| Sheffield Wednesday FC v Aston Villa FC 05/04/2000 | £4.00 | |
| Wimbledon v Sheffield Wednesday FC 12/04/2000 | View match | |
| Sheffield Wednesday FC v Chelsea FC 15/04/2000 | £3.00 | |
| Sheffield Wednesday FC v Sunderland FC 22/04/2000 | £4.00 | |
| Sheffield Wednesday FC v Leeds United FC 30/04/2000 | View match | |
| Coventry City FC v Sheffield Wednesday FC 06/05/2000 | View match | |
| Arsenal FC v Sheffield Wednesday FC 09/05/2000 | View match | |
| Sheffield Wednesday FC v Leicester City FC 14/05/2000 | View match | |
| Wolverhampton Wanderers FC v Sheffield Wednesday FC 13/08/2000 | View match | |
| Sheffield Wednesday FC v Huddersfield Town FC 19/08/2000 | £3.50 | |
| Grimsby Town FC v Sheffield Wednesday FC 26/08/2000 | View match | |
| Sheffield Wednesday FC v Blackburn Rovers FC 28/08/2000 | £3.50 |