| Charlton Athletic FC v Sheffield Wednesday FC 29/10/1988 | £4.00 | |
| Sheffield Wednesday FC v Everton FC 05/11/1988 | View match | |
| Norwich City FC v Sheffield Wednesday FC 12/11/1988 | View match | |
| Sheffield Wednesday FC v Tottenham Hotspur FC 20/11/1988 | View match | |
| 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 |