| Chelsea FC v Swindon Town FC 11/02/1989 | £4.50 | |
| Chelsea FC v Oldham Athletic FC 25/02/1989 | £4.50 | |
| Chelsea FC v Hull City FC 28/02/1989 | £4.50 | |
| Chelsea FC v Watford FC 11/03/1989 | £4.50 | |
| Manchester City FC v Chelsea FC 18/03/1989 | £5.50 | |
| Manchester City FC v Chelsea FC 18/03/1989 | £2.00 | |
| Ipswich Town FC v Chelsea FC 28/03/1989 | £4.50 | |
| Chelsea FC v Barnsley FC 01/04/1989 | £4.50 | |
| Chelsea FC v Birmingham City FC 04/04/1989 | £4.50 | |
| Chelsea FC v Birmingham City FC 04/04/1989 | £4.00 | |
| Leicester City FC v Chelsea FC 15/04/1989 | £4.50 | |
| Chelsea FC v Leeds United FC 22/04/1989 | £3.00 |