| 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 | £2.50 | |
| Charlton Athletic FC v Sheffield Wednesday FC 29/10/1988 | £4.00 | |
| Charlton Athletic FC v Sheffield Wednesday FC 29/10/1988 | £4.00 | |
| Charlton Athletic FC v Sheffield Wednesday FC 29/10/1988 | £3.00 | |
| Manchester United FC v Sheffield Wednesday FC 23/11/1988 | £2.00 | |
| Manchester United FC v Sheffield Wednesday FC 23/11/1988 | £3.00 | |
| Sheffield Wednesday FC v Derby County FC 03/12/1988 | £3.50 | |
| Coventry City FC v Sheffield Wednesday FC 02/01/1989 | £1.50 | |
| Arsenal FC v Sheffield Wednesday FC 21/01/1989 | £5.50 | |
| Sheffield Wednesday FC v Queens Park Rangers FC 01/02/1989 | £4.50 |