| Chesterfield FC v Notts County FC 06/02/1965 | View match | |
| Halifax Town A.F.C v Chesterfield FC 13/02/1965 | View match | |
| Chesterfield FC v Lincoln City FC 20/02/1965 | View match | |
| Chester City FC v Chesterfield FC 24/02/1965 | View match | |
| Brighton & Hove Albion FC v Chesterfield FC 27/02/1965 | £4.50 | |
| Chesterfield FC v Oxford United FC 06/03/1965 | View match | |
| Barrow v Chesterfield FC 13/03/1965 | View match | |
| Wrexham FC v Chesterfield FC 17/03/1965 | View match | |
| Chesterfield FC v Hartlepool United 20/03/1965 | View match | |
| Rochdale FC v Chesterfield FC 26/03/1965 | View match | |
| Chesterfield FC v Darlington FC 29/03/1965 | View match | |
| Chesterfield FC v Millwall FC 03/04/1965 | View match |