| 1. Round | 09/11/2014 | Braintree Town | - | Chesterfield FC | 0:6 |  |
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| 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 |
| Gareth Michael Roberts | |
| Born: | 18.03.1984 |
| Place of birth: |
Chester, 
England |
| Nationality: |
England
|
| Height: | 178 cm |
| Weight: | 74 kg |
| Position(s): | Left Winger Offensive Midfielder |
| Foot: | left |
