| Chelsea FC v Sheffield Wednesday FC 26/08/1989 | View match | |
| Sheffield Wednesday FC v Everton FC 30/08/1989 | £3.50 | |
| Arsenal FC v Sheffield Wednesday FC 09/09/1989 | £4.00 | |
| Sheffield Wednesday FC v Aston Villa FC 16/09/1989 | View match | |
| Sheffield Wednesday FC v Aldershot F.C 20/09/1989 | View match | |
| Millwall FC v Sheffield Wednesday FC 23/09/1989 | View match | |
| Sheffield Wednesday FC v Coventry City FC 30/09/1989 | View match | |
| Aldershot F.C v Sheffield Wednesday FC 03/10/1989 | View match | |
| Manchester United FC v Sheffield Wednesday FC 14/10/1989 | £2.00 | |
| Tottenham Hotspur FC v Sheffield Wednesday FC 21/10/1989 | £3.00 | |
| Tottenham Hotspur FC v Sheffield Wednesday FC 21/10/1989 | £3.50 | |
| Derby County FC v Sheffield Wednesday FC 25/10/1989 | View match |