| Sheffield Wednesday FC v Aston Villa FC 01/10/1988 | View match | |
| Sheffield Wednesday FC v Blackpool FC 12/10/1988 | £3.50 | |
| Southampton FC v Sheffield Wednesday FC 22/10/1988 | £3.50 | |
| Charlton Athletic FC v Sheffield Wednesday FC 29/10/1988 | £3.00 | |
| Charlton Athletic FC v Sheffield Wednesday FC 29/10/1988 | £4.00 | |
| 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 |