| Chelsea FC v Reading FC 07/10/1987 | View match | |
| Everton FC v Chelsea FC 10/10/1987 | £4.50 | |
| Chelsea FC v Coventry City FC 17/10/1987 | £3.50 | |
| Southampton FC v Chelsea FC 24/10/1987 | £4.50 | |
| Chelsea FC v Oxford United FC 31/10/1987 | £3.50 | |
| Arsenal FC v Chelsea FC 03/11/1987 | £6.50 | |
| Chelsea FC v Barnsley FC 18/11/1987 | £8.00 | |
| Derby County FC v Chelsea FC 22/11/1987 | View match | |
| Chelsea FC v Wimbledon 28/11/1987 | £4.50 | |
| Liverpool FC v Chelsea FC 06/12/1987 | View match | |
| Chelsea FC v West Ham United FC 12/12/1987 | £4.50 | |
| Manchester City FC v Chelsea FC 16/12/1987 | View match |