| Chesterfield FC v Bury FC 29/11/1986 | £4.50 | |
| Fulham FC v Chesterfield FC 11/04/1987 | £0.00 | |
| Bury FC v Chesterfield FC 02/05/1987 | £5.00 | |
| Chesterfield FC v Brighton & Hove Albion FC 22/08/1987 | £6.50 | |
| Chesterfield FC v Bury FC 31/08/1987 | £5.50 | |
| Northampton Town FC v Chesterfield FC 17/10/1987 | £4.00 | |
| Northampton Town FC v Chesterfield FC 17/10/1987 | £3.00 | |
| Fulham FC v Chesterfield FC 19/12/1987 | £3.50 | |
| Bury FC v Chesterfield FC 30/01/1988 | £4.50 | |
| Brighton & Hove Albion FC v Chesterfield FC 17/02/1988 | £4.50 | |
| Brighton & Hove Albion FC v Chesterfield FC 17/02/1988 | £3.50 | |
| Notts County FC v Chesterfield FC 04/10/1988 | £4.00 |