| Chesterfield FC v Maidenhead United 14/11/2020 | View match | |
| Altrincham v Chesterfield FC 17/11/2020 | £9.99 | |
| Chesterfield FC v Notts County FC 21/11/2020 | View match | |
| Weymouth v Chesterfield FC 28/11/2020 | View match | |
| Chesterfield FC v Aldershot Town F.C 01/12/2020 | View match | |
| Sutton United v Chesterfield FC 08/12/2020 | £9.99 | |
| Chesterfield FC v Barnet FC 12/12/2020 | View match | |
| Chesterfield FC v Solihull Moors 02/01/2021 | View match | |
| Solihull Moors v Chesterfield FC 05/01/2021 | View match | |
| Boston United v Chesterfield FC 20/01/2021 | £4.99 | |
| Chesterfield FC v Wrexham FC 23/01/2021 | View match | |
| Boreham Wood v Chesterfield FC 26/01/2021 | View match |