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| Maidenhead United v Chesterfield FC 18/01/2022 | View match | |
| Chesterfield FC v Aldershot Town F.C 22/01/2022 | View match | |
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| Chesterfield FC v Dagenham & Redbridge 05/02/2022 | View match | |
| Stockport County FC v Chesterfield FC 08/02/2022 | View match | |
| Weymouth v Chesterfield FC 12/02/2022 | View match |