3. Round | 10/10/2020 | Chesterfield FC | - | Woking FC | 4:0 | ||||
4. Round | 13/10/2020 | Torquay United | - | Chesterfield FC | 2:1 | ||||
5. Round | 17/10/2020 | Chesterfield FC | - | Stockport County | 1:2 | ||||
7. Round | 31/10/2020 | Yeovil Town | - | Chesterfield FC | 0:1 | ||||
8. Round | 14/11/2020 | Chesterfield FC | - | Maidenhead United | 1:2 |