leicester City FC v Charlton Athletic FC 13/03/1999 | View match | |
| 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 | £4.50 | |
| Tottenham Hotspur FC v Leicester City FC 03/04/1999 | £3.00 | |
| Leicester City FC v Aston Villa FC 06/04/1999 | View match |