| Middlesbrough FC v Charlton Athletic FC 17/12/1988 | £4.50 | |
| Charlton Athletic FC v Arsenal FC 26/12/1988 | £3.00 | |
| Charlton Athletic FC v West Ham United FC 31/12/1988 | £4.00 | |
| Millwall FC v Charlton Athletic FC 02/01/1989 | £2.50 | |
| Millwall FC v Charlton Athletic FC 02/01/1989 | £4.50 | |
| Charlton Athletic FC v Oldham Athletic FC 07/01/1989 | £5.00 | |
| Charlton Athletic FC v Luton Town FC 14/01/1989 | £4.00 | |
| Charlton Athletic FC v Kettering Town 28/01/1989 | £4.00 | |
| Charlton Athletic FC v Norwich City FC 04/02/1989 | £4.00 | |
| Tottenham Hotspur FC v Charlton Athletic FC 11/02/1989 | £4.00 | |
| Charlton Athletic FC v West Ham United FC 18/02/1989 | £4.00 | |
| Charlton Athletic FC v West Ham United FC 18/02/1989 | £4.00 |