| Coventry City FC v Sheffield Wednesday FC 02/01/1989 | View match | |
| Sheffield Wednesday FC v Torquay United FC 07/01/1989 | View match | |
| Sheffield Wednesday FC v Liverpool FC 14/01/1989 | View match | |
| Arsenal FC v Sheffield Wednesday FC 21/01/1989 | £5.50 | |
| Blackburn Rovers FC v Sheffield Wednesday FC 28/01/1989 | View match | |
| Sheffield Wednesday FC v Queens Park Rangers FC 01/02/1989 | View match | |
| Aston Villa FC v Sheffield Wednesday FC 04/02/1989 | £5.00 | |
| Sheffield Wednesday FC v Manchester United FC 11/02/1989 | View match | |
| Sheffield Wednesday FC v Southampton FC 18/02/1989 | £4.50 | |
| Sheffield Wednesday FC v Southampton FC 18/02/1989 | £4.00 | |
| Wimbledon v Sheffield Wednesday FC 25/02/1989 | View match | |
| Sheffield Wednesday FC v Charlton Athletic FC 04/03/1989 | £3.50 |