| Aldershot F.C v Chesterfield FC 07/03/1964 | View match | |
| Chesterfield FC v Carlisle United FC 14/03/1964 | View match | |
| Torquay United FC v Chesterfield FC 20/03/1964 | View match | |
| Chesterfield FC v Oxford United FC 27/03/1964 | View match | |
| Chesterfield FC v Barrow 28/03/1964 | View match | |
| Oxford United FC v Chesterfield FC 30/03/1964 | £7.00 | |
| Tranmere Rovers FC v Chesterfield FC 03/04/1964 | View match | |
| Chesterfield FC v Rochdale FC 06/04/1964 | View match | |
| Chesterfield FC v Darlington FC 11/04/1964 | View match | |
| Chesterfield FC v Exeter City FC 13/04/1964 | View match | |
| Hartlepool United v Chesterfield FC 17/04/1964 | View match | |
| Exeter City FC v Chesterfield FC 21/04/1964 | View match |