| Manchester United FC v Sheffield Wednesday FC 23/11/1988 | £2.00 | |
| Manchester United FC v Sheffield Wednesday FC 23/11/1988 | £3.00 | |
| Middlesbrough FC v Sheffield Wednesday FC 26/11/1988 | View match | |
| Sheffield Wednesday FC v Derby County FC 03/12/1988 | £3.50 | |
| West Ham United FC v Sheffield Wednesday FC 10/12/1988 | View match | |
| Millwall FC v Sheffield Wednesday FC 17/12/1988 | View match | |
| Sheffield Wednesday FC v Newcastle United FC 26/12/1988 | View match | |
| Sheffield Wednesday FC v Nottingham Forest FC 31/12/1988 | View match | |
| 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 |