| Manchester United FC v Middlesbrough FC 29/01/2000 | View match | |
| Sheffield Wednesday FC v Manchester United FC 02/02/2000 | £5.00 | |
| Manchester United FC v Coventry City FC 05/02/2000 | View match | |
| Newcastle United FC v Manchester United FC 12/02/2000 | View match | |
| Leeds United FC v Manchester United FC 20/02/2000 | £5.00 | |
| Leeds United FC v Manchester United FC 20/02/2000 | £5.00 | |
| Wimbledon v Manchester United FC 26/02/2000 | View match | |
| Manchester United FC v Girondins Bordeaux 01/03/2000 | View match | |
| Manchester United FC v Liverpool FC 04/03/2000 | View match | |
| Girondins Bordeaux v Manchester United FC 07/03/2000 | £7.50 | |
| Manchester United FC v Derby County FC 11/03/2000 | View match | |
| Manchester United FC v AC Fiorentina 15/03/2000 | View match |