| Southampton FC v Chelsea FC 24/10/1987 | £4.50 | |
| Chelsea FC v Oxford United FC 31/10/1987 | £3.50 | |
| Chelsea FC v Barnsley FC 18/11/1987 | £8.00 | |
| Chelsea FC v Wimbledon 28/11/1987 | £4.50 | |
| Chelsea FC v West Ham United FC 12/12/1987 | £4.50 | |
| Charlton Athletic FC v Chelsea FC 20/12/1987 | £4.00 | |
| Charlton Athletic FC v Chelsea FC 20/12/1987 | £3.50 | |
| Chelsea FC v Queens Park Rangers FC 26/12/1987 | £3.50 | |
| Norwich City FC v Chelsea FC 28/12/1987 | £3.50 | |
| Luton Town FC v Chelsea FC 01/01/1988 | £3.50 | |
| Chelsea FC v Tottenham Hotspur FC 02/01/1988 | £3.50 | |
| Chelsea FC v Tottenham Hotspur FC 02/01/1988 | £1.70 |