| Swansea City FC v Chelsea FC 27/01/1989 | View match | |
| Walsall FC v Chelsea FC 04/02/1989 | £4.50 | |
| Chelsea FC v Swindon Town FC 11/02/1989 | £4.50 | |
| Plymouth Argyle FC v Chelsea FC 18/02/1989 | View match | |
| 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 | |
| Brighton & Hove Albion FC v Chelsea FC 15/03/1989 | View match | |
| Manchester City FC v Chelsea FC 18/03/1989 | £5.50 | |
| Manchester City FC v Chelsea FC 18/03/1989 | £2.00 | |
| Sunderland FC v Chelsea FC 21/03/1989 | View match | |
| Chelsea FC v AFC Bournemouth 25/03/1989 | View match |