| Coventry City FC v Leicester City FC 27/11/1999 | View match | |
| Leicester City FC v Arsenal FC 04/12/1999 | View match | |
| Hereford United v Leicester City FC 11/12/1999 | View match | |
| Leicester City FC v Leeds United FC 15/12/1999 | View match | |
| Leicester City FC v Derby County FC 18/12/1999 | View match | |
| Leicester City FC v Hereford United 22/12/1999 | View match | |
| Leeds United FC v Leicester City FC 26/12/1999 | View match | |
| Leicester City FC v Newcastle United FC 28/12/1999 | View match | |
| Everton FC v Leicester City FC 03/01/2000 | View match | |
| Arsenal FC v Leicester City FC 09/01/2000 | £3.00 | |
| Arsenal FC v Leicester City FC 09/01/2000 | £6.50 | |
| Leicester City FC v Fulham FC 12/01/2000 | View match |