1. Round | 09/11/2014 | Braintree Town | - | Chesterfield FC | 0:6 | ||||
2. Round | 02/01/2015 | Milton Keynes Dons | - | Chesterfield FC | 0:1 | ||||
3. Round | 06/01/2015 | Scunthorpe United | - | Chesterfield FC | 2:2 | ||||
3. Round | 13/01/2015 | Chesterfield FC | - | Scunthorpe United | 2:0 aet | ||||
4. Round | 24/01/2015 | Derby County | - | Chesterfield FC | 2:0 |