| 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 | £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 | |
| Chelsea FC v Wimbledon 28/11/1987 | £4.50 | |
| Chelsea FC v Wimbledon 28/11/1987 | £5.00 | |
| Chelsea FC v West Ham United FC 12/12/1987 | £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 |